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Check availability on Chicago Luxury Hotels

Tonight
13 Sep - 14 Sep
Tomorrow
14 Sep - 15 Sep
Next weekend
18 Sep - 20 Sep
In two weeks
25 Sep - 27 Sep

Our top choices for Chicago luxury hotels

Lounge
Library
Exterior
Cafe

1. Pendry Chicago

Pendry Chicago
Downtown Chicago
  • Indulge in architectural splendor and upscale amenities at this Art Deco Chicago hotel, where luxury meets downtown convenience.
AED 1,726
AED 2,203 total
includes taxes & fees
2 Oct - 3 Oct
Pendry Chicago
Frette Italian sheets, premium bedding, in-room safe, desk
Lobby
Superior Suite, 1 King Bed with Sofa bed | Living area | 65-inch LCD TV with cable channels, TV
Lobby

2. The Gwen, a Luxury Collection Hotel, Michigan Avenue Chicago

The Gwen, a Luxury Collection Hotel, Michigan Avenue Chicago
Downtown Chicago
  • The Gwen invites travelers to indulge in downtown Chicago luxury with rooftop terrace and Mediterranean dining experiences.
AED 2,588
AED 3,186 total
includes taxes & fees
8 Oct - 9 Oct
The Gwen, a Luxury Collection Hotel, Michigan Avenue Chicago
2 bars/lounges
Banquet hall
2 bars/lounges
Indoor pool, sun loungers

3. Renaissance Chicago Downtown Hotel

Renaissance Chicago Downtown Hotel
Downtown Chicago
AED 1,484
AED 1,895 total
includes taxes & fees
20 Sep - 21 Sep
Renaissance Chicago Downtown Hotel
Seasonal outdoor pool, sun loungers
Breakfast, dinner and brunch served
Egyptian cotton sheets, premium bedding, down comforters, minibar
Luxury Penthouse (Suite) | City view

4. Viceroy Chicago

Viceroy Chicago
Downtown Chicago
  • Luxurious retreat in downtown Chicago offers rooftop terrace and seasonal pool near Michigan Avenue.
AED 1,389
AED 1,773 total
includes taxes & fees
4 Oct - 5 Oct
Viceroy Chicago
Terrace/patio
Lobby
Lounge
Bar (on property)

5. The Westin Chicago River North

The Westin Chicago River North
Downtown Chicago
  • Riverside luxury with stellar Chicago Theatre views awaits at this downtown hotel.
AED 1,433
AED 1,835 total
includes taxes & fees
19 Sep - 20 Sep
The Westin Chicago River North
Lobby
View from property
Lobby
Exterior

6. JW Marriott Chicago

JW Marriott Chicago
Downtown Chicago
  • Spa indulgence awaits in downtown Chicago where luxurious treatments and premium dining create memorable moments.
AED 1,403
AED 1,799 total
includes taxes & fees
3 Oct - 4 Oct
JW Marriott Chicago
Restaurant
City view
Restaurant
Daily cooked-to-order breakfast for a fee

7. Sofitel Chicago Magnificent Mile

Sofitel Chicago Magnificent Mile
Downtown Chicago
  • Art deco elegance and city views blend at this downtown Chicago hotel near Michigan Avenue.
AED 1,319
AED 1,677 total
includes taxes & fees
20 Sep - 21 Sep
Sofitel Chicago Magnificent Mile
Executive lounge
Exterior
Breakfast, lunch and dinner served
Breakfast, lunch and dinner served

8. Fairmont Chicago at Millennium Park

Fairmont Chicago at Millennium Park
Downtown Chicago
AED 1,090
AED 1,426 total
includes taxes & fees
27 Sep - 28 Sep
Fairmont Chicago at Millennium Park
Exterior
Breakfast, lunch and brunch served
Reception
Front of property

9. Hotel EMC2, Autograph Collection

Hotel EMC2, Autograph Collection
Downtown Chicago
AED 1,315
AED 1,563 total
includes taxes & fees
27 Sep - 28 Sep
Hotel EMC2, Autograph Collection
Dinner served
Exterior
Dinner served
Interior detail

10. Kimpton Gray Hotel by IHG

Kimpton Gray Hotel by IHG
Downtown Chicago
  • Luxurious Chicago escape with exceptional service delivers refined comfort and deep-soaking tubs in the heart of downtown.
AED 1,120
AED 1,450 total
includes taxes & fees
27 Sep - 28 Sep
Kimpton Gray Hotel by IHG
View all properties

Top Chicago Hotel Reviews

Hilton Chicago

Hilton Chicago

10/10 Excellent
"Great stay!"
Alan 1-night trip
Posted less than an hour ago
Hilton Chicago
Congress Plaza Hotel

Congress Plaza Hotel

8/10 Good
"Close to Millennium Park. Room was OK."
Ayse 1-night trip
Posted 1 hour ago
Congress Plaza Hotel
The Wade

The Wade

10/10 Excellent
"Great location, within walking distance of many different places, great food at the hotel, rooms are nice"
Jessica 2-night trip
Posted 1 hour ago
The Wade
Holiday Inn Chicago North-Evanston by IHG

Holiday Inn Chicago North-Evanston by IHG

10/10 Excellent
"Staff at the restaurant were awesome"
Adithya 4-night trip
Posted 2 hours ago
Holiday Inn Chicago North-Evanston by IHG
Hotel Saint Clair- Magnificent Mile

Hotel Saint Clair- Magnificent Mile

8/10 Good
"Great stay"
Priyanjali 2-night trip
Posted 3 hours ago
Hotel Saint Clair- Magnificent Mile
Hampton Inn Chicago Downtown/Magnificent Mile

Hampton Inn Chicago Downtown/Magnificent Mile

8/10 Good
"Our room was clean and always cool after being out all day on a sunny Labor Day weekend. The hotel had a room available for us to check in early. We took advantage of breakfast each morning and despite the fact that others complained about nowhere to sit for breakfast, we did not find that to be the case. Loved the location as we were close to many things. The elevators also seemed to be relatively available to us when we were leaving and coming back."
Christina 4-night trip
Posted 4 hours ago
Hampton Inn Chicago Downtown/Magnificent Mile
THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel

THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel

10/10 Excellent
"Nice hotel for a good price"
Ani 2-night trip
Posted 6 hours ago
THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel
The Chicago Hotel Collection - Magnificent Mile

The Chicago Hotel Collection - Magnificent Mile

10/10 Excellent
"Great!"
Priscilla 1-night trip
Posted 8 hours ago
The Chicago Hotel Collection - Magnificent Mile
Hilton Chicago O'Hare Airport

Hilton Chicago O'Hare Airport

10/10 Excellent
"Clean comfortable room. Great place to stay if you have an early flight. It’s a short walk to terminal and you don’t even have to go outside."
Cynthia 1-night trip
Posted 16 hours ago
Hilton Chicago O'Hare Airport

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 42 Chicago luxury hotels. Known for its great views and art, Chicago also has some interesting things to see and do including Soldier Field and Navy Pier, so you may want to take in the local sights during your visit.
What's the best luxury accommodation in Chicago?
L7 Chicago by LOTTE is a luxury hotel with in-room massages and valet parking, and it's a popular choice for Expedia travelers looking for an elegant place to stay. The Godfrey Hotel Chicago and The Wade 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 42 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 Soldier Field, Navy Pier, and Wrigley Field. If you have extra time while you're in the area, you might want to stop by Six Flags Great America and Michigan Avenue.
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.

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