Find Luxury Hotels in Chicago
Change your mind
Book hotels with free cancellation
Be picky
Search almost a million properties worldwide
Check availability on Chicago Luxury Hotels
Top Luxury Hotels in Chicago

Trump International Hotel & Tower Chicago
Trump International Hotel & Tower Chicago
9.4 out of 10, Exceptional, (1690)
The price is S$694
includes taxes & fees
7 Sept - 8 Sept

The Langham, Chicago
The Langham, Chicago
9.8 out of 10, Exceptional, (1000)
The price is S$818
includes taxes & fees
21 Sept - 22 Sept

The Peninsula Chicago
The Peninsula Chicago
9.8 out of 10, Exceptional, (1001)
The price is S$978
includes taxes & fees
14 Sept - 15 Sept

The Gwen, a Luxury Collection Hotel, Michigan Avenue Chicago
The Gwen, a Luxury Collection Hotel, Michigan Avenue Chicago
9.4 out of 10, Exceptional, (1001)
The price is S$605
includes taxes & fees
21 Sept - 22 Sept

Sofitel Chicago Magnificent Mile
Sofitel Chicago Magnificent Mile
9.4 out of 10, Exceptional, (2105)
The price is S$348
includes taxes & fees
1 Sept - 2 Sept

Thompson Chicago, by Hyatt
Thompson Chicago, by Hyatt
9.2 out of 10, Wonderful, (1208)
The price is S$307
includes taxes & fees
22 Sept - 23 Sept

Waldorf Astoria Chicago
Waldorf Astoria Chicago
9.4 out of 10, Exceptional, (1001)
The price is S$799
includes taxes & fees
21 Sept - 22 Sept

Radisson Blu Aqua Hotel Chicago
Radisson Blu Aqua Hotel Chicago
8.4 out of 10, Very good, (1632)
The price is S$329
includes taxes & fees
1 Sept - 2 Sept
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.
Luxury romantic hotels in Chicago

Nobu Hotel Chicago
Nobu Hotel Chicago
9.4 out of 10, Exceptional, (712)
The price is S$425
includes taxes & fees
21 Sept - 22 Sept
Luxury beach hotels in Chicago

The Peninsula Chicago
The Peninsula Chicago
9.8 out of 10, Exceptional, (1001)
The price is S$978
includes taxes & fees
14 Sept - 15 Sept
Luxury 4* hotels in Chicago

Sable at Navy Pier Chicago, Curio Collection by Hilton
Sable at Navy Pier Chicago, Curio Collection by Hilton
9.4 out of 10, Exceptional, (2087)
The price is S$283
includes taxes & fees
1 Sept - 2 Sept
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

Palmer House a Hilton Hotel
10/10 Excellent
Explore a world of travel with Expedia
Explore a world of travel with Expedia
Top areas for Luxury Hotels
More Hotel Options in Chicago
- Beach Resorts in Chicago
- Boutique Hotels in Chicago
- Budget Hotels in Chicago
- Business Hotels in Chicago
- Casino Hotels in Chicago
- Family friendly Hotels in Chicago
- Golf Hotels in Chicago
- Hotels near Shopping Areas in Chicago
- Hotels with Airport Shuttle in Chicago
- Hotels with Balcony in Chicago
- Hotels with Bars / Lounges in Chicago
- Hotels with Breakfast in Chicago
- Hotels with Early Check In in Chicago
- Hotels with Entertainment in Chicago
- Hotels with Gyms in Chicago
- Hotels with Hot Tubs in Chicago
- Hotels with Spa in Chicago
- Hotels with Swimming Pools in Chicago
- Hotels with connecting rooms in Chicago
- Hotels with free airport shuttle in Chicago
- Hotels with free breakfast in Chicago
- Hotels with free parking in Chicago
- Hotels with free wifi in Chicago
- Hotels with indoor pool in Chicago
- Hotels with kitchenette in Chicago
- Hotels with parking in Chicago
- Hotels with shuttle in Chicago
- Hotels with smoking rooms in Chicago
- Pet friendly Hotels in Chicago
- Romantic Hotels in Chicago
More Accommodation Types in Chicago
Hotels in Chicago by Star Rating
Explore more hotels
- InterContinental Chicago Magnificent Mile by IHG
- Hotel Felix River North/Magnificent Mile
- The Allegro Royal Sonesta Hotel Chicago Loop
- The Whitehall Hotel, BW Premier Collection
- Crowne Plaza Chicago West Loop by IHG
- Claridge House
- The Royal Sonesta Chicago Downtown
- Fairmont Chicago at Millennium Park
- River Hotel
- DoubleTree by Hilton Chicago - Magnificent Mile
- Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical
- The Royal Sonesta Chicago River North
- L7 Chicago by LOTTE
- Sheraton Grand Chicago Riverwalk
- Club Quarters Hotel, Central Loop, Chicago
- Marriott Chicago O'Hare
- Loews Chicago Hotel
- The Chicago Hotel Collection - Magnificent Mile
- Hilton Chicago O'Hare Airport
- LondonHouse Chicago, Curio Collection by Hilton