Special Hotel Deals 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 Indian Lakes Hotel in Bloomingdale

Indian Lakes Hotel

(25 miles to city center)
  • 3.5 stars
Good 3.7 / 5
from
$99
  • Flash sale: save 30%Book by: May 17, 2018. Valid for stays before Jun 28, 2018
Picture of Hotel Felix Chicago in Chicago

Hotel Felix Chicago

(1700 yards to city center)
  • 4 stars
Excellent 4.0 / 5
from$139
$120
  • Private sale: save 20%Book by: Jun 30, 2018. All deals valid for stays before Jun 30, 2018
  • Save 10%Book by: Jun 30, 2018. All deals valid for stays before Jun 30, 2018
Picture of Crowne Plaza Chicago West Loop in Chicago

Crowne Plaza Chicago West Loop

(1700 yards to city center)
  • 3.5 stars
Excellent 4.2 / 5
from
$149
  • Private sale: save 25%Book by: Sep 6, 2018. All deals valid for stays between May 24, 2018 and {1}
  • Private sale: save 20%Book by: Sep 6, 2018. All deals valid for stays between May 24, 2018 and {1}
  • Private sale: save 15%Book by: Sep 6, 2018. All deals valid for stays between May 24, 2018 and {1}
Picture of Renaissance Chicago North Shore Hotel in Northbrook

Renaissance Chicago North Shore Hotel

(20 miles to city center)
  • 4 stars
Excellent 4.3 / 5
from
$109
  • Private sale: save 10%Book by: May 13, 2018. All deals valid for stays before Jun 30, 2018
  • Private sale: save 10%Book by: May 14, 2018. All deals valid for stays before Jun 30, 2018
  • Private sale: save 10%Book by: May 15, 2018. All deals valid for stays before Jun 30, 2018
  • Private sale: save 10%Book by: May 16, 2018. All deals valid for stays before Jun 30, 2018
  • Private sale: save 10%Book by: May 17, 2018. All deals valid for stays before Jun 30, 2018
  • Private sale: save 10%Book by: May 18, 2018. All deals valid for stays before Jun 30, 2018
  • Private sale: save 10%Book by: May 19, 2018. All deals valid for stays before Jun 30, 2018
  • Private sale: save 10%Book by: May 20, 2018. All deals valid for stays before Jun 30, 2018
  • Private sale: save 10%Book by: May 21, 2018. All deals valid for stays before Jun 30, 2018
  • Private sale: save 10%Book by: May 22, 2018. All deals valid for stays before Jun 30, 2018
Picture of The Glen Club in Glenview

The Glen Club

(18 miles to city center)
  • 3.5 stars
Excellent 4.3 / 5
from$165
$140
  • Seasonal deal: save 10%Book by: May 31, 2018. All deals valid for stays before Jun 26, 2018
  • Seasonal deal: save 15%Book by: Jun 30, 2018. All deals valid for stays between Jun 1, 2018 and {1}
Picture of Dewitt Hotel and Suites in Chicago

Dewitt Hotel and Suites

(1.4 miles to city center)
  • 3 stars
Good 3.8 / 5
from$149
$134
  • Save 24%Book by: Jun 30, 2018. Valid for stays before Nov 30, 2018
Picture of Courtyard by Marriott Chicago Glenview/Northbrook in Glenview

Courtyard by Marriott Chicago Glenview/Northbrook

(19 miles to city center)
  • 3 stars
Excellent 4.5 / 5
from
$109
  • Private sale: save 15%Book by: May 30, 2018. All deals valid for stays between May 28, 2018 and {1}
  • Tonight only: save 15%Book by: May 13, 2018. All deals valid for stays before May 13, 2018
  • Tonight only: save 10%Book by: May 13, 2018. All deals valid for stays before May 13, 2018
Picture of Sheraton Suites Chicago O'Hare  in Rosemont

Sheraton Suites Chicago O'Hare

(15 miles to city center)
  • 3.5 stars
Excellent 4.3 / 5
from
$134
  • Private sale: save 20%Book by: May 14, 2018. All deals valid for stays between May 24, 2018 and {1}
  • Private sale: save 20%Book by: May 15, 2018. All deals valid for stays between May 24, 2018 and {1}
  • Private sale: save 20%Book by: May 16, 2018. All deals valid for stays between May 24, 2018 and {1}
  • Private sale: save 20%Book by: May 17, 2018. All deals valid for stays between May 24, 2018 and {1}
  • Private sale: save 20%Book by: May 18, 2018. All deals valid for stays between May 24, 2018 and {1}
  • Private sale: save 20%Book by: May 19, 2018. All deals valid for stays between May 24, 2018 and {1}
  • Private sale: save 20%Book by: May 20, 2018. All deals valid for stays between May 24, 2018 and {1}
  • Private sale: save 20%Book by: May 21, 2018. All deals valid for stays between May 24, 2018 and {1}
  • Private sale: save 20%Book by: May 22, 2018. All deals valid for stays between May 24, 2018 and {1}
  • Private sale: save 20%Book by: May 23, 2018. All deals valid for stays between May 24, 2018 and {1}
Picture of Wingate by Wyndham Schaumburg / Convention Center in Schaumburg

Wingate by Wyndham Schaumburg / Convention Center

(26 miles to city center)
  • 3 stars
Excellent 4.2 / 5
from
$76
  • Tonight only: save 10%Book by: May 20, 2018. All deals valid for stays before Jun 10, 2018
  • Sale!Book by: May 23, 2018. All deals valid for stays before May 24, 2018
Picture of Ambassador Chicago in Chicago

Ambassador Chicago

(1.7 miles to city center)
  • 4 stars
Excellent 4.1 / 5
from$189
$161
  • Private sale: save 12%Book by: May 31, 2018. All deals valid for stays before Sep 6, 2018
  • Seasonal deal: save 10%Book by: May 31, 2018. All deals valid for stays before Sep 6, 2018
  • Book early and save 0%Book by: May 31, 2018. All deals valid for stays before Mar 31, 2019Must be booked 3 days before check in
  • Private sale: save 20%Book by: May 16, 2018. All deals valid for stays before May 16, 2018
Picture of Wyndham Chicago O'Hare in Des Plaines

Wyndham Chicago O'Hare

(16 miles to city center)
  • 3 stars
Good 3.8 / 5
from$119
$101
  • Save 20%Book by: Aug 31, 2018. All deals valid for stays before Aug 31, 2018
  • Save 15%Book by: May 31, 2018. All deals valid for stays before Jun 30, 2018
  • Private sale: save 20%Book by: Aug 31, 2018. All deals valid for stays before Aug 31, 2018
  • Sale!Book by: May 23, 2018. All deals valid for stays before May 24, 2018
Picture of DoubleTree by Hilton Chicago - North Shore Conference Center in Skokie

DoubleTree by Hilton Chicago - North Shore Conference Center

(13 miles to city center)
  • 3.5 stars
Excellent 4.1 / 5
from
$131
  • Private sale: save 10%Book by: May 13, 2018. All deals valid for stays before Jun 30, 2018
  • Private sale: save 10%Book by: May 14, 2018. All deals valid for stays before Jun 30, 2018
  • Private sale: save 10%Book by: May 15, 2018. All deals valid for stays before Jun 30, 2018
  • Private sale: save 10%Book by: May 16, 2018. All deals valid for stays before Jun 30, 2018
  • Private sale: save 10%Book by: May 17, 2018. All deals valid for stays before Jun 30, 2018
  • Private sale: save 10%Book by: May 18, 2018. All deals valid for stays before Jun 30, 2018
  • Private sale: save 10%Book by: May 19, 2018. All deals valid for stays before Jun 30, 2018
  • Private sale: save 10%Book by: May 20, 2018. All deals valid for stays before Jun 30, 2018
  • Private sale: save 10%Book by: May 21, 2018. All deals valid for stays before Jun 30, 2018
  • Private sale: save 10%Book by: May 22, 2018. All deals valid for stays before Jun 30, 2018
Picture of Chicago South Loop Hotel in Chicago

Chicago South Loop Hotel

(2.4 miles to city center)
  • 3 stars
Good 3.9 / 5
from$109
$98
  • 24 hour deal: save 27%Book by: May 18, 2018. All deals valid for stays between May 23, 2018 and {1}
  • 24 hour deal: save 25%Book by: May 18, 2018. All deals valid for stays between May 23, 2018 and {1}
  • Seasonal deal: save 10%Book by: May 31, 2018. All deals valid for stays before Jun 26, 2018
  • Book early and save 10%Book by: Jul 19, 2018. All deals valid for stays before Jul 24, 2018Must be booked 5 days before check in
Picture of Courtyard by Marriott Chicago Schaumburg/Woodfield Mall in Schaumburg

Courtyard by Marriott Chicago Schaumburg/Woodfield Mall

(24 miles to city center)
  • 3 stars
Excellent 4.5 / 5
from
$119
  • Private sale: save 0%Book by: May 31, 2018. Valid for stays before Jul 8, 2018
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
$220
  • Limited Time Offer!Book by: May 31, 2018. Valid for stays before Sep 3, 2018
Picture of Holiday Inn Chicago North Shore in Skokie

Holiday Inn Chicago North Shore

(11 miles to city center)
  • 3 stars
Good 3.7 / 5
from
$110
  • Private sale: save 20%Book by: May 13, 2018. All deals valid for stays before Nov 30, 2018
  • Private sale: save 20%Book by: May 14, 2018. All deals valid for stays before Nov 30, 2018
  • Private sale: save 20%Book by: May 15, 2018. All deals valid for stays before Nov 30, 2018
  • Private sale: save 20%Book by: May 16, 2018. All deals valid for stays before Nov 30, 2018
  • Private sale: save 20%Book by: May 17, 2018. All deals valid for stays before Nov 30, 2018
  • Private sale: save 20%Book by: May 18, 2018. All deals valid for stays before Nov 30, 2018
  • Private sale: save 20%Book by: May 19, 2018. All deals valid for stays before Nov 30, 2018
  • Private sale: save 20%Book by: May 20, 2018. All deals valid for stays before Nov 30, 2018
  • Private sale: save 20%Book by: May 21, 2018. All deals valid for stays before Nov 30, 2018
  • Private sale: save 20%Book by: May 22, 2018. All deals valid for stays before Nov 30, 2018
Picture of SpringHill Suites by Marriott Chicago Schaumburg/Woodfield in Schaumburg

SpringHill Suites by Marriott Chicago Schaumburg/Woodfield

(24 miles to city center)
  • 3 stars
Excellent 4.4 / 5
from
$99
  • Private sale: save 0%Book by: May 31, 2018. All deals valid for stays before Jul 8, 2018
  • Private sale: save 0%Book by: May 31, 2018. All deals valid for stays before Jul 8, 2018
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
$251
  • Private sale: save 5%Book by: May 31, 2018. All deals valid for stays between May 24, 2018 and {1}
  • Private sale: save 0%Book by: May 13, 2018. All deals valid for stays before May 13, 2018
Picture of AmericInn by Wyndham Schaumburg in Schaumburg

AmericInn by Wyndham Schaumburg

(24 miles to city center)
  • 3 stars
Excellent 4.0 / 5
from
$79
  • Flash sale: save 20%Book by: Jun 14, 2018. Valid for stays between May 28, 2018 and {1}
Picture of Country Inn & Suites by Radisson, Schaumburg, IL in Schaumburg

Country Inn & Suites by Radisson, Schaumburg, IL

(26 miles to city center)
  • 3 stars
Excellent 4.3 / 5
from
$89
  • Limited Time Offer!Book by: May 31, 2018. Valid for stays before Sep 3, 2018
Picture of Country Inn & Suites by Radisson, Elk Grove Village/Itasca in Chicago

Country Inn & Suites by Radisson, Elk Grove Village/Itasca

(22 miles to city center)
  • 3 stars
Excellent 4.2 / 5
from
$95
  • Limited Time Offer!Book by: May 31, 2018. Valid for stays before Sep 3, 2018
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$279
$209
  • Sale!Book by: Jun 4, 2018. Valid for stays before Sep 14, 2018
Picture of Swissotel - Chicago in Chicago

Swissotel - Chicago

(1100 yards to city center)
  • 4.5 stars
Excellent 4.4 / 5
from$209
$157
  • Save 30%Book by: Aug 31, 2018. All deals valid for stays before Dec 30, 2018
  • Private sale: save 20%Book by: May 13, 2018. All deals valid for stays before May 30, 2018
Picture of Inn of Chicago in Chicago

Inn of Chicago

(1500 yards to city center)
  • 3 stars
Good 3.4 / 5
from$119
$95
  • Save 20%Book by: May 13, 2018. All deals valid for stays before Mar 31, 2019
  • Save 20%Book by: May 14, 2018. All deals valid for stays before Mar 31, 2019
  • Save 20%Book by: May 15, 2018. All deals valid for stays before Mar 31, 2019
  • Save 20%Book by: May 16, 2018. All deals valid for stays before Mar 31, 2019
  • Save 20%Book by: May 17, 2018. All deals valid for stays before Mar 31, 2019
  • Save 20%Book by: May 18, 2018. All deals valid for stays before Mar 31, 2019
  • Save 20%Book by: May 19, 2018. All deals valid for stays before Mar 31, 2019
  • Save 20%Book by: May 20, 2018. All deals valid for stays before Mar 31, 2019
  • Save 20%Book by: May 21, 2018. All deals valid for stays before Mar 31, 2019
  • Save 20%Book by: May 22, 2018. All deals valid for stays before Mar 31, 2019
Picture of Virgin Hotels Chicago in Chicago

Virgin Hotels Chicago

(660 yards to city center)
  • 4.5 stars
Outstanding 4.8 / 5
from
$209
  • Private sale: save 18%Book by: Jul 10, 2018. Valid for stays before Jul 10, 2018

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