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

Chicago Hotels from S$129

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Our top choices for Chicago hotels

1. Kasa Magnificent Mile Chicago

Kasa Magnificent Mile Chicago
Downtown Chicago
Kasa Magnificent Mile Chicago

2. Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago
Downtown Chicago
Guest highlights
  • Tasty food and dining on offer
  • Free breakfast buffet with variety
  • Responsive and friendly hotel staff
S$206
includes taxes & fees
22 Nov - 23 Nov
Hotel Riu Plaza Chicago

3. Congress Plaza Hotel

Congress Plaza Hotel
Downtown Chicago
Guest highlights
  • On-site restaurant with excellent food
  • Easy parking right behind the hotel
  • Smooth and efficient check-out
S$162
includes taxes & fees
22 Nov - 23 Nov
Congress Plaza Hotel

4. The Chicago Hotel Collection Ambassador Gold Coast

The Chicago Hotel Collection Ambassador Gold Coast
Downtown Chicago
Guest highlights
  • Beautiful location near the beach
  • Efficient valet parking service available
  • Delicious food options at restaurant
S$183
includes taxes & fees
22 Nov - 23 Nov
The Chicago Hotel Collection Ambassador Gold Coast

5. River Hotel

River Hotel
Downtown Chicago
Guest highlights
  • Steps from Chicago Riverwalk
  • Easy on-site valet parking available
  • Beautiful view of the river
S$176
includes taxes & fees
22 Nov - 23 Nov
River Hotel

6. Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites
Downtown Chicago
Guest highlights
  • Beautiful pool for families
  • Convenient valet parking service available
  • Lake views from the rooms
S$244
includes taxes & fees
12 Nov - 13 Nov
Hilton Chicago/Magnificent Mile Suites

7. L7 Chicago by LOTTE

L7 Chicago by LOTTE
Downtown Chicago
Guest highlights
  • River views from the rooms
  • Fresh coffee and tea for guests
  • Spacious and clean guest rooms
S$218
includes taxes & fees
22 Nov - 23 Nov
L7 Chicago by LOTTE

8. Eurostars Magnificent Mile

Eurostars Magnificent Mile
Downtown Chicago
Guest highlights
  • Beautiful views from the property
  • Quiet setting for a restful stay
  • Valet parking with friendly service
S$197
includes taxes & fees
22 Nov - 23 Nov
Eurostars Magnificent Mile

9. The Chicago Hotel Collection - Magnificent Mile

The Chicago Hotel Collection - Magnificent Mile
Downtown Chicago
Guest highlights
  • On-site restaurant with good food options
  • Easy self-parking across the street
  • Absolutely gorgeous city view
S$195
includes taxes & fees
11 Nov - 12 Nov
The Chicago Hotel Collection - Magnificent Mile

10. Hyatt Regency Chicago

Hyatt Regency Chicago
Downtown Chicago
Guest highlights
  • Quick, helpful service from staff
  • Excellent food options at restaurant
S$325
includes taxes & fees
22 Nov - 23 Nov
Hyatt Regency Chicago

11. The Allegro Royal Sonesta Hotel Chicago Loop

The Allegro Royal Sonesta Hotel Chicago Loop
Downtown Chicago
Guest highlights
  • Fresh coffee and tea for guests
  • Convenient valet parking available on-site
  • Smooth and efficient check-out
S$234
includes taxes & fees
22 Nov - 23 Nov
The Allegro Royal Sonesta Hotel Chicago Loop

12. Hilton Chicago

Hilton Chicago
Downtown Chicago
Guest highlights
  • 8th floor pool with stunning views
  • On-site restaurant with diverse options
  • Discounted self parking available on-site
S$243
includes taxes & fees
22 Nov - 23 Nov
Hilton Chicago

13. The Royal Sonesta Chicago Downtown

The Royal Sonesta Chicago Downtown
Downtown Chicago
Guest highlights
  • Steps from Chicago Riverwalk
  • Valet parking service available on-site
  • River views from the rooms
S$282
includes taxes & fees
22 Nov - 23 Nov
The Royal Sonesta Chicago Downtown

14. Embassy Suites by Hilton Chicago Downtown River North

Embassy Suites by Hilton Chicago Downtown River North
Downtown Chicago
Guest highlights
  • Pool and fitness center
  • Wonderful choice for families with kids
  • Free breakfast with great options
S$208
includes taxes & fees
22 Nov - 23 Nov
Embassy Suites by Hilton Chicago Downtown River North

15. LondonHouse Chicago, Curio Collection by Hilton

LondonHouse Chicago, Curio Collection by Hilton
Downtown Chicago
Guest highlights
  • Beautiful views from the bar
  • Delicious food and dessert options
  • Friendly and responsive staff service
S$256
includes taxes & fees
22 Nov - 23 Nov
LondonHouse Chicago, Curio Collection by Hilton

16. Freehand Chicago

Freehand Chicago
Downtown Chicago
Guest highlights
  • Short walk to local shops
  • Spotless rooms throughout the property
  • Enjoyed burritos at the restaurant
S$218
includes taxes & fees
2 Nov - 3 Nov
Freehand Chicago

17. InterContinental Chicago Magnificent Mile by IHG

InterContinental Chicago Magnificent Mile by IHG
Downtown Chicago
Guest highlights
  • Beautiful swimming pool area
  • Convenient valet parking available
S$323
includes taxes & fees
22 Nov - 23 Nov
InterContinental Chicago Magnificent Mile by IHG

18. citizenM Chicago Downtown

citizenM Chicago Downtown
Downtown Chicago
Guest highlights
  • Patio with comfortable seating
  • Good selection of food options
S$190
includes taxes & fees
22 Nov - 23 Nov
citizenM Chicago Downtown

19. Club Quarters Hotel, Central Loop, Chicago

Club Quarters Hotel, Central Loop, Chicago
Downtown Chicago
Guest highlights
  • Excellent meals at the restaurant
  • Friendly and responsive front desk staff
  • Very impressive breakfast options
S$176
includes taxes & fees
22 Nov - 23 Nov
Club Quarters Hotel, Central Loop, Chicago

20. DoubleTree by Hilton Chicago - Magnificent Mile

DoubleTree by Hilton Chicago - Magnificent Mile
Downtown Chicago
Guest highlights
  • Swimming pool available on site
  • Delicious breakfast to start the day
  • Beautiful views from the property
S$172
includes taxes & fees
22 Nov - 23 Nov
DoubleTree by Hilton Chicago - Magnificent Mile
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Holiday Rentals in Chicago

Aparthotel

Sentral Michigan Avenue

Sentral Michigan Avenue
Downtown Chicago
"Perfect location to stay at if attending the bears games !"
Sentral Michigan Avenue
Aparthotel

Kasa Magnificent Mile Chicago

Kasa Magnificent Mile Chicago
Downtown Chicago
"Incredible stay, amazing location and great experience."
Kasa Magnificent Mile Chicago
Aparthotel

Level Chicago โ€“ Old Town

Level Chicago โ€“ Old Town
Downtown Chicago
"Great location, very clean, loved the gym and cafe!"
Level Chicago โ€“ Old Town
Aparthotel

The Neighborhood Hotel-Little Italy

The Neighborhood Hotel-Little Italy
Near West Side
"Excellent hotel, will go often"
The Neighborhood Hotel-Little Italy
Aparthotel

McCormick Suites by Slumber Stay

McCormick Suites by Slumber Stay
South Loop
"It was an above-average stay."
McCormick Suites by Slumber Stay
Aparthotel

Ground Floor Studios in Chicago by 747 Lofts

Ground Floor Studios in Chicago by 747 Lofts
West Town
"Itโ€™s a really nice place. Its quite a distance from downtown Chicago. But itโ€™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."
Ground Floor Studios in Chicago by 747 Lofts
Aparthotel

Wrigleyville Suites

Wrigleyville Suites
Lakeview
"What a gem right next to Wrigleyville Stadium! I had an emergency and needed somewhere to stay for two nights while my son was in the hospital. This was the perfect accommodation walkable to where I needed to go. Clean community townhome with lock off rooms, community kitchen and living room room โ€“ very lovely environment and excellent location. Walkable to many restaurants."
Wrigleyville Suites
Aparthotel

Kasa Lake Shore Chicago

Kasa Lake Shore Chicago
Downtown Chicago
"First time staying there and we absolutely loved our stay. We will definitely be going back."
Kasa Lake Shore Chicago
Aparthotel

Kasa South Loop Chicago

Kasa South Loop Chicago
Downtown Chicago
"The property was extremely well located and well appointed. We enjoyed a lovely stay."
Kasa South Loop Chicago
Aparthotel

Kasa River North Chicago

Kasa River North Chicago
Downtown Chicago
"Beautiful property, centrally, located, easy access to everything."
Kasa River North Chicago
Aparthotel

Chicago Second Floor Studio by 747 Lofts

Chicago Second Floor Studio by 747 Lofts
West Town
"i loved this place! would definitely come again"
Chicago Second Floor Studio by 747 Lofts
Aparthotel

River West, Third Floor Chicago by 747 Lofts

River West, Third Floor Chicago by 747 Lofts
West Town
"Location was fantastic, bed the bed had a huge dip in the middle."
River West, Third Floor Chicago by 747 Lofts
Aparthotel

Chicago Third Floor Studio by 747 Lofts

Chicago Third Floor Studio by 747 Lofts
West Town
"Clean, easy to check in, all the household items youโ€™d expect"
Chicago Third Floor Studio by 747 Lofts
Aparthotel

River West, Second Floor Chicago by 747 Lofts

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."
River West, Second Floor Chicago by 747 Lofts
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Where to stay in Chicago

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

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.

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.

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.

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.

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.

Stay near popular Chicago attractions

An aerial view of a baseball stadium surrounded by urban buildings.
Photo by ยฉ City of Chicago

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 modern glass building with a curved roof, surrounded by a landscaped garden and a water feature.

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 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.
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A large stadium surrounded by a cityscape with modern buildings.
Photo by ยฉ City of Chicago

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 large metallic sphere sculpture in a public square surrounded by tall buildings.
Photo by TM

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.
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A cityscape at night with illuminated buildings, a river, and a bridge.
Photo by TM

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 cafรฉs, or catch the evening Art on theMART digital projection show.
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A roller coaster at an amusement park with autumn trees and 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.
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A large, modern building with a curved facade and multiple vertical windows.

United Center

8.8/10 (4,269 reviews)
Home to the Chicago Bulls and Blackhawks, United Centre electrifies with championship energy and passionate crowds. Arrive early to see the iconic Michael Jordan statue before experiencing Chicago's premier sports venue.
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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
A river with a yellow boat, surrounded by tall buildings and a bridge.

Top Chicago Hotel Reviews

Hilton Chicago

Hilton Chicago

10/10 Excellent
"This is a phenomenal hotel to stay at. We had a double queen lake view room in the upper floors and the view was great. The hotel itself is quiet, probably the quietest actual hotel we've stayed in. They had (free) giant chess, pool, air hockey, and a pac-man console game to play on the first floor. The hotel was immaculate, the staff was extremely friendly and helpful. They have a couple restaurants and a convenience market for food. The market also had hand-scooped ice cream and really good pastries. There are also several restaurants and coffee shops within a short walking distance. It is convenient to the Museum Campus. The only drawback, and it is not the hotel's fault, is that the Metra and South Shore tracks are a block away and some of the conductors really like to lay on the horn on weekday mornings. Otherwise a great stay and we will definitely be returning soon!"
Yvonne 3-night trip
Posted 1 hour ago
Hilton Chicago
Sports Illustrated Resorts Chicago

Sports Illustrated Resorts Chicago

10/10 Excellent
"Great location and very helpful staff"
Julie 2-night trip
Posted 1 hour ago
Sports Illustrated Resorts Chicago
River Hotel

River Hotel

10/10 Excellent
"Clean room staff is very courteous even with late check ins. Very well located. Breakfast included is the best option."
Jocelyn 2-night trip
Posted 1 hour ago
River Hotel
L7 Chicago by LOTTE

L7 Chicago by LOTTE

10/10 Excellent
"Loved the hotel. Great location. Staff was friendly and helpful. Antonio was attentive to us at check-in and out. Would stay again."
Melissa 3-night trip
Posted 2 hours ago
L7 Chicago by LOTTE
Eurostars Magnificent Mile

Eurostars Magnificent Mile

10/10 Excellent
"Just wish the restaurant hours were a little later"
Marianna 6-night trip
Posted 2 hours ago
Eurostars Magnificent Mile
Congress Plaza Hotel

Congress Plaza Hotel

8/10 Good
"Historic hotel that has some upgrades and modern amenities. The lobby bar could use some upgrades and a second working elevator on the South tower would have been helpful on busy days."
Marc 2-night trip
Posted 3 hours ago
Congress Plaza Hotel
Fairmont Chicago at Millennium Park

Fairmont Chicago at Millennium Park

10/10 Excellent
"I had a wonderful experience at The Fairmont in Chicago! The only thing I noticed were some bugs in the bathroom and a fly in the room, but the service supersedes these things. Thanks everyone!"
Lindsay 3-night trip
Posted 22 hours ago
Fairmont Chicago at Millennium Park
The Chicago Hotel Collection River North

The Chicago Hotel Collection River North

10/10 Excellent
"For just a room itโ€™s not bad"
Jacob 2-night trip
Posted 1 day ago
The Chicago Hotel Collection River North

More cheap stays in Chicago

Comfort Inn Chicago Schaumburg - O'Hare Airport

Comfort Inn Chicago Schaumburg - O'Hare Airport

1300 E Higgins Rd Schaumburg IL
S$129
16 Nov - 17 Nov
includes taxes & fees
7.2/10 Good! (1,010 reviews)
Comfort Inn Chicago Schaumburg - O'Hare Airport
SureStay Plus Hotel by Best Western Chicago Lombard

SureStay Plus Hotel by Best Western Chicago Lombard

222 E 22nd Street Lombard IL
S$137
28 Oct - 29 Oct
includes taxes & fees
9/10 Wonderful! (3,084 reviews)
SureStay Plus Hotel by Best Western Chicago Lombard
Quality Inn Schaumburg - Chicago near the Mall

Quality Inn Schaumburg - Chicago near the Mall

600 North Martingale Rd Schaumburg IL
S$142
15 Nov - 16 Nov
includes taxes & fees
Quality Inn Schaumburg - Chicago near the Mall
Hampton Inn Chicago-O'Hare International Airport

Hampton Inn Chicago-O'Hare International Airport

3939 N Mannheim Rd Schiller Park IL
S$182
25 Oct - 26 Oct
includes taxes & fees
9.4/10 Exceptional! (2,403 reviews)
Hampton Inn Chicago-O'Hare International Airport
Travelodge by Wyndham Downtown Chicago

Travelodge by Wyndham Downtown Chicago

65 E Harrison St Chicago IL
S$182
12 Nov - 13 Nov
includes taxes & fees
Travelodge by Wyndham Downtown Chicago
Hampton Inn Chicago Downtown/Magnificent Mile

Hampton Inn Chicago Downtown/Magnificent Mile

160 E Huron Street Chicago IL
S$192
22 Nov - 23 Nov
includes taxes & fees
Hampton Inn Chicago Downtown/Magnificent Mile

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 hotelโ€™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 cityโ€™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 Expediaโ€™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 iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinessoccupation rate iconOccupancyprice iconPricing
January25.7ยฐF (-3.5ยฐC)Light RainMostly CloudySlightly LowSlightly Low
February27.0ยฐF (-2.8ยฐC)Light RainMostly CloudySlightly LowSlightly Low
March37.0ยฐF (2.8ยฐC)Light RainMostly CloudyAverageAverage
April46.0ยฐF (7.8ยฐC)Light RainMostly SunnySlightly LowAverage
May57.0ยฐF (13.9ยฐC)Light RainMostly SunnyAverageAverage
June67.3ยฐF (19.6ยฐC)Light RainMostly SunnySlightly HighSlightly High
July73.4ยฐF (23.0ยฐC)Light RainMostly SunnySlightly HighAverage
August73.0ยฐF (22.8ยฐC)Light RainMostly SunnySlightly HighAverage
September67.1ยฐF (19.5ยฐC)Light RainMostly SunnyAverageSlightly High
October54.9ยฐF (12.7ยฐC)Light RainMostly SunnyAverageSlightly High
November42.3ยฐF (5.7ยฐC)Light RainMostly SunnyAverageAverage
December33.1ยฐF (0.6ยฐC)Light RainMostly CloudyAverageSlightly 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, River Hotel is one of the top choices for your stay. This hotel is steps from Chicago Riverwalk, and offers a restaurant and a fitness centre. Other good options for your stay include Congress Plaza Hotel and The Chicago Hotel Collection Ambassador Gold Coast. 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 Sports Illustrated Resorts Chicago and DoubleTree by Hilton Chicago - Magnificent Mile. 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's the best accommodation for a romantic getaway to Chicago?
Chicago Guest House Wrigleyville is a favourite hotel for couples, and features free WiFi and free parking. See all romantic hotels 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 Freehand Chicago 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?
River Hotel is a top dog-friendly hotel, and offers a restaurant and a fitness centre for its human guests. Other good options for you and your pet's trip include The Chicago Hotel Collection Ambassador Gold Coast 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 with flat-screen TVs and laundry facilities, and it's located close to Oak Street Beach . See more stays near the beach in Chicago.
What's the best luxury place to stay in Chicago?
The Godfrey Hotel Chicago is a luxury hotel with a full-service spa and a rooftop terrace, and it's a popular choice for Expedia travellers looking for an elegant place to stay. InterContinental Chicago Magnificent Mile by IHG and LondonHouse Chicago, Curio Collection by Hilton 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 Sports Illustrated Resorts Chicago 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 Country Inn & Suites by Radisson, Chicago O'Hare South, IL and Hilton Chicago/Oak Brook Hills Resort & Conference Center. 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 Crowne Plaza Chicago Ohare Hotel & Conf Ctr by IHG and Embassy Suites by Hilton Chicago Downtown River North. 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 LondonHouse Chicago, Curio Collection by Hilton. 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 5431 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, Marshall Field Building and Daley Plaza 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 21ยฐC, while the coldest months are January and February, with an average of -1ยฐC. Average annual precipitation for Chicago is 1260 mm.

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