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

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FREE
Picture of Kimpton Hotel Monaco Chicago in Chicago

Kimpton Hotel Monaco Chicago

(750 yards to city center)
  • 4.5 stars
Outstanding 4.6 / 5
from$169
$144
Picture of Radisson Blu Aqua Hotel Chicago in Chicago

Radisson Blu Aqua Hotel Chicago

(980 yards to city center)
  • 4.5 stars
Excellent 4.5 / 5
from
$179
Picture of Le Méridien Chicago - Oakbrook Center in Oak Brook

Le Méridien Chicago - Oakbrook Center

(17 miles to city center)
  • 4.5 stars
Excellent 4.5 / 5
from
$119
Picture of The Westin Chicago River North in Chicago

The Westin Chicago River North

(910 yards to city center)
  • 4.5 stars
Excellent 4.5 / 5
from
$149
Picture of Kimpton Hotel Palomar Chicago in Chicago

Kimpton Hotel Palomar Chicago

(1200 yards to city center)
  • 4.5 stars
Outstanding 4.6 / 5
from$189
$161
Picture of Trump International Hotel & Tower Chicago in Chicago

Trump International Hotel & Tower Chicago

(1000 yards to city center)
  • 5 stars
Outstanding 4.7 / 5
from$345
$276
Picture of The Ritz-Carlton, Chicago in Chicago

The Ritz-Carlton, Chicago

(1.2 miles to city center)
  • 5 stars
Excellent 4.5 / 5
from
$237
Picture of The Peninsula Chicago in Chicago

The Peninsula Chicago

(1.0 mile to city center)
  • 5 stars
Outstanding 4.9 / 5
from
$399
Picture of Ivy Boutique Hotel in Chicago

Ivy Boutique Hotel

(1600 yards to city center)
  • 4.5 stars
Excellent 4.5 / 5
from
$129
Picture of Waldorf Astoria Chicago in Chicago

Waldorf Astoria Chicago

(1.3 miles to city center)
  • 5 stars
Outstanding 4.7 / 5
from$345
$311
Picture of The Langham, Chicago in Chicago

The Langham, Chicago

(940 yards to city center)
  • 5 stars
Outstanding 4.9 / 5
from
$356
Picture of The Westin Lombard Yorktown Center in Lombard

The Westin Lombard Yorktown Center

(20 miles to city center)
  • 4.5 stars
Excellent 4.3 / 5
from
$129
Picture of Four Seasons Hotel Chicago in Chicago

Four Seasons Hotel Chicago

(1.3 miles to city center)
  • 5 stars
Outstanding 4.7 / 5
from
$400
Picture of Park Hyatt - Chicago in Chicago

Park Hyatt - Chicago

(1.1 miles to city center)
  • 5 stars
Outstanding 4.7 / 5
from
$278
Picture of LondonHouse Chicago, Curio Collection by Hilton in Chicago

LondonHouse Chicago, Curio Collection by Hilton

(880 yards to city center)
  • 4.5 stars
Outstanding 4.6 / 5
from$129
$110
Picture of Union League Club Of Chicago in Chicago

Union League Club Of Chicago

(370 yards to city center)
  • 4.5 stars
No Guest Reviews yet
Picture of Viceroy Chicago in Chicago

Viceroy Chicago

(1.5 miles to city center)
  • 4.5 stars
No Guest Reviews yet
from
$245
Picture of Kimpton Gray Hotel in Chicago

Kimpton Gray Hotel

(340 yards to city center)
  • 4.5 stars
Outstanding 4.7 / 5
Picture of Conrad Chicago in Chicago

Conrad Chicago

(1600 yards to city center)
  • 4.5 stars
Outstanding 4.6 / 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