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Chicago 5 star hotels

Search 8 Chicago Hotels

Flight only Hotel only Flight + Hotel

Recently booked Chicago hotels

Hotel Last booked Stars Price from
The Langham Chicago
The Loop
12 minutes ago 5 stars $364
Ritz-Carlton, a Four Seasons Hotel
Magnificent Mile
14 hours ago 5 stars $335
The Peninsula Chicago
Magnificent Mile
1 day ago 5 stars $316
Waldorf Astoria Chicago
Magnificent Mile
2 days ago 5 stars $277
Trump International Hotel and Tower Chicago
River North
2 days ago 5 stars $267
The James Chicago
River North
3 days ago 5 stars $136
Park Hyatt Chicago
Magnificent Mile
15 days ago 5 stars $260
Four Seasons Chicago
Magnificent Mile
21 days ago 5 stars $355

Chicago 5 Star Hotels

  • Chicago hotels

Featured Chicago 5 Star Hotels

From $364

1 The Langham Chicago

5 stars
4.9 / 5 9 reviews

330 N. Wabash Ave. Map

Advance Purchase Savings - Save 12%

From $277

2 Waldorf Astoria Chicago

5 stars
4.8 / 5 28 reviews

11 E. Walton Map

Best of Waldorf - Includes hotel credit

From $136

3 The James Chicago

5 stars
4.4 / 5 129 reviews

55 East Ontario Map

From $267

4 Trump International Hotel and Tower Chicago

5 stars
4.6 / 5 37 reviews

401 North Wabash Avenue Map

Save 20% on your stay

From $316

5 The Peninsula Chicago

5 stars
4.8 / 5 50 reviews

108 East Superior Street Map

Save 10% on your stay

From $335

6 Ritz-Carlton, a Four Seasons Hotel

5 stars
4.3 / 5 29 reviews

160 East Pearson Street Map

Rate includes Complimentary Parking

From $260

7 Park Hyatt Chicago

5 stars
4.7 / 5 15 reviews

800 North Michigan Ave Map

Includes Full Breakfast for 2 & Free Valet Parking

From $355

8 Four Seasons Chicago

5 stars
4.7 / 5 15 reviews

120 E. DELAWARE PLACE Map

Save 10% on your stay