Chicago

Find 5-Star Hotels in Chicago

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Hotel Star Rating
≤2345
Guest Rating
Amazing 9+Great 8+Good 7+Pleasant 6+

We found 15 5-Star hotels for you in Chicago

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Most Booked
Lowest price
Closest to downtown
Highest Rated
99+
Hotel near Chicago Loop,Chicago
Featured facilities: Hair and beauty salon, Childcare service, Business center
Great
258 reviews
9.3/10
1 night
From SGD 384
Check availability
99+
Hotel near Chicago Loop,Chicago
Featured facilities: Pool, Tennis court, Spa
Great
51 reviews
9.0/10
1 night
From SGD 1,059
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99+
Hotel near Streeterville,Chicago
Featured facilities: Golf course, Pool, Spa
Very Good
47 reviews
8.5/10
1 night
From SGD 462
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99+
Hotel near River North,Chicago
Featured facilities: Spa, Sauna, Hair and beauty salon
Great
53 reviews
9.2/10
1 night
From SGD 534
Check availability
99+
Hotel near Chicago Loop,Chicago
Featured facilities: Golf course, Pool, Tennis court
Great
119 reviews
9.1/10
1 night
From SGD 410
Check availability
99+
Hotel near River North,Chicago
Featured facilities: Pool, Spa, Sauna
Amazing
110 reviews
9.7/10
1 night
From SGD 963
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99+
Hotel near River North,Chicago
Featured facilities: Pool, Close to Animals, Childcare service
Great
106 reviews
9.1/10
Check availability
80
Hotel near West Loop,Chicago
Featured facilities: Restaurant
Great
102 reviews
9.2/10
1 night
From SGD 668
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99+
Hotel near River North,Chicago
Featured facilities: Pool, Spa, Sauna
Great
130 reviews
9.1/10
1 night
From SGD 613
Check availability
99+
Hotel near Streeterville,Chicago
Featured facilities: Business center, Room service, Conference room
Amazing
103 reviews
9.5/10
1 night
From SGD 528
Check availability
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What Travelers Said About the Best Hotels in Chicago

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Find top-rated hotels based on real traveler reviews

The Peninsula Chicago

9.7/10
Amazing
Posted on Jan 13, 2025
Kangle001
Very good, but it happened to be the New Year's Day, and the special noise outside was heard in the middle of the night. The restaurant is very good and the service is nice. It's just that the security allowed on the night of the welcome was a bit too much, which was not very comfortable.
Price per night from:SGD 1,005

Park Hyatt Chicago

9.5/10
Amazing
Posted on Jan 3, 2024|King Room With Lake View
Guest User
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Price per night from:SGD 854

Four Seasons Chicago

9.2/10
Great
Posted on Apr 27, 2023
Boyang
The fourth hotel I have stayed in overseas, and the eighth Four Seasons Hotel I have stayed in the world. It is located on the famous Magnificent Kilometer, and is also across the street from the famous Hancock Tower. Four Seasons Hotel cannot be said to be a perfect existence, but it is hard to criticize in terms of comprehensive services. Time is tight, the only option is to choose a red-eye flight from Seattle to Chicago, lack of rest, and tiredness from traveling, it is still dark when we arrive at the hotel, the front desk will try our best to provide a room for check-in, the city view suite is still a very comfortable choice, plus The impeccable beds of the last four seasons can sleep on your head and relieve your fatigue. The fly in the ointment is that the indoor swimming pool is being renovated, and there is no way to enjoy the joy of swimming.
Price per night from:SGD 950

The Ritz-Carlton, Chicago

9.2/10
Great
Posted on Aug 5, 2024
Kekebaoma
The sanitation and environment are very good! Very close to Michigan Avenue and Navy Pier! Sitting in the room, you can watch the fireworks show every Wednesday and Saturday! The disadvantages are that the breakfast in the hotel is not very delicious, and the air conditioner in the room is too noisy, which affects the rest at night.
Price per night from:SGD 931

Pendry Chicago

8.7/10
Very Good
Posted on Mar 20, 2025
Guest User
1. Facilities and Equipment The hotel facilities and equipment are modern, the rooms are spacious and comfortable, and the facilities are complete. The overall design is classic and updated with modern facilities. 2. Location The hotel is in an excellent location, located in the city center.
Price per night from:SGD 651

Frequently Asked Questions

What are the best 5 star hotels in Chicago?

Whether you are travelling to Chicago for business or fun, Swissotel Chicago (from SGD 248) , Trump International Hotel & Tower® Chicago (from SGD 645) and JW Marriott Chicago (from SGD 302) are all preferred hotels.

What is the average cost of staying in 5 star hotels in Chicago?

For 5 star hotels in Chicago, the average cost on weekdays is SGD 1,411, and the usual price on weekends (Friday–Saturday) is SGD 1,549.

Which 5 star hotels in Chicago provide swimming pools?

Which 5 star hotels in Chicago provide gym or fitness center?

What are the best 5 star hotels in Chicago with bars?

For 5 star hotels in Chicago with bars, Swissotel Chicago (from SGD 248) and JW Marriott Chicago (from SGD 302) are very popular.

What are some of the best 5 star hotels in Chicago with breakfast?

What are the best 5 star hotels in Chicago with luxury spa services?

Which 5 star hotels in Chicago provide free wifi?

For many, stable internet connection is a must for travel. Swissotel Chicago (from SGD 248), Trump International Hotel & Tower® Chicago (from SGD 645) and JW Marriott Chicago (from SGD 302) are popular hotels with free Wi-Fi.

What are some of the best deals for 5 star hotels in Chicago?

Trip.com keeps you informed of amazing deals on thousands of 5 star hotels. You can check the promotions page to see cheap hotels on Trip.com.

Hotel Info for Tourists

Highest priceSGD 6,431
Lowest priceSGD 339
Number of reviews1,633
Total properties15
Weekday Avg. PriceSGD 1,411
Weekend Avg. PriceSGD 1,549