Chicago

Luxury Hotels in Chicago

Explore the most suitable luxury hotels in Chicago for you by entering Dates .

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Luxury Hotels in Chicago

Check out the best luxury hotels with our pick
Most Booked
Lowest price
Closest to downtown
Highest Rated
99+

Trump International Hotel & Tower® Chicago

Hotel near River North,Chicago
Great
56 reviews
9.2/10
1 night
From JPY 72,226
Check availability
99+

JW Marriott Chicago

Hotel near Chicago Loop,Chicago
Great
124 reviews
9.0/10
1 night
From JPY 53,115
Check availability
99+

Swissotel Chicago

Hotel near Chicago Loop,Chicago
Great
267 reviews
9.1/10
1 night
From JPY 29,782
Check availability
99+

The Ritz-Carlton, Chicago

Hotel near Streeterville,Chicago
Great
106 reviews
9.2/10
1 night
From JPY 71,871
Check availability
99+

Four Seasons Chicago

Hotel near Streeterville,Chicago
Great
109 reviews
9.2/10
1 night
From JPY 96,246
Check availability
99+

The St. Regis Chicago

Hotel near Chicago Loop,Chicago
Great
52 reviews
9.0/10
1 night
From JPY 108,339
Check availability
99+

Park Hyatt Chicago

Hotel near Streeterville,Chicago
Amazing
112 reviews
9.5/10
1 night
From JPY 106,514
Check availability
99+

InterContinental Hotels CHICAGO MAGNIFICENT MILE by IHG

Hotel near Streeterville,Chicago
Very Good
139 reviews
8.5/10
1 night
From JPY 47,187
Check availability
99+

Waldorf Astoria Chicago

Hotel near River North,Chicago
Great
126 reviews
9.3/10
1 night
From JPY 75,902
Check availability
99+

The Langham Chicago

Hotel near River North,Chicago
Amazing
110 reviews
9.7/10
1 night
From JPY 106,703
Check availability
See All Luxury Hotels in Chicago

What's new in Chicago

Updated on November 2, 2026

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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Navy Pier Winter Fireworks Show

The spectacular, free, and award-winning fireworks display at Navy Pier returns for winter 2026! Experience the magic of winter fireworks every Saturday night at 8 p.m.! Enjoy a comfortable evening on the pier, watching the dazzling fireworks and breathtaking city skyline views!

Navy Pier’s Winter WonderFest

Winter Wonder Festival at Navy Pier — Chicago Holiday Experience Winter Wonder Festival: Experience magical holiday fun at Chicago's Navy Pier with a stunning 42-foot Christmas tree, thrilling rides (Cliff Drift, Zero Gravity, bumper cars), ice skating, and seasonal attractions for all ages.

The Wintrust Magnificent Mile Lights Festival

Wintrust Grand Parade of Lights — 35th Annual Wintrust Grand Parade of Lights: America's largest nighttime parade on November 21st featuring Mickey and Minnie Mouse, Disney floats, marching bands, Santa, the Wintrust Fireworks Show, and millions of lights along North Michigan Avenue!

FAQs

What is the average price of a hotel in Chicago for this weekend?

According to the latest 12-month data from Trip.com, the average price for a 3-star hotel in Chicago this weekend is JPY 43,287 per night. For a 4-star hotel, the average cost is JPY 57,955 per night. If you're looking for a luxury experience, 5-star hotels in Chicago this weekend typically cost JPY 157,289 per night.

How much do hotels in Chicago cost per night during weekdays?

Based on the latest 12-month data from Trip.com, the average price for a 3-star hotel in Chicago during weekdays is JPY 37,641 per night. For a 4-star hotel, you can expect to pay around JPY 52,393 per night. If you're seeking a luxury stay, 5-star hotels in Chicago generally cost JPY 143,400 per night on weekdays.

What are the best places to stay in Chicago?

Some of the best places to stay in Chicago are near popular attractions like Millennium Park, Willis Tower and Magnificent Mile, offering easy access to key sights and amenities.

What are the best family-friendly hotels in Chicago?

Families visiting Chicago often prefer hotels like Warwick Allerton Chicago (from JPY 15,540), HI Chicago Hostel (from JPY 6,761) and Best Western Grant Park Hotel (from JPY 18,078), which are well-known for their family-friendly features of spacious family rooms and child-friendly services.

What are the top hotels in Chicago near Millennium Park?

Some of the top hotels in Chicago near Millennium Park include The Palmer House Hilton (from JPY 37,652), Swissotel Chicago (from JPY 27,260) and L7 Chicago (from JPY 24,199), all offering easy access to Millennium Park, making them ideal for visitors looking to explore the area.

What's the best pet-friendly accommodation in Chicago?

Hilton Chicago O'Hare Airport (from JPY 33,642), Swissotel Chicago (from JPY 27,260) and Hotel Saint Clair- Magnificent Mile (from JPY 17,770) allow pets. Take your pets with you during your stay!

What’s the best hotel in Chicago with hot springs?

Wanna experience hot springs in your hotel? Hilton Chicago (from JPY 29,893) and Holiday Inn CHICAGO O'HARE AREA by IHG (from JPY 20,024) have hot springs. Book now!

Where can I find the best hotel discounts in Chicago?

Trip.com provides various promotions and discounts for users all year round. You can check the promotions page to see what promotions are available on Trip.com.