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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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
$101
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
$99
Picture of Fairmont Chicago at Millennium Park in Chicago

Fairmont Chicago at Millennium Park

(920 yards to city center)
  • 4.5 stars
Excellent 4.3 / 5
from$149
$134
Picture of Thompson Chicago in Chicago

Thompson Chicago

(1.4 miles to city center)
  • 4.5 stars
Outstanding 4.8 / 5
from$209
$167
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
$249
Picture of Waldorf Astoria Chicago in Chicago

Waldorf Astoria Chicago

(1.3 miles to city center)
  • 5 stars
Outstanding 4.7 / 5
from
$325
Picture of Park Hyatt - Chicago in Chicago

Park Hyatt - Chicago

(1.1 miles to city center)
  • 5 stars
Outstanding 4.7 / 5
from
$295
Picture of Sofitel Chicago Magnificent Mile in Chicago

Sofitel Chicago Magnificent Mile

(1.2 miles to city center)
  • 4.5 stars
Outstanding 4.6 / 5
from
$139
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
$153
Picture of InterContinental Chicago Magnificent Mile in Chicago

InterContinental Chicago Magnificent Mile

(1300 yards to city center)
  • 4.5 stars
Excellent 4.2 / 5
from
$126
Picture of The Westin Michigan Avenue Chicago in Chicago

The Westin Michigan Avenue Chicago

(1.3 miles to city center)
  • 4.5 stars
Excellent 4.3 / 5
from$101
$91
Picture of Ivy Boutique Hotel in Chicago

Ivy Boutique Hotel

(1600 yards to city center)
  • 4.5 stars
Excellent 4.5 / 5
from
$99
Picture of theWit Chicago - a DoubleTree by Hilton Hotel in Chicago

theWit Chicago - a DoubleTree by Hilton Hotel

(630 yards to city center)
  • 4.5 stars
Excellent 4.4 / 5
from
$115
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
$129
Picture of The Gwen, a Luxury Collection Hotel, Michigan Avenue Chicago in Chicago

The Gwen, a Luxury Collection Hotel, Michigan Avenue Chicago

(1300 yards to city center)
  • 4.5 stars
Excellent 4.5 / 5
from
$109
Picture of Viceroy Chicago in Chicago

Viceroy Chicago

(1.5 miles to city center)
  • 4.5 stars
Outstanding 4.8 / 5
from$195
$166
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 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
Picture of Stay Alfred Apartments on Illinois St. in Chicago

Stay Alfred Apartments on Illinois St.

(1400 yards to city center)
  • 4.5 stars
Excellent 4.5 / 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