5-Star Hotels in Chicago
Experience luxury at a 5-star hotel in Chicago, with top-notch amenities including fine dining, spa services, and concierge support. Perfect for travellers who appreciate style, privacy, and exceptional service. Every detail is designed for a premium stay.
Trip.com Featured 5-Star hotels in Chicago
1. Swissotel Chicago
• Offers Dry Cleaning, Fax/Copying Service, and Café.
• Rated 9.1/10 based on 268 reviews.
• Chicago Riverwalk is only 0.34km away.
• Prices range from CAD 240 to CAD 2,663.
2. JW Marriott Chicago
• Guests particularly enjoy the Dry Cleaning, Fax/Copying Service, and VIP Check-In Service.
• With a rating of 8.9/10 from 125 guest reviews.
• Only 0.26km to Willis Tower.
• Prices range from CAD 365 to CAD 2,653.
3. Trump International Hotel & Tower® Chicago
• Guests particularly enjoy the Dry Cleaning, Fax/Copying Service, and Ironing Service.
• Rated 9.2/10 based on 56 reviews.
• Wendella Tours & Cruises is only 0.14km away.
• Prices from CAD 677 to CAD 6,603.
The above hotel prices are based on Trip.com for November 2-November 8.
Enter your dates to see the latest hotel rates and availability
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Hotel Star Rating
≤2345
Guest Rating
Amazing 9+Great 8+Good 7+Pleasant 6+We found 16 5-Star hotels for you in Chicago
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 Streeterville,Chicago
Featured facilities: Golf Course, Swimming Pool, Spa
Very Good
139 reviews
8.5/10
1 night
From CAD 296
99+
Hotel near River North,Chicago
Featured facilities: Spa, Sauna, Hairdressing and Beauty Center
Great
56 reviews
9.2/10
1 night
From CAD 702
99+
Hotel near Streeterville,Chicago
Featured facilities: Swimming Pool, Parasailing, Spa
Amazing
112 reviews
9.5/10
1 night
From CAD 720
99+
Hotel near Chicago Loop,Chicago
Featured facilities: Hairdressing and Beauty Center, Babysitting Services, Business Center
Great
267 reviews
9.1/10
1 night
From CAD 263
99+
Hotel near Chicago Loop,Chicago
Featured facilities: Golf Course, Swimming Pool, Tennis Court
Very Good
124 reviews
8.9/10
1 night
From CAD 354
99+
Hotel near Streeterville,Chicago
Featured facilities: Swimming Pool, Spa, Nightclub
Great
109 reviews
9.2/10
1 night
From CAD 860
99+
Hotel near Streeterville,Chicago
Featured facilities: Swimming Pool, Spa, Yoga Session
Great
106 reviews
9.2/10
1 night
From CAD 636
99+
Hotel near Chicago Loop,Chicago
Featured facilities: Swimming Pool, Tennis Court, Spa
Great
52 reviews
9.0/10
1 night
From CAD 958
99+
Hotel near River North,Chicago
Featured facilities: Swimming Pool, Close to Animals, Babysitting Services
Great
108 reviews
9.0/10
99+
Hotel near Streeterville,Chicago
Featured facilities: Swimming Pool, Personal Trainer, Spa
Amazing
121 reviews
9.7/10
1 night
From CAD 884
Latest Reviews for Chicago hotels
See all
Browse reviews and ratings from real guests to find the 5-star Chicago hotels that suits your needs.
The Langham Chicago
9.7/10
Amazing
Posted on Aug 7, 2024
Anonymous User
The 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!
Price per night from:CAD 944
The Gwen, a Luxury Collection Hotel, Michigan Avenue Chicago
9.5/10
Amazing
Posted on May 3, 2026
Guest User
The hotel's location is great, making it super convenient for dining out and shopping, and transportation is easily accessible. The cleanliness was good, with tidy and hygienic bedding and amenities. The soundproofing in the room was quite good, especially for a US hotel. However, the window in this room type faced a building that was too close, so there wasn't much of a view.
Price per night from:CAD 394
Waldorf Astoria Chicago
9.3/10
Great
Posted on Oct 12, 2024
huiyu1588
I told her that the turndown service would come in 30 minutes, but she didn't come as promised. I asked for two sets of new towels, but all the towels were stained except for the bath towel. The breakfast was included, but it only included a $30 credit. You had to order a la carte, no buffet, and it cost more than $80. I had to tip for the service, which was about $40 for two days. The quality of the breakfast was good. The location is within walking distance of the 360 Observatory.
Price per night from:CAD 659
Nobu Hotel Chicago
9.3/10
Great
Posted on Oct 14, 2025
Aleksandra Dukanova
A cool stylish boutique hotel) delicious restaurant , made early settlement... gave a certificate as a marathon participant and designer bottles with water... were in Nobu in Las Vegas too liked
Price per night from:CAD 603
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:CAD 667
Frequently Asked Questions
What are the best 5 star hotels in Chicago?
Whether you are travelling to Chicago for business or tourism, Swissotel Chicago (from CAD 240) , JW Marriott Chicago (from CAD 365) and Trump International Hotel & Tower® Chicago (from CAD 677) are all preferred hotels.
What is the average price for 5 star hotels in Chicago?
For 5 star hotels in Chicago, the average price on weekdays is CAD 1,265, and the average price on weekends (Friday–Saturday) is CAD 1,384.
Which 5 star hotels in Chicago provide breakfast?
Swissotel Chicago (from CAD 240), JW Marriott Chicago (from CAD 365) and Trump International Hotel & Tower® Chicago (from CAD 677) provide delicious breakfast. Start your day with high-quality breakfast!
Which 5 star hotels in Chicago provide fitness facilities?
Swissotel Chicago (from CAD 240) and JW Marriott Chicago (from CAD 365) provide fitness facilities. Satisfy your fitness needs even while travelling!
Which 5 star hotels in Chicago provide swimming pools?
There are many 5 star hotels in Chicago with swimming pool. JW Marriott Chicago (from CAD 365) , Park Hyatt Chicago (from CAD 765) and The St. Regis Chicago (from CAD 873) are very popular.
Which 5 star hotels in Chicago offer spa services?
Want to relax with a spa treatment? Among 5 star hotels in Chicago, JW Marriott Chicago (from CAD 365), Trump International Hotel & Tower® Chicago (from CAD 677) and Park Hyatt Chicago (from CAD 765) are very popular.
Which 5 star hotels in Chicago have bars?
For 5 star hotels in Chicago with bars, Swissotel Chicago (from CAD 240) and JW Marriott Chicago (from CAD 365) are very popular.
Which 5 star hotels in Chicago provide free wifi?
Internet connection is an essential condition for travel. Swissotel Chicago (from CAD 240) and JW Marriott Chicago (from CAD 365) are popular hotels with free Wi-Fi.
What deals are available for 5 star hotels in Chicago?
Trip.com provides various promotions and discounts for 5 star hotels. You can check the promotions page to see available promotions on Trip.com.
Chicago 5-star Hotel Info for Tourists
| Highest price | CAD 7,716 |
|---|---|
| Lowest price | CAD 149 |
| Number of reviews | 1,761 |
| Total properties | 16 |
| Weekday Avg. Price | CAD 1,265 |
| Weekend Avg. Price | CAD 1,384 |
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