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Check availability on Chicago Luxury Hotels

Tonight
5 Sep - 6 Sep
Tomorrow
6 Sep - 7 Sep
Next weekend
11 Sep - 13 Sep
In two weeks
18 Sep - 20 Sep

Our top choices for Chicago luxury hotels

Frette Italian sheets, premium bedding, in-room safe, desk
Lobby
Exterior
Lobby

1. 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 1,925
AED 2,397 total
includes taxes & fees
6 Sep - 7 Sep
The Gwen, a Luxury Collection Hotel, Michigan Avenue Chicago
Lounge
Library
Exterior
Lobby

2. 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 1,451
AED 1,876 total
includes taxes & fees
6 Sep - 7 Sep
Pendry Chicago
2 bars/lounges
Banquet hall
Indoor pool, sun loungers
2 bars/lounges

3. Renaissance Chicago Downtown Hotel

Renaissance Chicago Downtown Hotel
Downtown Chicago
AED 1,278
AED 1,651 total
includes taxes & fees
12 Sep - 13 Sep
Renaissance Chicago Downtown Hotel
Lobby
Lobby
Couples treatment rooms, steam room, body treatments
Exterior

4. JW Marriott Chicago

JW Marriott Chicago
Downtown Chicago
  • Spa indulgence awaits in downtown Chicago where luxurious treatments and premium dining create memorable moments.
AED 1,282
AED 1,655 total
includes taxes & fees
6 Sep - 7 Sep
JW Marriott Chicago
Seasonal outdoor pool, sun loungers
Breakfast, dinner and brunch served
Egyptian cotton sheets, premium bedding, down comforters, minibar
Luxury Penthouse (Suite) | Egyptian cotton sheets, premium bedding, down comforters, minibar

5. Viceroy Chicago

Viceroy Chicago
Downtown Chicago
  • Luxurious retreat in downtown Chicago offers rooftop terrace and seasonal pool near Michigan Avenue.
AED 1,154
AED 1,494 total
includes taxes & fees
7 Sep - 8 Sep
Viceroy Chicago
Terrace/patio
Bar (on property)
Lounge
Premium bedding, down comforters, pillowtop beds, in-room safe

6. 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 1,172
AED 1,524 total
includes taxes & fees
11 Sep - 12 Sep
The Westin Chicago River North
55-inch LCD TV with cable channels, TV, pay movies
Breakfast, lunch, dinner and brunch served
Breakfast, lunch, dinner and brunch served
55-inch LCD TV with cable channels, TV, pay movies

7. L7 Chicago by LOTTE

L7 Chicago by LOTTE
Downtown Chicago
AED 949
AED 1,128 total
includes taxes & fees
27 Sep - 28 Sep
L7 Chicago by LOTTE
2 bars/lounges, rooftop bar
2 bars/lounges, rooftop bar
Breakfast, lunch, dinner and brunch served
Lobby

8. theWit Chicago, a Hilton Hotel

theWit Chicago, a Hilton Hotel
Downtown Chicago
  • Luxuriate in downtown Chicago at this full-service spa hotel steps from Michigan Avenue and the Riverwalk.
AED 1,008
AED 1,306 total
includes taxes & fees
7 Sep - 8 Sep
theWit Chicago, a Hilton Hotel
Exterior detail
Lobby sitting area
Exterior
Reception

9. The Emily Hotel

The Emily Hotel
Downtown Chicago
AED 876
AED 1,041 total
includes taxes & fees
7 Sep - 8 Sep
The Emily Hotel
4 restaurants; breakfast, lunch, dinner, and brunch served
Ballroom
Sports facility
Exterior

10. Chicago Athletic Association, a Hyatt Hotel

Chicago Athletic Association, a Hyatt Hotel
Downtown Chicago
  • Historic Chicago landmark with designer rooms and rooftop terrace invites guests into elegant luxury steps from Millennium Park.
AED 1,028
AED 1,362 total
includes taxes & fees
7 Sep - 8 Sep
Chicago Athletic Association, a Hyatt Hotel
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Top Chicago Hotel Reviews

Hyatt Regency Chicago

Hyatt Regency Chicago

10/10 Excellent
"Great hotel and a nice spot for everything you need, walked around and explored! 10/10 great experience!"
Seth 2-night trip
Posted 1 hour ago
Hyatt Regency Chicago
L7 Chicago by LOTTE

L7 Chicago by LOTTE

10/10 Excellent
"Great location. Clean and nice. Thanks!"
DENNIS 2-night trip
Posted 1 hour ago
L7 Chicago by LOTTE
Fairmont Chicago at Millennium Park

Fairmont Chicago at Millennium Park

10/10 Excellent
"The staff were amazing and helpful!"
Jake 1-night trip
Posted 3 hours ago
Fairmont Chicago at Millennium Park
The Chicago Hotel Collection - Magnificent Mile

The Chicago Hotel Collection - Magnificent Mile

10/10 Excellent
"close to everything, valet was helpful friendly and welcoming. easy to check in and out, great vibes on a stay night with dj in lobby"
melissa 1-night trip
Posted 3 hours ago
The Chicago Hotel Collection - Magnificent Mile
The Wade

The Wade

10/10 Excellent
"Great hotel"
Allison 2-night trip
Posted 5 hours ago
The Wade
Hampton Inn Chicago Downtown/Magnificent Mile

Hampton Inn Chicago Downtown/Magnificent Mile

8/10 Good
"Me and wife stay 3 nights is Hampton Inn from Aug 31 to Sept3 2026.It is 40 stories hotel. The hotel location is excellent, beautiful in Chicago, very close to Michgan Ave Magnificent Mile, the most beautiful area, high rise buildings and shopping stores. Close to Lake, close to chicago River side, close to Millennium park. Breakfast was ok, not high level, just so, so, Baggage in and out room service was not available when we reached we took our own bags to room. No swimming pool was available. Close to hospital block, .For food Asian food Indian restaurant available on walking distance. I recommend this hotel to tourists coming for Chicago buildings, and other attractions. Mahboob Mian Canada."
Mahboob 3-night trip
Posted 21 hours ago
Hampton Inn Chicago Downtown/Magnificent Mile

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?
Palmer House a Hilton Hotel is a luxury hotel with a full-service spa and a 24-hour health club, and it's a popular choice for Expedia travelers looking for an elegant place to stay. L7 Chicago by LOTTE and The Godfrey Hotel Chicago 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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