Explore 5-Star Hotels in Chicago
A 5-star accommodation in Chicago offers the pinnacle of luxury, providing an exceptional and indulgent experience. These properties boast elegant rooms with high-end furnishings, state-of-the-art technology, and personalised services such as concierge, valet, and 24-hour room service. With world-class amenities like gourmet restaurants, spa treatments, infinity pools, and exclusive experiences, 5-star hotels cater to those seeking the highest level of comfort and sophistication.
Trip.com Featured 5-Star Hotels in Chicago
1. Swissotel Chicago
• Enjoy Dry Cleaning, Fax/Copying Service, and Café.
• Rated 9.3/10 based on 253 reviews.
• Steps from Chicago Riverwalk (0.34km).
• Nightly rates: SGD 197 to SGD 2,692
2. JW Marriott Chicago
• Featuring Dry Cleaning, Fax/Copying Service, and VIP Check-In Service.
• A 9.1/10 rating based on 110 reviews.
• Only 0.23km away - easily reach Chicago Board of Trade Building.
• Nightly rates: SGD 338 to SGD 1,848
3. Trump International Hotel & Tower® Chicago
• Featuring Dry Cleaning, Fax/Copying Service, and Ironing Service.
• Rated 9.1/10 based on 49 reviews.
• Steps from DuSable Bridge (0.17km).
• SGD 644-SGD 3,247 / night
The above hotel prices are based on Trip.com for July 9-July 15.
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Hotel Star Rating
≤2345
Guest Rating
Amazing 9+Great 8+Good 7+Pleasant 6+We found 15 great 5-Star hotels in Chicago for you.
Choose your travel dates to see the latest prices and deals for 5-star hotels in Chicago.
Most Booked
Lowest price
Closest to downtown
Highest Rated
99+
Hotel near Chicago Loop,Chicago
Featured facilities: Golf Course, Swimming Pool, Tennis Court
Great
111 reviews
9.1/10
1 night
From SGD 386
99+
Hotel near Chicago Loop,Chicago
Featured facilities: Hairdressing and Beauty Center, Babysitting Services, Business Center
Great
253 reviews
9.3/10
1 night
From SGD 232
99+
Hotel near River North,Chicago
Featured facilities: Spa, Sauna, Hairdressing and Beauty Center
Great
49 reviews
9.1/10
1 night
From SGD 654
99+
Hotel near Streeterville,Chicago
Featured facilities: Swimming Pool, Personal Trainer, Spa
Amazing
123 reviews
9.7/10
1 night
From SGD 813
99+
Hotel near Streeterville,Chicago
Featured facilities: Golf Course, Swimming Pool, Spa
Very Good
44 reviews
8.2/10
1 night
From SGD 184
75
Great
102 reviews
9.3/10
1 night
From SGD 477
99+
Hotel near Chicago Loop,Chicago
Featured facilities: Swimming Pool, Tennis Court, Spa
Great
52 reviews
9.0/10
1 night
From SGD 884
99+
Hotel near Streeterville,Chicago
Featured facilities: Business Center, Room Service, Meeting Room
Amazing
103 reviews
9.5/10
1 night
From SGD 399
99+
Hotel near River North,Chicago
Featured facilities: Swimming Pool, Close to Animals, Babysitting Services
Great
106 reviews
9.1/10
99+
Hotel near Chicago Loop,Chicago
Featured facilities: Nightclub, Business Center, First Aid Services
Very Good
106 reviews
8.7/10
1 night
From SGD 475
Latest Reviews for Chicago hotels
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Find the perfect stay with trusted ratings and reviews.
9.7/10
Amazing
AAnonymous UserThe location is very good, opposite the Trump Building, downstairs is the river, and you can walk directly to the Gorgeous Mile, parks, art galleries, etc. There are also many restaurants to choose from around, and it coincides with a large-scale music festival, and the atmosphere is very good. The hotel service is warm and thoughtful, and the hygiene and facilities are maintained at the standards of an old hotel. Recommended to stay!
The Langham Chicago
Hotel near River North, Chicago 12.5% of visitors choose this area
Price per night from:SGD 775
9.4/10
Amazing
GGuest UserThe environment is elegant and the service is considerate. The rooms are spacious and bright, the bedding is comfortable, and the bathing facilities are modern. The breakfast is rich and tastes great. The location is excellent, the transportation is convenient, and there are many attractions around. I will definitely choose it again next time I go on a business trip.
Park Hyatt Chicago
Hotel near Streeterville, Chicago 5% of visitors choose this area
Price per night from:SGD 740
9.2/10
Great
BBoyangThe 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.
Four Seasons Chicago
Hotel near Streeterville, Chicago 5% of visitors choose this area
Price per night from:SGD 716
9.2/10
Great
KKekebaomaThe 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.
The Ritz-Carlton, Chicago
Hotel near Streeterville, Chicago 5% of visitors choose this area
Price per night from:SGD 768
9.1/10
Great
GGuest UserI had a very good experience staying at this hotel. First of all, the hotel room is very comfortable, the bed is neat and clean, and it provides me with a good sleeping environment. In addition, the hotel's facilities are also very complete, including free high-speed Wi-Fi, air conditioning, mini bar, etc., which met all my daily needs. The hotel's restaurant is also great, providing a wide variety of food options, allowing me to enjoy delicious dining services during my stay. More importantly, the hotel's staff have a very good service attitude, are enthusiastic and considerate, and solved various problems I encountered. Overall, I am very satisfied with my stay in this hotel.
Waldorf Astoria Chicago
Hotel near River North, Chicago 12.5% of visitors choose this area
Price per night from:SGD 516
FAQs
What are the popular 5 star hotels in Chicago?
Whether it's for a business trip or tourism to Chicago, Swissotel Chicago (from SGD 197) , JW Marriott Chicago (from SGD 338) and Trump International Hotel & Tower® Chicago (from SGD 644) are all preferred hotels.
What’s the average rate for 5 star hotels in Chicago?
For 5 star hotels in Chicago, the average price on weekdays is SGD 1,390, and the average price on weekends (Friday to Saturday) is SGD 1,550.
Which 5 star hotels in Chicago have swimming pools?
There are many 5 star hotels in Chicago with swimming pool. JW Marriott Chicago (from SGD 338) , InterContinental Hotels CHICAGO MAGNIFICENT MILE by IHG (from SGD 206) and Park Hyatt Chicago (from SGD 682) are very popular.
Which 5 star hotels in Chicago offer fitness facilities?
Swissotel Chicago (from SGD 197), JW Marriott Chicago (from SGD 338) and Trump International Hotel & Tower® Chicago (from SGD 644) offer fitness facilities. Satisfy your fitness needs even while travelling!
Which 5 star hotels in Chicago have bars?
For 5 star hotels in Chicago with bars, Swissotel Chicago (from SGD 197) and JW Marriott Chicago (from SGD 338) are very popular.
Which 5 star hotels in Chicago offer breakfast?
Swissotel Chicago (from SGD 197), JW Marriott Chicago (from SGD 338) and Trump International Hotel & Tower® Chicago (from SGD 644) offer delicious breakfasts. Start your day with a high-quality breakfast!
Which 5 star hotels in Chicago offer spa service?
Want to relax with a spa treatment? Among 5 star hotels in Chicago, JW Marriott Chicago (from SGD 338), Trump International Hotel & Tower® Chicago (from SGD 644) and InterContinental Hotels CHICAGO MAGNIFICENT MILE by IHG (from SGD 206) are very popular.
Which 5 star hotels in Chicago provide free Wi-Fi?
Internet connection is an essential condition for travel. Swissotel Chicago (from SGD 197), JW Marriott Chicago (from SGD 338) and Trump International Hotel & Tower® Chicago (from SGD 644) are popular hotels with free Wi-Fi.
What deals are available for 5 star hotels in Chicago?
Trip.com offers a range of promotions and discounts for 5 star hotels. You can visit the promotions page to find out what offers are available on Trip.com.
More information
| Highest price | SGD 5,023 |
|---|---|
| Lowest price | SGD 341 |
| Number of reviews | 1,614 |
| Total properties | 15 |
| Weekday Avg. Price | SGD 1,390 |
| Weekend Avg. Price | SGD 1,550 |
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