Find Luxury Hotels in Chicago

  • Plan, book, stay with confidence

    • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    today icon
    Change your mind
    Book hotels with free cancellation

Check availability on Chicago Luxury Hotels

Top Luxury Hotels in Chicago

Trump International Hotel & Tower Chicago
Banquet hall

Trump International Hotel & Tower Chicago

5.0 star property
9.4 out of 10, Exceptional, (1502)
"Room was pretty nice, 2 queen beds and spacious."
The price is S$512
includes taxes & fees
27 Jan - 28 Jan
Trump International Hotel & Tower Chicago
The Langham, Chicago
Exterior

The Langham, Chicago

5.0 star property
9.6 out of 10, Exceptional, (1003)
"Enjoyed our stay"
The price is S$636
includes taxes & fees
9 Feb - 10 Feb
The Langham, Chicago
The Peninsula Chicago
Front of property – evening/night

The Peninsula Chicago

5.0 star property
9.8 out of 10, Exceptional, (1005)
"Everything is excellent except the water pressure in the bathroom is too weak."
The price is S$763
includes taxes & fees
21 Jan - 22 Jan
The Peninsula Chicago
The Gwen, a Luxury Collection Hotel, Michigan Avenue Chicago
Exterior

The Gwen, a Luxury Collection Hotel, Michigan Avenue Chicago

4.5 star property
9.4 out of 10, Exceptional, (1001)
"For our first time stay we had a wonderful time. You can’t beat the location, it was so easy to get to Magnificent Mike, River North and Gold Coast. Easy parking and nice, attentive staff. "
The price is S$320
includes taxes & fees
9 Feb - 10 Feb
The Gwen, a Luxury Collection Hotel, Michigan Avenue Chicago
Sofitel Chicago Magnificent Mile
Exterior

Sofitel Chicago Magnificent Mile

4.5 star property
9.4 out of 10, Exceptional, (1774)
"Very elegant and clean"
The price is S$299
includes taxes & fees
22 Jan - 23 Jan
Sofitel Chicago Magnificent Mile
Thompson Chicago, by Hyatt
Exterior

Thompson Chicago, by Hyatt

4.5 star property
9.0 out of 10, Wonderful, (1061)
"Would stay again"
The price is S$230
includes taxes & fees
16 Feb - 17 Feb
Thompson Chicago, by Hyatt
Waldorf Astoria Chicago
Exterior

Waldorf Astoria Chicago

5.0 star property
9.4 out of 10, Exceptional, (1002)
"The stay was everything It was so relaxing and comfortable and the room bathroom was so beautiful."
The price is S$643
includes taxes & fees
26 Jan - 27 Jan
Waldorf Astoria Chicago
Radisson Blu Aqua Hotel Chicago
Exterior

Radisson Blu Aqua Hotel Chicago

4.5 star property
8.6 out of 10, Excellent, (1417)
"The view was amazing, the room was beautiful and clean. Beautiful dinning room as well, happy they had a Starbucks inside too. Staff was very welcoming and offered to help us out with anything we needed. Loved that the elevator only worked with the hotel key card. Doors closed and only allowed entry to those with hotel key cards, which made me feel safe. "
The price is S$270
includes taxes & fees
26 Jan - 27 Jan
Radisson Blu Aqua Hotel Chicago
Palmer House a Hilton Hotel
Exterior

Palmer House a Hilton Hotel

4.0 star property
8.2 out of 10, Very good, (1595)
"Perfect Christmas in the city stay!"
The price is S$258
includes taxes & fees
24 Jan - 25 Jan
Palmer House a Hilton Hotel
Chicago Athletic Association, a Hyatt Hotel
Premium bedding, down duvets, pillow-top beds, minibar

Chicago Athletic Association, a Hyatt Hotel

4.5 star property
9.0 out of 10, Wonderful, (1001)
"Walkable, good service, respectful and helpful staff like Sandra and front desk staff."
The price is S$245
includes taxes & fees
2 Feb - 3 Feb
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.
Don't see what you're looking for?
See all available properties in Chicago

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 International Airport (ORD) Airport, and then treat yourself to a stay at one of 34 Chicago luxury hotels. Known for its great views and art, Chicago also has some interesting things to see and do including Michigan Avenue and Millennium Park, so you may want to take in the local sights during your visit.
What's the best luxury place to stay in Chicago?
InterContinental Chicago Magnificent Mile, an IHG Hotel is a luxury hotel with 2 restaurants and spa services, and it’s a popular choice for Expedia travellers looking for an elegant place to stay. Virgin Hotels Chicago and The Royal Sonesta Chicago River North are other upscale choices for your trip.
How many luxury hotels are there in Chicago?
Lie in the lap of luxury during your getaway to Chicago in one of Expedia’s 34 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 temperature of 21°C, while the coldest months are January and February, with an average of -1°C. Average annual precipitation for Chicago is 1260 mm.
What's there to see and do in Chicago?
Enjoy all that Chicago has to offer and visit Michigan Avenue, Millennium Park and Navy Pier. If you have extra time while you’re in the area, you might want to stop by Wrigley Field and Naval Base Great Lakes.
How can I get around Chicago?
It’s easier to get around town comfortably when you know your options. You can take advantage of metro transport at Monroe Station (Red Line), Monroe Station (Blue Line) and Adams-Wabash Station.