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

Four Star Hotels in Chicago

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Check availability on Chicago 4 Star Hotels

Tonight
2 Oct - 3 Oct
Tomorrow
3 Oct - 4 Oct
This weekend
2 Oct - 4 Oct
Next weekend
9 Oct - 11 Oct

Our top choices for Chicago 4-star hotels

A marble-floored lobby with double doors and elevators, each marked with a 'CQ' sign.
A hotel room with a grey sofa, a bed with a white mattress, a wooden dresser, and a large window with curtains.
A hotel entrance with a sign for the Club Quarters Hotel, number 75, and a River Hotel sign.
A conference room with a long table, chairs, and a vase.

1. River Hotel

River Hotel
Downtown Chicago
United States
Jared
S$254
includes taxes & fees
1 Nov - 2 Nov
River Hotel
A spacious lobby with a central coffee table, sofas, and a large mirror.
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.
A spacious lounge area with leather sofas, round tables, and comfortable chairs, featuring a wooden ceiling and elegant decor.

2. The Chicago Hotel Collection Ambassador Gold Coast

The Chicago Hotel Collection Ambassador Gold Coast
Downtown Chicago
United States
Marta
S$217
includes taxes & fees
1 Nov - 2 Nov
The Chicago Hotel Collection Ambassador Gold Coast
A grand lobby with a central bar, high ceilings, and classical architecture.
A modern living room with a sofa set, ottoman, and armchairs.
A modern living room with a round dining table, bar stools, a purple armchair, and a sofa with cushions.
A grand hallway with ornate ceiling, chandeliers, and a reception desk at the end.

3. THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel

THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel
Downtown Chicago
United States
Amanda
S$279
includes taxes & fees
25 Oct - 26 Oct
THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel
A large, historic building with a central courtyard surrounded by trees.
A hotel room with two beds, a desk with a television, a chair, a desk lamp, and a painting on the wall.
A modern hotel lobby with a curved white sofa, two side tables with lamps, a black coffee table, and a large chandelier.
A marina with numerous boats docked, surrounded by a cityscape with high-rise buildings and a stadium.

4. Hilton Chicago

Hilton Chicago
Downtown Chicago
United States
Alan
S$290
includes taxes & fees
30 Oct - 31 Oct
Hilton Chicago
An outdoor rooftop lounge with seating, a fire feature, and a view of the city skyline at night.
The Chicago Hotel Collection building with a glass facade, American flag, and signage for Barista Bar and Seighity events.
A rooftop venue with white chairs and a sofa, draped with white fabric and floral arrangements, overlooking a cityscape.
A modern lounge area with leather sofas, wooden coffee tables, and ambient lighting.

5. The Chicago Hotel Collection - Magnificent Mile

The Chicago Hotel Collection - Magnificent Mile
Downtown Chicago
United States
carla
S$208
includes taxes & fees
1 Nov - 2 Nov
The Chicago Hotel Collection - Magnificent Mile
The Intercontinental hotel facade with a large American flag and a floral display.
A person sitting by a window with a cityscape view.
A person lying on a bed with a bottle of champagne, surrounded by food and a magazine.
A swimming pool area with a glass-bottomed pool, a high ceiling with hanging lights, and a staircase with people sitting on it.

6. InterContinental Chicago Magnificent Mile by IHG

InterContinental Chicago Magnificent Mile by IHG
Downtown Chicago
United States
Kenan
S$409
includes taxes & fees
1 Nov - 2 Nov
InterContinental Chicago Magnificent Mile by IHG
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 modern hotel lobby with leather sofas, a coffee table, and a floor lamp.

7. L7 Chicago by LOTTE

L7 Chicago by LOTTE
Downtown Chicago
United States
Emily
S$293
includes taxes & fees
2 Nov - 3 Nov
L7 Chicago by LOTTE
A person pouring champagne into a glass near a window overlooking a cityscape with a Ferris wheel.
A modern hotel room with a large window offering a view of the sea and a cityscape. There is a seating area with a sofa and a small table.
A modern bar area with high stools, a bar counter, and shelves of liquor bottles.
A rooftop terrace with a view of a beach and a Ferris wheel, featuring lounge chairs and a colorful mural.

8. The Wade

The Wade
Downtown Chicago
United States
Erin
S$216
includes taxes & fees
1 Nov - 2 Nov
The Wade
A modern building with a glass facade and a curved structure.
A well-lit grocery store with shelves stocked with snacks and beverages, a checkout counter, and a clean, tiled floor.
A reception area with a marble wall, multiple reception counters, and a modern design.
A woman running on a treadmill in a gym with another person in the background.

9. Hyatt Regency O'Hare Chicago

Hyatt Regency O'Hare Chicago
Rosemont
United States
Alison
S$234
includes taxes & fees
24 Oct - 25 Oct
Hyatt Regency O'Hare Chicago
A spacious bar area with high ceilings and large windows, offering views of a cityscape.
A cityscape with modern high-rise buildings, a river, and a boat.
A hotel room with a bed, a sofa with cushions, a large window with a view of a cityscape and water.
A multi-level hotel lobby with a glass elevator, a seating area, and a dining space.

10. Hyatt Regency Chicago

Hyatt Regency Chicago
Downtown Chicago
United States
Mark
S$421
includes taxes & fees
31 Oct - 1 Nov
Hyatt Regency Chicago
A couple sitting on a blue couch with a table in front of them, holding drinks and a pizza.
A modern interior with a dining area, sofas, and artwork on the walls.
A person sitting on a blue couch with a dog beside them, holding a glass of wine, and a pizza on a wooden board on a table.
A hotel room with two beds, a window with curtains, a bedside table with a lamp, and a small ottoman.

11. Hotel Saint Clair- Magnificent Mile

Hotel Saint Clair- Magnificent Mile
Downtown Chicago
United States
Adhba
S$171
includes taxes & fees
2 Nov - 3 Nov
Hotel Saint Clair- Magnificent Mile
A modern kitchen with a marble island, fruit bowls, and a city view.
A Fairmont hotel with a prominent entrance, large windows, and a sculpture on the facade.
A modern hotel room with a city view, a seating area with two sofas and a coffee table, and a dining area with a table and chairs.
A modern lounge area with a central bar, seating arrangements, and a decorative chandelier.

12. Fairmont Chicago at Millennium Park

Fairmont Chicago at Millennium Park
Downtown Chicago
United States
Ruby
S$303
includes taxes & fees
31 Oct - 1 Nov
Fairmont Chicago at Millennium Park
A long, narrow hallway with a patterned carpet, recessed lighting, and doors on one side.
A restaurant interior with a stone accent wall, a bar area, and a seating section.
Exterior
A modern bar area with a curved ceiling, wooden slats, and a bar counter with stools.

13. Loews Chicago O'Hare Hotel

Loews Chicago O'Hare Hotel
Rosemont
United States
MARY
S$319
includes taxes & fees
30 Oct - 31 Oct
Loews Chicago O'Hare Hotel
A hotel lobby with a reception desk, seating area, and a refrigerator.
An indoor swimming pool with clear glass ceilings, lounge chairs, and potted plants.
A multi-story hotel with a prominent red and white sign on the corner, surrounded by trees and a body of water.
A hotel lobby with a bar, seating area, and large windows.

14. DoubleTree by Hilton Lisle Naperville

DoubleTree by Hilton Lisle Naperville
Naperville
United States
Gaurav
S$122
includes taxes & fees
18 Oct - 19 Oct
DoubleTree by Hilton Lisle Naperville
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 modern interior with a central fireplace, seating area, and wall-mounted lighting.
A rooftop terrace with outdoor seating and a fire pit, overlooking a cityscape with tall buildings.

15. The Royal Sonesta Chicago Downtown

The Royal Sonesta Chicago Downtown
Downtown Chicago
United States
ShaRona
S$321
includes taxes & fees
3 Nov - 4 Nov
The Royal Sonesta Chicago Downtown
A building with a sign reading "111" and "III West Adams Street" indicating a pub and restaurant.
A person sitting on a couch with a laptop, reading a book, in a room with a large window and a framed picture on the wall.
A modern living room with a fireplace, leather sofas, and a wooden floor.
A hotel room with a large bed, a TV, a desk, and a chair.

16. Central Loop Hotel

Central Loop Hotel
Downtown Chicago
United States
Nathan
S$167
includes taxes & fees
1 Nov - 2 Nov
Central Loop Hotel
A historic building with a prominent casino sign, surrounded by modern skyscrapers.
A person pouring a drink into a glass with ice and an orange slice garnish.
A modern interior with a round table, four chairs, a vase with flowers, and a view of the street through large windows.
A conference room with tables, chairs, and large windows offering views of the street and buildings outside.

17. Hotel Felix River North/Magnificent Mile

Hotel Felix River North/Magnificent Mile
Downtown Chicago
Netherlands
Shyreen
S$230
includes taxes & fees
25 Oct - 26 Oct
Hotel Felix River North/Magnificent Mile
A spacious lobby with a modern design, featuring a central seating area with sofas and chairs, a large open space, and a high ceiling with hanging light fixtures.
A spacious lobby with modern seating, a bar area, and a high ceiling with reflective panels.
A modern bar area with a long counter, bar stools, and a seating area with a sofa and ottomans.
A spacious lobby with a modern design, featuring a reception desk, seating area with sofas and chairs, and large windows providing natural light.

18. Hyatt Regency Schaumburg Chicago

Hyatt Regency Schaumburg Chicago
Schaumburg
United States
Carrie
S$187
includes taxes & fees
11 Oct - 12 Oct
Hyatt Regency Schaumburg Chicago
A multi-level atrium with a central spiral staircase, multiple seating areas, and a pool.
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.
A multi-level indoor area with a central water feature, surrounded by seating areas and greenery.

19. Embassy Suites by Hilton Chicago Downtown River North

Embassy Suites by Hilton Chicago Downtown River North
Downtown Chicago
United States
Eliana
S$258
includes taxes & fees
1 Nov - 2 Nov
Embassy Suites by Hilton Chicago Downtown River North
A hotel room with a sofa, armchairs, a dining table, and a view of the city at night.
A terrace with outdoor seating, a view of a control tower, and flags.
A modern lobby with a geometric patterned floor, large windows, and a reception desk with computers.
A bar area with a bar counter, multiple chairs, and a chandelier.

20. Hilton Chicago O'Hare Airport

Hilton Chicago O'Hare Airport
O'Hare
United States
Samuel
S$306
includes taxes & fees
30 Oct - 31 Oct
Hilton Chicago O'Hare Airport
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Explore similar 5-star hotels

Many 5-star hotels have the same amenities as 4-star hotels. See all 5-star hotels in Chicago.
Four Seasons Hotel Chicago

Four Seasons Hotel Chicago

120 East Delaware Place Chicago IL
S$798
1 Nov - 2 Nov
includes taxes & fees
Four Seasons Hotel Chicago
Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

401 N Wabash Ave Chicago IL
S$702
1 Nov - 2 Nov
includes taxes & fees
9.6/10 Exceptional! (2,039 reviews)
Trump International Hotel & Tower Chicago
The Langham, Chicago

The Langham, Chicago

330 North Wabash Avenue Chicago IL
S$868
25 Oct - 26 Oct
includes taxes & fees
9.8/10 Exceptional! (1,001 reviews)
The Langham, Chicago
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

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

The Royal Sonesta Chicago Downtown

The Royal Sonesta Chicago Downtown

10/10 Excellent
"Great location in the middle of et; amazing view of the river;"
Ramona 3-night trip
Posted less than an hour ago
The Royal Sonesta Chicago Downtown
Hotel Saint Clair- Magnificent Mile

Hotel Saint Clair- Magnificent Mile

10/10 Excellent
"Staff was friendly and helpful. Room is very nice."
Tim 2-night trip
Posted 1 hour ago
Hotel Saint Clair- Magnificent Mile
The Chicago Hotel Collection Ambassador Gold Coast

The Chicago Hotel Collection Ambassador Gold Coast

10/10 Excellent
"Stayed for a couple of days with my wife, no real issues. Room was clean and well-maintained, bed was comfortable. We did not op for the vip package so we were room only. All our needs were met and we would come back!"
Fabio A 5-night trip
Posted 2 hours ago
The Chicago Hotel Collection Ambassador Gold Coast
Eurostars Magnificent Mile

Eurostars Magnificent Mile

8/10 Good
"Slight wear and tear on the furniture dates the place and I wish the rooms were brighter, but excellent location and great value. Loved the shower!"
Kholood 2-night trip
Posted 4 hours ago
Eurostars Magnificent Mile
Freehand Chicago

Freehand Chicago

10/10 Excellent
"We absolutely enjoyed our stay at the Kins Hotel. Our room was exceptionally clean, spacious and comfortable, and it was actually much larger than the images we had seen when booking, which was a lovely surprise. The staff were amazing and couldn’t have been more helpful or friendly. From the reception staff and valet team to the cleaners, everyone was welcoming, professional and always happy to assist whenever we had a question. Overall, we had a fantastic stay at the Kins Hotel and wouldn’t hesitate to recommend it to anyone looking for a great place to stay. We would happily return ourselves!"
Paul 1-night trip
Posted 23 hours ago
Freehand Chicago

Find out more about Chicago

Take Your Pick of 4 Star Hotels in Chicago

The get-go of any holiday starts with choosing a great spot. Chicago has been a popular destination with guests because it offers so much to do and see. But, "location, location, location" applies to more than just what city where your plane lands. Now that you have a feel for the town, it's time you to get to know your new digs.

Accommodations as Picturesque as Chicago

Search Expedia.com.sg for the right 4 Star Chicago Hotel to suit your fancy. Plenty of these people wrote tips to help you select the accommodation that is the right fit for your holiday.You'll be more than glad to get back to your resort every night. Chicago has dozens of good options in the 4-star hotel range that create the ideal getaway.

A stay at one of these lodgings ensure that whether you are just relaxing after a day of checking out Chicago or you are ready to lie down for the night, you'll be as comfortable as possible. You won't go without a thing during your stay at one of these accommodations. Visitors have consistently given them high marks for their attentive service. It's no surprise that loads of guests recommend it.

Reserve a 4-Star Hotel in Chicago Today!

Your trip to Chicago should be one that you'll reminisce over for years to come, and booking a 4-star hotel will help create memories that are incredible. Make sure to make a reservation soon. With so few hotels, and plenty of people desiring to vacation in Chicago, you may miss out on your perfect hotel.

Frequently asked questions

What are the best 4-star hotels in Chicago?
If you're looking for high-quality comfort and lots of amenities on your Chicago getaway, consider Palmer House a Hilton Hotel. This sought-after 4-star hotel offers premium bedding and massage services. Silversmith Hotel Chicago Downtown also gets top reviews from Expedia travellers. Limousine services and premium bedding are among its conveniences.
How much does it cost to stay in a 4-star hotel in Chicago?
To find a 4-star hotel in Chicago that matches your budget, use Expedia's handy search filters. Take a look at what's available during your chosen dates and use our pricing filter to set your limit. You can also list your results by the most wallet-friendly property first.
  • Search for the lowest price from S$702
What's the difference between 5-star and 4-star hotels in Chicago?
If you choose to spend your holiday at a 4-star hotel in Chicago, you'll usually find plenty of amenities to ensure you're comfortable, such as a restaurant, gym and pool. You can enjoy high-quality service and deluxe accommodation. Go for a 5-star hotel and you'll get a few more perks — think on-site spas, around-the-clock concierge and opulent turndown services. You're likely to get additional amenities and first-class services at a 5-star stay, but both are great options for luxury travellers.

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