Chicago

Find 5-Star Hotels in Chicago

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

We found 16 great 5-Star hotels in Chicago for you.

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Most Booked
Lowest price
Closest to downtown
Highest Rated
99+
Hotel near River North,Chicago
Featured facilities: Spa, Sauna, Hair and beauty salon
Great
56 reviews
9.2/10
1 night
From PHP 29,010
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99+
Hotel near Streeterville,Chicago
Featured facilities: Golf course, Pool, Spa
Very Good
139 reviews
8.5/10
1 night
From PHP 17,107
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99+
Hotel near Streeterville,Chicago
Featured facilities: Pool, Spa, Yoga session
Great
106 reviews
9.2/10
1 night
From PHP 26,070
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99+
Hotel near Chicago Loop,Chicago
Featured facilities: Hair and beauty salon, Childcare service, Business center
Great
268 reviews
9.1/10
1 night
From PHP 11,376
Check availability
99+
Hotel near Streeterville,Chicago
Featured facilities: Pool, Parasailing, Spa
Amazing
112 reviews
9.5/10
1 night
From PHP 36,249
Check availability
99+
Hotel near Chicago Loop,Chicago
Featured facilities: Pool, Tennis court, Spa
Great
52 reviews
9.1/10
1 night
From PHP 37,399
Check availability
99+
Hotel near River North,Chicago
Featured facilities: Pool, Spa, Sauna
Amazing
127 reviews
9.4/10
1 night
From PHP 31,046
Check availability
99+
Hotel near Streeterville,Chicago
Featured facilities: Pool, Spa, Nightclub
Great
109 reviews
9.2/10
1 night
From PHP 37,870
Check availability
99+
Hotel near River North,Chicago
Featured facilities: Pool, Close to Animals, Childcare service
Great
108 reviews
9.1/10
Check availability
83
Hotel near West Loop,Chicago
Featured facilities: Pool, Gym, Restaurant
Great
102 reviews
9.3/10
1 night
From PHP 30,829
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See All 5-Star Hotels in Chicago

What's new in Chicago

Updated on November 10, 2026

Chicago, USA · Chicago Bulls VS Miami Heat

Catch thrilling NBA Eastern Conference action as the Chicago Bulls host the Miami Heat at the United Center on Monday, December 14, 2026, at 7:00 PM CST, delivering an exciting matchup between two historic rivals.

Beatriz González: In Series and Full Color Art Exhibition (Art Institute of Chicago)

Explore the vibrant retrospective "Beatriz González: In Series and Full Color" at the Art Institute of Chicago, opening November 15, 2026, featuring over 80 iconic prints, drawings, and works on paper.

Chicago · Chicago Bulls VS Utah Jazz 2026 Event

Experience live NBA cross-conference action at the iconic United Center as the Chicago Bulls host the Utah Jazz on Wednesday, December 16, 2026, at 7:00 PM CST. Don't miss two historic franchises battle it out on the hardwood in this exciting 2026–27 regular season matchup.

Chicago | Stevie Wonder<Songs In The Key of Life>50th Anniversary Tour

Legendary Motown icon Stevie Wonder will bring his tour to the United Center in Chicago on Saturday, November 21, 2026, at 8:00 PM for a spectacular solo concert. This single-day event offers fans an unforgettable evening filled with his timeless soul, funk, jazz, and pop classics.
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Latest reviews for Chicago hotels

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Find the perfect stay with trusted ratings and reviews.

The Langham Chicago

9.7/10
Amazing
Posted onAug 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:PHP 44,345

The Peninsula Chicago

9.7/10
Amazing
Posted onJan 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:PHP 45,994

The Gwen, a Luxury Collection Hotel, Michigan Avenue Chicago

9.5/10
Amazing
Posted onMay 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:PHP 23,789

JW Marriott Chicago

9.0/10
Great
Posted onMay 26, 2026|Guest Room, 1 King
HK二黃
* Location: Great location in downtown Chicago and close to the Board of Trade building and the public transportation * Room: The room was spacious, but there’s no openable window that faces outside. The cleanliness is okay. Even though I found some lint in the bathtub. * Extra fee: Also, note the $30 nightly destination fee, which may not be clearly advertised.
Price per night from:PHP 17,050

Pendry Chicago

8.7/10
Very Good
Posted onMar 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:PHP 26,107

FAQs

What are the best 5 star hotels in Chicago?

Whether you are travelling to Chicago for business or fun, Swissotel Chicago (from PHP 6,154) , JW Marriott Chicago (from PHP 15,702) and Trump International Hotel & Tower® Chicago (from PHP 30,028) 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 PHP 56,070, and the usual price on weekends (Friday–Saturday) is PHP 60,471.

Which 5 star hotels in Chicago provide swimming pools?

There are many 5 star hotels in Chicago with swimming pool. JW Marriott Chicago (from PHP 15,702) , Park Hyatt Chicago (from PHP 35,230) and The St. Regis Chicago (from PHP 34,844) are very popular.

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

Swissotel Chicago (from PHP 6,154) and JW Marriott Chicago (from PHP 15,702) provide fitness facilities. Keep working out even while travelling!

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

For 5 star hotels in Chicago with bars, Swissotel Chicago (from PHP 6,154) and JW Marriott Chicago (from PHP 15,702) 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?

Wanna soothe your muscles after long walk? Among 5 star hotels in Chicago, JW Marriott Chicago (from PHP 15,702), Trump International Hotel & Tower® Chicago (from PHP 30,028) and Park Hyatt Chicago (from PHP 35,230) are very popular.

Which 5 star hotels in Chicago provide free wifi?

For many, stable internet connection is a must for travel. Swissotel Chicago (from PHP 6,154) and JW Marriott Chicago (from PHP 15,702) 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.

More information

Highest pricePHP 296,880
Lowest pricePHP 5,730
Number of reviews1,764
Total properties16
Weekday Avg. PricePHP 56,070
Weekend Avg. PricePHP 60,471