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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
Waldorf Astoria Chicago
Magnificent Mile
11 hours ago 5 stars $380
The James Chicago
River North
15 hours ago 5 stars $207
The Langham Chicago
The Loop
1 day ago 5 stars $367
The Peninsula Chicago
Magnificent Mile
2 days ago 5 stars $346
Park Hyatt Chicago
Magnificent Mile
2 days ago 5 stars $412
Four Seasons Chicago
Magnificent Mile
4 days ago 5 stars $470
Trump International Hotel and Tower Chicago
River North
4 days ago 5 stars $368
Ritz-Carlton, a Four Seasons Hotel
Magnificent Mile
16 days ago 5 stars $429

Chicago 5 Star Hotels

  • Chicago hotels

Featured Chicago 5 Star Hotels

From $346

1 The Peninsula Chicago

5 stars
4.8 / 5 60 reviews

108 East Superior Street Map

3rd Night Free

From $207

2 The James Chicago

5 stars
4.4 / 5 131 reviews

55 East Ontario Map

From $380

3 Waldorf Astoria Chicago

5 stars
4.8 / 5 33 reviews

11 E. Walton Map

Best of Waldorf - Includes hotel credit

From $368

4 Trump International Hotel and Tower Chicago

5 stars
4.6 / 5 45 reviews

401 North Wabash Avenue Map

From $470

5 Four Seasons Chicago

5 stars
4.8 / 5 16 reviews

120 E. DELAWARE PLACE Map

Book 3 Nights, Get One Night Free

From $367

6 The Langham Chicago

5 stars
4.9 / 5 22 reviews

330 N. Wabash Ave. Map

Save 10% on your stay

From $429

7 Ritz-Carlton, a Four Seasons Hotel

5 stars
4.4 / 5 31 reviews

160 East Pearson Street Map

Book 3 Nights, Get Last Night Free

From $412

8 Park Hyatt Chicago

5 stars
4.7 / 5 15 reviews

800 North Michigan Ave Map

Includes Full Breakfast for 2 & Free Valet Parking