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Chicago 5 star hotels

Room 1
*Ages of children at time of trip (for pricing, discounts)

Recently booked Chicago hotels

Hotel Last booked Stars Price from
The James Chicago
River North
4 hours ago 5 stars $167
The Langham Chicago
The Loop
5 hours ago 5 stars $297
Trump International Hotel and Tower Chicago
River North
19 hours ago 5 stars $316
Four Seasons Chicago
Magnificent Mile
1 day ago 5 stars $364
Ritz-Carlton, a Four Seasons Hotel
Magnificent Mile
2 days ago 5 stars $395
The Peninsula Chicago
Magnificent Mile
3 days ago 5 stars $263
Waldorf Astoria Chicago
Magnificent Mile
3 days ago 5 stars $355
Park Hyatt Chicago
Magnificent Mile
5 days ago 5 stars $345

Chicago 5 Star Hotels

  • Chicago hotels

Featured Chicago 5 Star Hotels

From $316

1 Trump International Hotel and Tower Chicago

5 stars
4.6 / 5 51 reviews

401 North Wabash Avenue Map

From $263

2 The Peninsula Chicago

5 stars
4.8 / 5 63 reviews

108 East Superior Street Map

From $297

3 The Langham Chicago

5 stars
4.9 / 5 21 reviews

330 N. Wabash Ave. Map

Save 10% on your stay

From $167

4 The James Chicago

5 stars
4.4 / 5 147 reviews

55 East Ontario Map

Rate includes up to 20% off

From $355

5 Waldorf Astoria Chicago

5 stars
4.8 / 5 32 reviews

11 E. Walton Map

Best of Waldorf - Includes hotel credit

From $345

6 Park Hyatt Chicago

5 stars
4.7 / 5 15 reviews

800 North Michigan Ave Map

Includes Full Breakfast for 2 & Free Valet Parking

From $348

7 Ritz-Carlton, a Four Seasons Hotel

5 stars
4.3 / 5 30 reviews

160 East Pearson Street Map

Book 3 Nights, Get Last Night Free

From $364

8 Four Seasons Chicago

5 stars
4.8 / 5 16 reviews

120 E. DELAWARE PLACE Map

Book 3 Nights, Get One Night Free