5 Star Hotels in Chicago

  • Pay now or later on most rooms
  • Free cancellation on most rooms
  • Price Guarantee

Collect 10 nights get 1 free*

And look out for Secret Prices on select hotels

  1. 1
  2. 2
  3. 3
  4. 4
  5. 5
  6. 6
  7. 7
  8. 8
  9. 9
  10. 10
=
FREE
Choose This Five Star Hotel In Chicago

The James Chicago

(1500 yards to city center)
  • 4.5 stars
Excellent 4.5 / 5
from$159
$127
Choose This Five Star Hotel In Chicago

W Chicago - Lakeshore

(1.1 miles to city center)
  • 4.5 stars
Excellent 4.0 / 5
from
$189
Choose This Five Star Hotel In Chicago

InterContinental Chicago Magnificent Mile

(1300 yards to city center)
  • 4.5 stars
Excellent 4.2 / 5
from$170
$169
Choose This Five Star Hotel In Chicago

Thompson Chicago

(1.4 miles to city center)
  • 4.5 stars
Outstanding 4.7 / 5
from$259
$246
Choose This Five Star Hotel In Chicago

Kimpton Hotel Monaco Chicago

(750 yards to city center)
  • 4.5 stars
Outstanding 4.6 / 5
from
$151
Choose This Five Star Hotel In Chicago

Radisson Blu Aqua Hotel Chicago

(980 yards to city center)
  • 4.5 stars
Excellent 4.5 / 5
from
$216
Choose This Five Star Hotel In Oak Brook

Le Méridien Chicago - Oakbrook Center

(17 miles to city center)
  • 4.5 stars
Excellent 4.5 / 5
from
$129
Choose This Five Star Hotel In Chicago

The Westin Chicago River North

(910 yards to city center)
  • 4.5 stars
Excellent 4.5 / 5
from
$209
Choose This Five Star Hotel In Chicago

Kimpton Hotel Palomar Chicago

(1200 yards to city center)
  • 4.5 stars
Outstanding 4.6 / 5
from
$189
Choose This Five Star Hotel In Chicago

Trump International Hotel & Tower Chicago

(1000 yards to city center)
  • 5 stars
Outstanding 4.7 / 5
from$365
$316
Choose This Five Star Hotel In Chicago

The Ritz-Carlton, Chicago

(1.2 miles to city center)
  • 5 stars
Excellent 4.5 / 5
from
$329
Choose This Five Star Hotel In Chicago

The Peninsula Chicago

(1.0 mile to city center)
  • 5 stars
Outstanding 4.9 / 5
from
$399
Choose This Five Star Hotel In Chicago

Ivy Boutique Hotel

(1600 yards to city center)
  • 4.5 stars
Excellent 4.5 / 5
from
$149
Choose This Five Star Hotel In Chicago

Waldorf Astoria Chicago

(1.3 miles to city center)
  • 5 stars
Outstanding 4.7 / 5
from
$365
Choose This Five Star Hotel In Chicago

The Langham, Chicago

(940 yards to city center)
  • 5 stars
Outstanding 4.9 / 5
from
$350
Choose This Five Star Hotel In Lombard

The Westin Lombard Yorktown Center

(20 miles to city center)
  • 4.5 stars
Excellent 4.3 / 5
from
$135
Choose This Five Star Hotel In Chicago

Four Seasons Hotel Chicago

(1.3 miles to city center)
  • 5 stars
Outstanding 4.7 / 5
from
$395
Choose This Five Star Hotel In Chicago

Park Hyatt - Chicago

(1.1 miles to city center)
  • 5 stars
Outstanding 4.7 / 5
from
$262
Choose This Five Star Hotel In Chicago

LondonHouse Chicago, Curio Collection by Hilton

(880 yards to city center)
  • 4.5 stars
Outstanding 4.6 / 5
from
$149
Choose This Five Star Hotel In Chicago

Union League Club Of Chicago

(370 yards to city center)
  • 4.5 stars
No Guest Reviews yet
Choose This Five Star Hotel In Chicago

Viceroy Chicago

(1.5 miles to city center)
  • 4.5 stars
No Guest Reviews yet
Choose This Five Star Hotel In Chicago

Kimpton Gray Hotel

(340 yards to city center)
  • 4.5 stars
Outstanding 4.7 / 5
Choose This Five Star Hotel In Chicago

Conrad Chicago

(1600 yards to city center)
  • 4.5 stars
Outstanding 4.7 / 5

Collect 10 nights get 1 free*

And look out for Secret Prices on select hotels

  1. 1
  2. 2
  3. 3
  4. 4
  5. 5
  6. 6
  7. 7
  8. 8
  9. 9
  10. 10
=
FREE