Luxury Hotels in Chicago, Illinois

Start date: Check-in selected.
End date: Check-out
    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check availability on Chicago Luxury Hotels

Top Chicago Luxury Hotels

Our top choices for Chicago luxury hotels

Trump International Hotel & Tower Chicago

5.0 star property
9.4 out of 10, Exceptional, (1720)
"Beautiful hotel centrally located"
The price is P26,240
P30,803 total
includes taxes & fees
Oct 19 - Oct 20
Trump International Hotel & Tower Chicago

The Langham, Chicago

5.0 star property
9.8 out of 10, Exceptional, (1005)
"Location can’t be beat. Hotel is excellent! "
The price is P34,576
P40,589 total
includes taxes & fees
Oct 5 - Oct 6
The Langham, Chicago

The Peninsula Chicago

5.0 star property
9.8 out of 10, Exceptional, (1006)
"Amazing hotel will be back for sure!"
The price is P36,995
P43,428 total
includes taxes & fees
Sep 21 - Sep 22
The Peninsula Chicago

The Gwen, a Luxury Collection Hotel, Michigan Avenue Chicago

4.5 star property
9.4 out of 10, Exceptional, (1002)
"Nice hotel, good breakfast "
The price is P24,613
P30,562 total
includes taxes & fees
Oct 19 - Oct 20
The Gwen, a Luxury Collection Hotel, Michigan Avenue Chicago

Sofitel Chicago Magnificent Mile

4.5 star property
9.4 out of 10, Exceptional, (2130)
"Nice Stay."
The price is P14,285
P18,438 total
includes taxes & fees
Sep 21 - Sep 22
Sofitel Chicago Magnificent Mile

Thompson Chicago, by Hyatt

4.5 star property
9.2 out of 10, Wonderful, (1234)
"I’ve stayed here twice and had a positive experience both times."
The price is P11,321
P14,968 total
includes taxes & fees
Oct 1 - Oct 2
Thompson Chicago, by Hyatt

Waldorf Astoria Chicago

5.0 star property
9.4 out of 10, Exceptional, (1003)
"Everything was absolutely amazing! Definitely worth it"
The price is P30,464
P35,761 total
includes taxes & fees
Sep 28 - Sep 29
Waldorf Astoria Chicago

Radisson Blu Aqua Hotel Chicago

4.5 star property
8.4 out of 10, Very Good, (1696)
"Love this place"
The price is P13,467
P17,545 total
includes taxes & fees
Oct 19 - Oct 20
Radisson Blu Aqua Hotel Chicago

Palmer House a Hilton Hotel

4.0 star property
8.4 out of 10, Very Good, (1963)
"Wonderful historic property, we loved our stay in this beautiful hotel"
The price is P13,298
P17,032 total
includes taxes & fees
Sep 26 - Sep 27
Palmer House a Hilton Hotel

Chicago Athletic Association, a Hyatt Hotel

4.5 star property
9.0 out of 10, Wonderful, (1005)
"Fantastic stay. "
The price is P12,066
P16,156 total
includes taxes & fees
Oct 5 - Oct 6
Chicago Athletic Association, a Hyatt Hotel
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Top Chicago Hotel Reviews

Explore a world of travel with Expedia

Explore a world of travel with Expedia

Frequently asked questions

Are you searching for a great accommodation for your luxury getaway to Chicago?
Travel to Chicago Midway Airport (MDW) Airport or Chicago O'Hare Intl. Airport (ORD) Airport, and then treat yourself to a stay at one of 40 Chicago luxury hotels. Known for its great views and art, Chicago also has some interesting things to see and do including Michigan Avenue and Navy Pier, so you may want to take in the local sights during your visit.
What's the best luxury accommodation in Chicago?
InterContinental Chicago Magnificent Mile by IHG is a luxury hotel with 2 restaurants and spa services, and it's a popular choice for Expedia travelers looking for an elegant place to stay. The Wade and Palmer House a Hilton Hotel are other upscale choices for your stay.
How many luxury hotels should I expect to find in Chicago?
Lie in the lap of luxury during your getaway to Chicago in one of Expedia's 40 luxury hotels.
When can I expect good weather in Chicago?
Planning for the weather is a good way to make your trip to Chicago relaxing and enjoyable, especially when you're splurging. The hottest months are usually July and August with an average temp of 70°F, while the coldest months are January and February with an average of 31°F. Average annual precipitation for Chicago is 50 inches.
What's there to see and do in Chicago?
Enjoy all that Chicago has to offer and visit Michigan Avenue, Navy Pier, and Wrigley Field. If you have extra time while you're in the area, you might want to stop by Naval Base Great Lakes and Soldier Field.
How can I get around Chicago?
It's easier to get around town comfortably when you know your options. Take advantage of metro transit at Monroe Station (Red Line), Monroe Station (Blue Line), and Adams-Wabash Station.