𝗧𝗢𝗣 𝗛𝗼𝘁𝗲𝗹𝘀 𝗶𝗻 Chicago from S$76 (2026) - Fully Refundable Options

A river with a yellow boat, surrounded by tall buildings and a bridge.

Change your mind
Book hotels with free cancellation
Treat yourself
Sign in to save 10% or more on thousands of hotels
Sign in
Be picky
Search almost a million properties worldwide

Go beyond your typical stay in Chicago (and vicinity)

Pet friendly

Pool

Spa

Hot tub

Apart hotel

Family friendly

Apartment

Waterpark

Condo

Resort

Cottage

Check prices for these dates

Tonight

Tomorrow

Next weekend

In two weeks

Our top choices for Chicago hotels

A spacious lobby with a central sofa, multiple seating areas, and a decorative ceiling.

Outdoor seating with yellow umbrellas labeled "Twisted Tea," wicker chairs, and tables.

A cityscape with various buildings, including a prominent skyscraper and a classical building with arched windows.

A grand ballroom with ornate ceiling decorations, multiple chandeliers, and a central table with a white tablecloth.

1. Congress Plaza Hotel

Downtown Chicago

George

S$156

includes taxes & fees

7 Sept - 8 Sept

The Riu Plaza Chicago Hotel facade with a grand entrance, large windows, and a modern architectural design.

A modern hotel lobby with a central seating area, a reception desk, and a decorative wall with a unique design.

A bar area with a marble countertop, bar stools, and a variety of bottles.

A couple dining at a table with a city view, surrounded by chairs and a variety of dishes.

2. Hotel Riu Plaza Chicago

Downtown Chicago

Donna

S$255

includes taxes & fees

7 Sept - 8 Sept

A spacious lobby with a central coffee table, sofas, and a large mirror.

A balcony with a table set for a meal, featuring a charcuterie board and two glasses of wine, overlooking a cityscape.

A spacious lobby with a grand fireplace, elegant columns, and a seating area with chairs and a table.

A spacious lobby with high ceilings, large arched windows, and a grand staircase.

3. The Chicago Hotel Collection Ambassador Gold Coast

Downtown Chicago

Laura

S$215

includes taxes & fees

8 Sept - 9 Sept

A cityscape at dusk with high-rise buildings, including a Hilton hotel.

A hotel room with a bed, a desk, a television, a sofa, and a large window with a city view.

A dining table set for a meal with a floral centerpiece, surrounded by chairs, in a room with a cityscape view.

A hotel room with a sofa, armchair, a flat-screen TV, a bed, and a view of the city and ocean.

4. Hilton Chicago/Magnificent Mile Suites

Downtown Chicago

Jeremy

S$239

includes taxes & fees

8 Sept - 9 Sept

A dining area with tables set for four, large windows with a view of city buildings, and a curved ceiling structure.

A hotel room with a large bed, a desk with a lamp, a bench, and a view of the cityscape through large windows.

A multi-story building with a prominent storefront featuring a golden sign.

A spacious lobby with a patterned carpet, wooden paneling, and modern lighting fixtures.

5. Omni Chicago Hotel

Downtown Chicago

Linda

S$402

includes taxes & fees

7 Sept - 8 Sept

An outdoor rooftop lounge with seating, a fire feature, and a view of the city skyline at night.

A modern lobby with a wooden ceiling, leather sofas, and a coffee bar.

A modern lounge area with leather sofas, wooden coffee tables, and ambient lighting.

A rooftop venue with white chairs and a sofa, draped with white fabric and floral arrangements, overlooking a cityscape.

6. The Chicago Hotel Collection - Magnificent Mile

Downtown Chicago

Colten

S$162

includes taxes & fees

7 Sept - 8 Sept

A marble-floored lobby with double doors and elevators, each marked with a 'CQ' sign.

A man in a suit sitting by a window with a vase of red flowers.

A conference room with a long table, chairs, and a vase.

A hotel entrance with a sign for the Club Quarters Hotel, number 75, and a River Hotel sign.

7. River Hotel

Downtown Chicago

Austin

S$236

includes taxes & fees

7 Sept - 8 Sept

A hotel with a classic facade, multiple flags, and a prominent entrance.

A spacious lobby with a grand staircase, a large abstract painting, and a seating area with modern furniture.

A spacious hotel lobby with a bar area, dining tables, and a central seating area.

8. The Allegro Royal Sonesta Hotel Chicago Loop

Downtown Chicago

Michaela

S$355

includes taxes & fees

7 Sept - 8 Sept

A room with two chairs and a small table, a large window with a city view at night.

A modern bar area with a circular seating arrangement, a staircase leading to an upper level, and a view of the city through large windows.

A bar area with a long counter, multiple stools, and a television screen.

A modern hotel lobby with a large window, seating area, and a reception desk.

9. Eurostars Magnificent Mile

Downtown Chicago

Brennique

S$265

includes taxes & fees

7 Sept - 8 Sept

A luxurious hotel lobby with a plush sofa set, a large wooden bookshelf, and a central decorative pillar.

A warmly lit library with bookshelves, a central reading area with sofas and a table, and a chandelier.

A bar area with a staircase leading up to it, surrounded by potted plants.

A reception area with a wooden counter, shelves with various items, and a decorative wall hanging.

10. Freehand Chicago

Downtown Chicago

Aoi

S$233

includes taxes & fees

8 Sept - 9 Sept

A person relaxing on a sofa with a laptop, a glass of red wine, and a small table with a vase of flowers and a telephone.

A room with a bed against a window overlooking a cityscape. There is a small table with a book, a vase with flowers, and a cup.

A modern restaurant with high ceilings, wooden flooring, and a central chandelier. Tables are set with wine glasses and red cushions.

A bar area with a long counter, multiple shelves of bottles, and four bar stools.

11. L7 Chicago by LOTTE

Downtown Chicago

Jeff

S$389

includes taxes & fees

27 Sept - 28 Sept

A modern building with a colorful facade and a red circular seating area.

A modern bar area with a checkered floor, wooden ceiling, and various bar equipment.

A modern hotel room with a large window offering a city view, a contemporary light fixture, and a clean, minimalist design.

A modern high-rise building with a glass facade, surrounded by other tall buildings.

12. citizenM Chicago Downtown

Downtown Chicago

lakadria

S$262

includes taxes & fees

7 Sept - 8 Sept

A dining area with a table set for four, large windows offering a cityscape view at dusk.

A high-rise hotel room with large windows offering a city view, round tables set for dining, and elegant decor with flowers and candles.

A breakfast table with croissants, a bowl of berries, a glass of orange juice, and a smoothie, set against a cityscape view through a window.

A rooftop terrace with outdoor seating and a fire pit, overlooking a cityscape with tall buildings.

13. The Royal Sonesta Chicago Downtown

Downtown Chicago

ShaRona

S$408

includes taxes & fees

7 Sept - 8 Sept

A building with a sign reading "111" and "III West Adams Street" indicating a pub and restaurant.

A modern living room with a fireplace, leather sofas, and a wooden floor.

A restaurant interior with brick walls, wooden tables and chairs, and a bar area.

A hotel room with a large window, a bed, and a suitcase.

14. Club Quarters Hotel, Central Loop, Chicago

Downtown Chicago

Jacqueline

S$200

includes taxes & fees

7 Sept - 8 Sept

The Intercontinental hotel facade with a large American flag and a floral display.

A swimming pool area with a glass-bottomed pool, a high ceiling with hanging lights, and a staircase with people sitting on it.

A person sitting by a window with a cityscape view.

A bar area with a high bar counter, multiple stools, and a seating area with booths and tables.

15. InterContinental Chicago Magnificent Mile by IHG

Downtown Chicago

Anfal

S$354

includes taxes & fees

8 Sept - 9 Sept

A multi-story hotel with a prominent sign reading "Crowne Plaza."

A spacious lobby with high wooden pillars, a seating area with sofas and a bench, a fire feature, and a modern design.

A spacious lobby with a seating area, a reception desk, and a large screen.

A hotel room with a large bed, a desk with a computer, a TV, and a seating area with a chair and ottoman.

16. Crowne Plaza Chicago West Loop by IHG

Downtown Chicago

Phillip

S$285

includes taxes & fees

7 Sept - 8 Sept

A rooftop terrace with outdoor seating, a view of the city skyline, and a river.

A modern hotel room with a desk, a sofa, a coffee machine, a TV, and a unique wall art piece.

A modern hotel room with a large bed, a desk, a sofa, and a view of the city.

A modern room with a view of a river and high-rise buildings.

17. LondonHouse Chicago, Curio Collection by Hilton

Downtown Chicago

Kamal

S$423

includes taxes & fees

7 Sept - 8 Sept

A multi-level atrium with a central spiral staircase, multiple seating areas, and a pool.

A multi-level indoor area with a central water feature, surrounded by seating areas and greenery.

A swimming pool with a glass wall, a seating area with sofas, and an exit sign.

A spacious lobby with a central staircase, multiple floors, a reception desk, and seating areas.

18. Embassy Suites by Hilton Chicago Downtown River North

Downtown Chicago

Kristeen

S$270

includes taxes & fees

7 Sept - 8 Sept

A large, historic building with a central courtyard surrounded by trees.

A marina with numerous boats docked, surrounded by a cityscape with high-rise buildings and a stadium.

A modern hotel lobby with a curved white sofa, two side tables with lamps, a black coffee table, and a large chandelier.

A hotel room with two beds, a desk with a television, a chair, a desk lamp, and a painting on the wall.

19. Hilton Chicago

Downtown Chicago

Lori

S$337

includes taxes & fees

7 Sept - 8 Sept

A swimming pool with lounge chairs and umbrellas, surrounded by tall buildings.

Transparent igloo-like structures with seating inside, set on a wooden deck with snow on the ground, surrounded by tall buildings.

A hotel reception area with a modern design, featuring a wooden panel wall and a marble reception desk.

A modern lobby with a seating area, a bar, and a green wall.

20. DoubleTree by Hilton Chicago - Magnificent Mile

Downtown Chicago

Tonya

S$253

includes taxes & fees

8 Sept - 9 Sept

View all properties

Holiday Rentals in Chicago

Aparthotel

A hotel lobby with sofas, a reception desk, a staircase, and a view of the outside.

A modern kitchen with a central island, stainless steel appliances, and a view of the city.

An outdoor seating area with modern furniture, surrounded by tall buildings.

Kasa Lake Shore Chicago

Downtown Chicago

"Great location and super clean!"

Aparthotel

A modern building with the name 'SENIORAL' prominently displayed on the facade.

A bar area with stools, a counter with bottles, and a wall with a leafy design.

A modern kitchen with a large island, bar stools, and a view of the city skyline.

A modern kitchen with a built-in microwave, stove, and dishwasher, large windows with city views, and a dining area with a table and chairs.

Sentral Michigan Avenue

Downtown Chicago

"A great place"

Aparthotel

A modern kitchen with a large island, bar stools, and a city view.

A high-rise building with multiple floors, large windows, and a modern architectural design.

A spacious living area with a large sofa, a dining table, and a TV mounted on the wall.

A modern dining area with a wooden table and chairs, a central sink, and large windows.

Level Chicago – Old Town

Downtown Chicago

"We only stayed one night but we definitely want to go back and stay at least two nights. It really was beautiful, clean and very secure."

Aparthotel

A modern kitchen with a stove, dishwasher, and a dining area with a round table and chairs.

A modern living room with a large window, a flat-screen TV, a grey armchair, a green sofa, and a small side table.

A modern building with a sign reading "TOUS les JOUS" and a tree with yellow leaves in front.

A modern kitchen with a dishwasher, a dining area with a round table, and a living space with a sofa and chairs.

The Neighborhood Hotel-Little Italy

Near West Side

"Great location"

Aparthotel

A compact living space with a kitchenette, a sofa, a bed, and a television mounted on the wall.

A compact kitchen with stainless steel appliances, wooden cabinets, and a tiled backsplash.

A red brick building with a blue awning labeled "747 N. MAY" and a sign reading "LOFTS".

A modern kitchen with white cabinets, a dining area with a white table and two chairs, and a large window providing natural light.

Ground Floor Studios in Chicago by 747 Lofts

West Town

"It’s a really nice place. Its quite a distance from downtown Chicago. But it’s like 3 minutes from Chicago Blue line and a minute away from the bus station. Food is not a problem since there is a Korean grocery nearby. There is also a nearby Catholic church. The ameneties in this loft hotel is complete so if you are looking for a budget style trip and accommodation, I highly recommend this place."

Aparthotel

A modern living room with a fireplace, a dining area with a wooden table and chairs, and a kitchen with a white railing.

A living room with a television, a sofa, a chair, and a coffee table. There are windows and a clock on the wall.

A modern kitchen with dark wood flooring, stainless steel appliances, and a large island with a glass top.

A living room with a fireplace, a television mounted above it, and a large window with a view of trees.

Wrigleyville Suites

Lakeview

"We had a great stay! Perfect location for cubs games and hanging out in wrigleyville."

Aparthotel

A compact kitchen with a stainless steel refrigerator, wooden cabinets, a black leather sofa, and a small table.

A modern hotel room with a large bed, a seating area, and a suitcase.

A modern kitchen with wooden cabinets, a stainless steel refrigerator, a built-in oven, and a microwave.

A red brick building with a blue awning and a sign reading "747 LOFTS."

River West, Third Floor Chicago by 747 Lofts

West Town

"Loved the space and location "

Aparthotel

A modern kitchen with wooden cabinets, stainless steel appliances, and a bar stool.

A modern bedroom with a bed, a black leather sofa, and large windows offering city views.

A modern hotel room with a bed, a sofa, a small table, and a kitchenette.

Chicago Third Floor Studio by 747 Lofts

West Town

"Clean, easy to check in, all the household items you’d expect"

Aparthotel

A modern kitchen with a stainless steel refrigerator, wooden cabinets, and a window overlooking a cityscape.

River West, Second Floor Chicago by 747 Lofts

West Town

"I need to somewhere to stay for a night in Chicago and found this place. It had a varying level of reviews but found the property more the suitable for what I paid. Easy to follow instructions to get in, clean, and convienent. They even provide ear plugs to drown out the sounds of the city."

See all holiday rentals

Save an average of 15% on thousands of hotels when you're signed in

Where to stay in Chicago

Find the best Chicago areas for the activities you enjoy most.Learn more about Chicago

A river with yellow boats, a bridge, and tall buildings.

A nighttime cityscape with illuminated buildings and a bridge over a river.

A nighttime cityscape with illuminated skyscrapers and a river.

A city skyline with modern skyscrapers, a marina with boats, and a park with people walking.

A river with a bridge, modern buildings, and a historic tower.

The Loop

The Loop pulses with energy as Chicago's iconic skyline reaches skyward. Art and business collide at every corner, from Cloud Gate's gleaming curves to historic skyscrapers. Experience world-class culture at the Art Institute or Chicago Symphony Orchestra. Named for the elevated train tracks encircling city centre, this area offers excellent transit connections. Millennium Park provides green space amid urban intensity. Weekdays buzz with business crowds while weekends reveal a quieter side of this architectural wonderland.

See properties

A city street with a train passing overhead, cars, pedestrians, and a red brick building.

A river with boats, tall buildings, and a bridge.

A Trump Building with a glass facade reflecting the cityscape.

A large, historic building with a central tower and multiple windows, located near a body of water.

A nighttime cityscape with illuminated buildings, a river, and a bridge.

River North

River North captivates visitors with America's largest concentration of art galleries outside Manhattan. This upscale Chicago area blends high-end dining with vibrant nightlife along the scenic riverfront. Stunning architecture frames the bustling streets. The area boasts exceptional transit options with three nearby metro stations. Browse through contemporary exhibits, enjoy cocktails at stylish rooftop bars, or shop at luxury boutiques. Merchandise Mart and Bally's Casino offer additional entertainment in this walker-friendly urban playground.

See properties

A historic castle-like building with intricate stonework and a paved walkway.

A busy urban street at dusk with tall buildings, a historic tower, and pedestrians.

A city intersection with tall buildings, including a historic building labeled "Water Tower Place."

A cityscape with tall buildings, a prominent clock tower, and a busy intersection with moving vehicles.

A nighttime cityscape with illuminated skyscrapers and a prominent clock tower.

Magnificent Mile

Chicago's famous Magnificent Mile dazzles with luxury shopping and architectural wonders. Michigan Avenue showcases high-end retailers like Bloomingdale's and Neiman Marcus alongside historic landmarks such as the Water Tower. The district seamlessly blends shopping paradise with cultural attractions. Business travellers appreciate the numerous office buildings and hotels lining North Michigan Avenue. Visitors can enjoy fine dining establishments, explore the Chicago Riverwalk, or venture to nearby attractions like Navy Pier and the Art Institute of Chicago. The area's stunning skyline views and riverfront access create an unforgettable urban experience.

See properties

A cityscape with modern skyscrapers and a curved highway.

A cityscape with a mix of modern and older buildings, including a prominent red building with many windows and balconies.

A cityscape with a mix of modern and older buildings, a busy highway, and a large parking lot.

A city skyline with modern skyscrapers, a parking lot, and a distinctive building with a geometric facade.

A cityscape with a prominent skyscraper, a dense urban area, and a clear sky.

West Loop

West Loop has transformed from industrial roots into Chicago's trendiest food destination. Old warehouses now house sleek restaurants along "Restaurant Row" where celebrity chefs create culinary magic. Art galleries and design studios fill converted brick buildings throughout this vibrant area. Union Park and Mary Bartelme Park offer green retreats amid the urban landscape. Getting around is simple with multiple train stations including Racine and Clinton. The area balances its industrial heritage with modern luxury in this walkable food lover's paradise.

See properties

A river with a city skyline in the background, surrounded by green trees and grass.

A city skyline with a river, green spaces, and a baseball field.

A city skyline with tall buildings, a frozen lake, and leafless trees in a park.

A city skyline with high-rise buildings, a calm river reflecting the structures, and a park with trees and a walking path.

Lincoln Park

Lincoln Park blends urban energy with natural beauty along Chicago's stunning lakefront. The neighborhood's namesake 1,200-acre park offers endless recreation with a free zoo, conservatory, and scenic trails. Historic brownstones line tree-canopied streets, creating a charming residential atmosphere. Visitors can shop unique boutiques along Armitage Avenue or enjoy diverse dining options on Clark Street. The Chicago History Museum and North Avenue Beach provide cultural and outdoor attractions. Three convenient metro stations make exploring the rest of the city a breeze.

See properties

Stay near popular Chicago attractions

An aerial view of a baseball stadium surrounded by urban buildings.

Wrigley Field

9.0/10 (11,704 reviews)

Step into baseball's living museum where ivy-covered walls and a hand-operated scoreboard create timeless charm. Experience the electrifying atmosphere of Cubs games in this century-old "Friendly Confines."

See properties

A Ferris wheel and a carousel at a fairground.

Navy Pier

9.0/10 (24,140 reviews)

This historic Chicago waterfront landmark offers panoramic lake views from its iconic Centennial Wheel. Enjoy seasonal fireworks or interactive exhibits at the Children's Museum while exploring Navy Pier.

See properties

A large stadium surrounded by a cityscape with modern buildings.

Soldier Field

8.8/10 (7,063 reviews)

Soldier Field blends historic neoclassical columns with modern design as home to the Chicago Bears. Experience the electric atmosphere of an NFL game or take a guided tour exploring its century of sporting heritage.

See properties

A modern cityscape with tall buildings, a clear sky, and a tree-lined street.

McCormick Place

8.8/10 (9,822 reviews)

McCormick Place hosts major events like the Chicago Auto Show in its 2.6 million square feet of exhibition space. Arrive via the convenient Metra Electric Line station directly beneath the complex.

See properties

A cityscape with modern skyscrapers and the Cloud Gate sculpture.

Millennium Park

9.4/10 (30,446 reviews)

Discover Chicago's artistic heart at Millennium Park, home to the reflective Cloud Gate and interactive Crown Fountain. Stroll through Lurie Garden or catch a free concert at the Jay Pritzker Pavilion.

See properties

A roller coaster in motion against a clear blue sky.

Six Flags Great America

8.6/10 (992 reviews)

This Midwest thrill-seeker's paradise boasts 15 roller coasters and immersive themed areas. Arrive at opening to conquer popular rides, or consider a Flash Pass to maximise your adventure.

See properties

A river with boats, surrounded by tall buildings and a clear sky.

Chicago Riverwalk

9.6/10 (13,574 reviews)

This 1.25-mile urban promenade showcases Chicago's stunning architecture alongside the river. Stroll past public art installations, dine at waterfront cafés, or catch the evening Art on theMART digital projection show.

See properties

A busy urban street with a train crossing, tall buildings, and a tram.

Michigan Avenue

9.4/10 (15,813 reviews)

Stroll down this iconic Chicago boulevard lined with luxury boutiques and historic architecture. Enjoy world-class shopping, acclaimed restaurants, or explore nearby cultural spots like the Art Institute.

See properties

Chicago and related destinations

Towering skyscrapers frame the stunning Millennium Park where 'The Bean' reflects the city's vibrant energy. Cruise along the Chicago River for spectacular architecture views or catch a Cubs game at historic Wrigley Field.

See all hotels in Chicago

Top Chicago Hotel Reviews

Hyatt Regency Chicago

10/10 Excellent

"Great hotel and a nice spot for everything you need, walked around and explored! 10/10 great experience!"

L7 Chicago by LOTTE

10/10 Excellent

"Great location. Clean and nice. Thanks!"

Fairmont Chicago at Millennium Park

10/10 Excellent

"The staff were amazing and helpful!"

The Chicago Hotel Collection - Magnificent Mile

10/10 Excellent

"close to everything, valet was helpful friendly and welcoming. easy to check in and out, great vibes on a stay night with dj in lobby"

Warwick Allerton - Chicago

10/10 Excellent

"Room, especially the bathroom was clean. It has the basic needs a guest could ask for. Worth the price."

The Wade

10/10 Excellent

"Great hotel"

The Allegro Royal Sonesta Hotel Chicago Loop

8/10 Good

"Clean hotel, very close and convenient to the CTA train."

Hampton Inn Chicago Downtown/Magnificent Mile

8/10 Good

"Me and wife stay 3 nights is Hampton Inn from Aug 31 to Sept3 2026.It is 40 stories hotel. The hotel location is excellent, beautiful in Chicago, very close to Michgan Ave Magnificent Mile, the most beautiful area, high rise buildings and shopping stores. Close to Lake, close to chicago River side, close to Millennium park. Breakfast was ok, not high level, just so, so, Baggage in and out room service was not available when we reached we took our own bags to room. No swimming pool was available. Close to hospital block, .For food Asian food Indian restaurant available on walking distance. I recommend this hotel to tourists coming for Chicago buildings, and other attractions. Mahboob Mian Canada."

Kasa Magnificent Mile Chicago

10/10 Excellent

"We thoroughly enjoyed our stay at Kasa- check in instructions were clear and hassle free. The unit was spacious and clean, with a terrific view. Highly recommended!"

More cheap stays in Chicago

Motel 6 Elk Grove Village, IL - O'Hare

2881 Touhy Ave Elk Grove Village IL

S$76

1 Oct - 2 Oct

includes taxes & fees

Motel 6 Naperville, IL

1585 Naperville Wheaton Road Naperville IL

S$81

20 Sept - 21 Sept

includes taxes & fees

Sleep Inn Midway Airport Bedford Park

6650 S Cicero Ave Chicago IL

S$158

4 Oct - 5 Oct

includes taxes & fees

8/10 Very good! (2,100 reviews)

Travelodge by Wyndham Downtown Chicago

65 E Harrison St Chicago IL

S$202

8 Sept - 9 Sept

includes taxes & fees

7.6/10 Good! (2,831 reviews)

Holiday Inn Express Chicago - Magnificent Mile by IHG

640 N Wabash Ave Chicago IL

S$232

7 Sept - 8 Sept

includes taxes & fees

8.4/10 Very good! (1,314 reviews)

Hampton Inn Chicago Downtown/Magnificent Mile

160 E Huron Street Chicago IL

S$247

7 Sept - 8 Sept

includes taxes & fees

8/10 Very good! (1,575 reviews)

Hotels in Chicago with star rating

Find out more about Chicago

Top reasons to visit Chicago

Iconic Architecture: Chicago is renowned for its stunning skyline, featuring architectural marvels such as the Willis Tower and the John Hancock Centre.
Cultural Richness: Experience the city's vibrant arts scene with world-class theatres, galleries, and live music performances.
Beautiful Parks and Beaches: Enjoy scenic strolls along the waterfront and relax in urban parks like Millennium Park.
Diverse Neighbourhoods: Explore the unique character and charm of Chicago's various neighbourhoods, each offering a distinct atmosphere.
Family-Friendly Attractions: Discover countless activities perfect for families, from museums to interactive experiences.

Find great hotels in Chicago

Discover a range of exceptional accommodations in Chicago, where comfort meets style. Our hotels cater to diverse needs, offering facilities for business travellers, pet-friendly options, and a welcoming atmosphere for the LGBTQIA community. Whether you're seeking a luxurious stay or a cosy apartment, Chicago's top hotels promise a memorable experience for all visitors.

Congress Plaza Hotel: This 3.5-star hotel exudes a classic charm, perfectly catering to business and leisure travellers alike. Located in the heart of Chicago's shopping district, it offers easy access to an array of retail options. Guests appreciate the spacious accommodations and the hotel’s historic ambience, with amenities that include a fitness centre and meeting facilities. The hotel is an ideal choice for those seeking a blend of convenience and a touch of elegance during their stay in the Windy City.
Best Western Grant Park Hotel: This budget-friendly option is particularly suitable for families, with a guest rating of 8.2 out of 10. The hotel provides thoughtful amenities for children, such as free cribs and safety features like window guards. Located in the vibrant shopping district of Chicago, it offers easy access to family-friendly attractions. Guests commend the comfortable rooms and the warm, welcoming atmosphere, making it an excellent choice for families looking to explore the city while keeping costs manageable.
LondonHouse Chicago, Curio Collection by Hilton: A luxurious 4.5-star retreat, LondonHouse offers an upscale experience with a focus on relaxation and indulgence. This hotel features a full spa, complete with a variety of treatments, including aromatherapy and prenatal massages, ensuring guests can unwind after exploring the city. Its prime location in the shopping district enhances its appeal for those keen on retail therapy. The stunning rooftop terrace provides breathtaking views of the Chicago skyline, making it a standout destination for travellers seeking both luxury and leisure.

Where to stay in Chicago

Chicago offers an exciting blend of urban vibrancy and scenic charm, perfect for families and city explorers alike. Discover the lively downtown, where iconic architecture meets rich culture, and wander through diverse neighbourhoods that showcase an authentic Chicago experience. From romantic strolls along the waterfront to family-friendly attractions, this metropolis invites you to immerse yourself in its warm atmosphere and friendly locals, ensuring an unforgettable adventure in the Windy City and its charming surroundings.

Downtown Chicago: The vibrant heart of Chicago, Downtown is known for its iconic skyline, bustling streets, and rich cultural offerings. Visitors can immerse themselves in a city-themed experience, with a plethora of shopping options, world-class theatres, and thrilling arena entertainment. Key landmarks include Millennium Park, the Art Institute of Chicago, and sports venues like the United Center. The area's urban parks provide a refreshing retreat amidst the city's hustle, making it an ideal spot for families seeking outdoor activities.
Arlington Heights: Situated just north of Chicago, Arlington Heights is a charming city that blends suburban tranquillity with urban conveniences. Known for its family-friendly atmosphere, the city attracts visitors for both leisure and business. Popular venues include the bustling shopping malls and theatres, while landmarks such as the Arlington International Racecourse and convention centres host various events throughout the year. Arlington Heights offers a pleasant escape from the city, with a welcoming community vibe and ample recreational opportunities.
Schaumburg: Located to the northwest of Chicago, Schaumburg is a bustling city that serves as a hub for shopping and entertainment. Visitors are drawn to its family-oriented attractions, including the expansive Woodfield Mall and numerous theatres. The city is also home to significant business venues, such as the Renaissance Schaumburg Convention Center. With a range of dining options and parks, Schaumburg offers a delightful mix of city and suburban experiences, making it an excellent stop for travellers looking to explore the Chicago area.

Things to do in Chicago

Shopping

Only a short distance from the Magnificent Mile, the Water Tower Place offers a mix of high-end brands and unique boutiques. For a more local feel, explore the bustling Lincoln Park Farmers Market, where you can find artisanal goods and charming souvenirs.

Recreation

In Chicago, the Peninsula Spa offers a serene retreat with a range of rejuvenating treatments and a tranquil relaxation area. Nearby, the Holistic Health Centre provides yoga classes and wellness workshops, creating an inviting space for mindfulness and personal growth amidst the city's vibrant atmosphere.

Adventure

The Chicago River offers thrilling kayak tours, allowing you to paddle through the city’s stunning architecture. For a unique view, try the Skydeck at Willis Tower, where you can step onto a glass ledge suspended 1,353 feet above the ground for an exhilarating experience.

Nightlife

Explore the vibrant nightlife at The Aviary, where innovative cocktails meet stunning views. For a more laid-back atmosphere, visit the Green Mill Cocktail Lounge, a historic jazz club offering live performances that transport you to a bygone era. Enjoy the unique charm each venue presents.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

Booking tips and Expedia advantages for Chicago

To save money on your trip to Chicago, consider visiting during the off-peak months of December to February when accommodation prices are lower. Take advantage of the city's free attractions like Navy Pier, Michigan Avenue, and Millennium Park. For transport, opt for walking or using public transport such as trains and buses, which are more economical than taxis. Booking your flights, accommodation, and activities as a package on platforms like Expedia can also yield significant savings. Remember, the cheapest day to stay is Wednesday, while Saturday tends to be the most expensive.

The most and least expensive months on average to stay in a hotel: The cheapest months to stay in Chicago are December to February, where the prices are slightly lower. This is in comparison to June and September to October, where prices are slightly higher.
The most and least expensive days on average to stay in a hotel: The least expensive day to stay in Chicago is Wednesday. The most expensive day to stay in Chicago is Saturday.
Find cheap hotels on Expedia: Utilise Expedia’s search tool to tailor your options according to your budget, desired location, and preferred type of accommodation. To discover the most affordable prices and offers, simply arrange the price filter from lowest to highest.
Consider bundling your trip: You can save money by combining your hotel accommodation in Chicago with your flights and activities by booking a package through Expedia.

Find the best attractions in Chicago

Chicago is ideal for family, outdoor, and city-themed holidays, boasting a variety of attractions. Visitors can enjoy urban parks, stunning beaches, and iconic skyscrapers while immersing themselves in the city's rich culture and family-friendly experiences. Whether you're seeking adventure or cultural enrichment, Chicago's diverse points of interest promise an unforgettable getaway.

Grant Park: This expansive urban park in the heart of Chicago offers a serene escape with its lush green spaces, vibrant flower beds, and iconic statues. Known as Chicago's front yard, it hosts numerous events and festivals, making it a lively gathering spot for families and tourists alike.
Chicago Riverwalk: A picturesque promenade along the Chicago River, the Riverwalk invites visitors to enjoy scenic views, dining options, and recreational activities. This family-friendly area is perfect for leisurely strolls, boat tours, and enjoying the vibrant atmosphere of the city.
Michigan Avenue: Renowned as the Magnificent Mile, this bustling street is a hub of shopping, dining, and cultural attractions. Visitors can explore high-end boutiques and iconic landmarks while soaking in the dynamic city vibes that characterise Chicago.

Best time to go to Chicago

The best time to visit Chicago is dependent on what kind of holiday you are seeking. July is its hottest month on average. At this time, visitor numbers are slightly high and weather is mostly sunny with light rain. January is its coolest month on average. At this time, visitor numbers are slightly low and weather is mostly cloudy with light rain.

Calendar Month	Temperature	Precipitation	Cloudiness	Occupancy	Pricing
January	25.7°F (-3.5°C)	Light Rain	Mostly Cloudy	Slightly Low	Slightly Low
February	27.0°F (-2.8°C)	Light Rain	Mostly Cloudy	Slightly Low	Slightly Low
March	37.0°F (2.8°C)	Light Rain	Mostly Cloudy	Average	Average
April	46.0°F (7.8°C)	Light Rain	Mostly Sunny	Slightly Low	Average
May	57.0°F (13.9°C)	Light Rain	Mostly Sunny	Average	Average
June	67.3°F (19.6°C)	Light Rain	Mostly Sunny	Slightly High	Slightly High
July	73.4°F (23.0°C)	Light Rain	Mostly Sunny	Slightly High	Average
August	73.0°F (22.8°C)	Light Rain	Mostly Sunny	Slightly High	Average
September	67.1°F (19.5°C)	Light Rain	Mostly Sunny	Average	Slightly High
October	54.9°F (12.7°C)	Light Rain	Mostly Sunny	Average	Slightly High
November	42.3°F (5.7°C)	Light Rain	Mostly Sunny	Average	Average
December	33.1°F (0.6°C)	Light Rain	Mostly Cloudy	Average	Slightly Low

The nearest major airports for your trip to Chicago

Reaching Chicago is convenient with its major airports. Chicago O'Hare International Airport (ORD) is situated 25.7km from the city centre, with notable hotels nearby such as the 4.5-star Loews Chicago O'Hare Hotel and the Hyatt Regency O'Hare Chicago, both 3.2km away. Midway International Airport (MDW), located 14.5km from downtown, offers luxurious options like the 5-star Trump International Hotel & Tower Chicago and Nobu Hotel Chicago. For those considering Milwaukee General Mitchell International Airport (MKE), it is 120.7km away, with excellent hotels such as the Potawatomi Hotel & Casino, just 9.7km from the airport.

Frequently asked questions

Where is the best place to stay in Chicago?

Based on our traveller data, Congress Plaza Hotel is one of the top choices for your stay. This hotel is a short 1-minute walk from Grant Park, and it offers 2 restaurants and 2 bars. Other good options for your stay include The Chicago Hotel Collection Ambassador Gold Coast and Kasa Magnificent Mile Chicago. See all available top hotels, or vacation rentals in Chicago.

If I need to cancel my hotel reservation in Chicago, will I receive a refund?

Yes! You'll find that most room reservations are fully refundable provided that you cancel before the accommodation's cancellation deadline, which is often 24 or 48 hours before your scheduled arrival. If you booked a non-refundable reservation, you might be able to cancel it and be given a refund within 24 hours of your booking. Filter your search by fully refundable to find flexible hotel deals in Chicago.

What's the best accommodation for a budget-friendly stay in Chicago?

Based on reviews, River Hotel is a popular hotel for our travellers who want a more economical choice, and features free Wi-Fi and air conditioning. Other good options for your budget-friendly stay include Congress Plaza Hotel and Eurostars Magnificent Mile. View all budget hotels in Chicago.

What's the best family accommodation in Chicago?

The Chicago Hotel Collection - Magnificent Mile is a hotel with 2 restaurants and free WiFi, and it's a top choice on Expedia for families. Other good choices for your child-friendly holiday include Travelodge by Wyndham Downtown Chicago and Warwick Allerton - Chicago. Also, attractions such as Six Flags Great America and Field Museum of Natural History are fun for children of all ages. Find more child-friendly accommodations in Chicago.

What is the favourite LGBTQ-friendly place to stay in Chicago?

River Hotel is a top LGBTQ-friendly hotel that features free Wi-Fi and a fitness centre. The Chicago Hotel Collection - Magnificent Mile and Eurostars Magnificent Mile are two other good options for your stay. See all available hotels listed as LGBTQ-friendly in Chicago.

What's the best dog-friendly place to stay in Chicago?

The Chicago Hotel Collection Ambassador Gold Coast is a top dog-friendly hotel, and offers a restaurant along with free WiFi for its human guests. Other good options for you and your pet's trip include River Hotel and The Chicago Hotel Collection - Magnificent Mile. See more pet-friendly hotel accommodations in Chicago.

What's the best accommodation option for a beach holiday in Chicago?

Inn of Chicago is a top beach hotel offering flat-screen TVs and laundry facilities, located within a short 10-minute walk of Ohio Street Beach . See more stays near the beach in Chicago.

What's the best luxury place to stay in Chicago?

L7 Chicago by LOTTE is a luxury hotel with in-room massages and valet parking, and it's a popular choice for Expedia travellers looking for an elegant place to stay. InterContinental Chicago Magnificent Mile by IHG and The Godfrey Hotel Chicago are other upscale choices for your trip. Find more luxury hotels in Chicago.

What's the best boutique accommodation in Chicago?

The Chicago Hotel Collection - Magnificent Mile is a favourite hotel with Expedia travellers looking for a stylish stay, and features 2 restaurants and 2 bars. Eurostars Magnificent Mile and L7 Chicago by LOTTE are a couple of other boutique hotels. See all boutique hotels in Chicago.

What's the best place to stay if I'm looking to play golf in Chicago?

Eaglewood Resort and Spa is a top resort that has a golf course and features a full-service spa. Other good options if you'd like to stay near a golf course include Hilton Chicago/Oak Brook Hills Resort & Conference Center and Country Inn & Suites by Radisson, Chicago O'Hare South, IL. You can tee off at Harborside International Golf Center, Oak Brook Golf Course or The Glen Club while you're in town. See more golf hotels in Chicago.

What are some hotels with pools in Chicago?

Holiday Inn & Suites Chicago - Downtown by IHG is a top hotel with a seasonal outdoor pool, free WiFi and a snack bar. Other choices that offer an on-site pool include Embassy Suites by Hilton Chicago Downtown River North and Hilton Garden Inn Chicago Downtown South Loop. View all hotels with pools in Chicago.

What is the best spa hotel in Chicago?

Eurostars Magnificent Mile is a top boutique spa hotel with a fitness centre. Enjoy a facial, body scrub or Swedish massage at the on-site spa. Other popular spa hotels in Chicago include The Godfrey Hotel Chicago and Palmer House a Hilton Hotel. See all spa hotels in Chicago.

What's the top hotel in Chicago with a water park on site or close by?

Great Wolf Lodge Illinois is a popular resort, featuring free water park access, 6 indoor pools and 5 restaurants. It's located only steps from Great Wolf Lodge Water Park. Take a look at all hotels with or near waterparks in Chicago.

What's it like to stay in Chicago?

Travellers to Chicago give high marks for the popular theatre scene, interesting architecture and fascinating museums. Urban and scenic, this city will delight tourists with its art, monuments and entertainment. Top sights in the city include Soldier Field, Navy Pier and Wrigley Field. In Chicago, there are 5382 hotels and other accommodation options to choose from. Find out more about Chicago.

What are the top places to visit in Chicago?

Known for its theatres and museums, cultural venues include CIBC Theatre, Symphony Center and Chicago Symphony Orchestra. Attractions such as Six Flags Great America, Field Museum of Natural History and Chicago Children's Museum are fun for children of all ages. Notable for its monuments, landmarks like Chagall's Four Seasons, Daley Plaza and Rookery are not to be missed. Take a look at what more there is to see and do in Expedia's Chicago guide.

What's the best way to get around Chicago?

Walk to nearby metro stations such as Monroe Station (Red Line), Monroe Station (Blue Line) and Adams-Wabash Station. If you want to venture out around the area, you may want a rental car in Chicago for your journey.

What's the seasonal weather in Chicago?

The hottest months are usually July and August, with an average temperature of 21°C, while the coldest months are January and February, with an average of -1°C. Average annual precipitation for Chicago is 1260 mm.

Explore a world of travel with Expedia

Things to do in Central Chicago

Chicago Hotels from S$76

Change your mind

Treat yourself

Be picky

Go beyond your typical stay in Chicago (and vicinity)

Check prices for these dates

Filter by

Star rating

Guest rating

Our top choices for Chicago hotels

1. Congress Plaza Hotel

2. Hotel Riu Plaza Chicago

3. The Chicago Hotel Collection Ambassador Gold Coast

4. Hilton Chicago/Magnificent Mile Suites

5. Omni Chicago Hotel

6. The Chicago Hotel Collection - Magnificent Mile

7. River Hotel

8. The Allegro Royal Sonesta Hotel Chicago Loop

9. Eurostars Magnificent Mile

10. Freehand Chicago

11. L7 Chicago by LOTTE

12. citizenM Chicago Downtown

13. The Royal Sonesta Chicago Downtown

14. Club Quarters Hotel, Central Loop, Chicago

15. InterContinental Chicago Magnificent Mile by IHG

16. Crowne Plaza Chicago West Loop by IHG

17. LondonHouse Chicago, Curio Collection by Hilton

18. Embassy Suites by Hilton Chicago Downtown River North

19. Hilton Chicago

20. DoubleTree by Hilton Chicago - Magnificent Mile

Holiday Rentals in Chicago

Kasa Lake Shore Chicago

Sentral Michigan Avenue

Level Chicago – Old Town

The Neighborhood Hotel-Little Italy

Ground Floor Studios in Chicago by 747 Lofts

Wrigleyville Suites

River West, Third Floor Chicago by 747 Lofts

Chicago Third Floor Studio by 747 Lofts

River West, Second Floor Chicago by 747 Lofts

Where to stay in Chicago

The Loop

River North

Magnificent Mile

West Loop

Lincoln Park

Stay near popular Chicago attractions

Wrigley Field

Navy Pier

Soldier Field

McCormick Place

Millennium Park

Six Flags Great America

Chicago Riverwalk

Michigan Avenue

Chicago and related destinations

Top Chicago Hotel Reviews

Hyatt Regency Chicago

L7 Chicago by LOTTE

Fairmont Chicago at Millennium Park

The Chicago Hotel Collection - Magnificent Mile

Warwick Allerton - Chicago

The Wade

The Allegro Royal Sonesta Hotel Chicago Loop

Hampton Inn Chicago Downtown/Magnificent Mile

Kasa Magnificent Mile Chicago

More cheap stays in Chicago

Motel 6 Elk Grove Village, IL - O'Hare

Motel 6 Naperville, IL

Sleep Inn Midway Airport Bedford Park

Travelodge by Wyndham Downtown Chicago

Holiday Inn Express Chicago - Magnificent Mile by IHG

Hampton Inn Chicago Downtown/Magnificent Mile

Hotels in Chicago with star rating

Find out more about Chicago

Top reasons to visit Chicago

Find great hotels in Chicago

Where to stay in Chicago

Things to do in Chicago

Booking tips and Expedia advantages for Chicago