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 DoubleTree by Hilton Chicago - Schaumburg in Schaumburg

DoubleTree by Hilton Chicago - Schaumburg

(24 miles to city center)
  • 3.5 stars
Excellent 4.1 / 5
from
$89
  • Private sale: save 22%Book by: Jan 17, 2018. All deals valid for stays before Dec 30, 2018
  • Private sale: save 22%Book by: Jan 18, 2018. All deals valid for stays before Dec 30, 2018
  • Private sale: save 22%Book by: Jan 19, 2018. All deals valid for stays before Dec 30, 2018
  • Private sale: save 22%Book by: Jan 20, 2018. All deals valid for stays before Dec 30, 2018
  • Private sale: save 22%Book by: Jan 21, 2018. All deals valid for stays before Dec 30, 2018
  • Private sale: save 22%Book by: Jan 22, 2018. All deals valid for stays before Dec 30, 2018
  • Private sale: save 22%Book by: Jan 23, 2018. All deals valid for stays before Dec 30, 2018
  • Private sale: save 22%Book by: Jan 24, 2018. All deals valid for stays before Dec 30, 2018
  • Private sale: save 22%Book by: Jan 25, 2018. All deals valid for stays before Dec 30, 2018
  • Private sale: save 22%Book by: Jan 26, 2018. All deals valid for stays before Dec 30, 2018
Picture of Hyatt Regency McCormick Place in Chicago

Hyatt Regency McCormick Place

(2 miles to city center)
  • 4 stars
Excellent 4.4 / 5
from
$99
  • 24 hour deal: save 25%Book by: Feb 2, 2018. All deals valid for stays between Feb 2, 2018 and {1}
  • Limited time offer: save 25%Book by: Feb 3, 2018. All deals valid for stays between Feb 3, 2018 and {1}
  • 24 hour deal: save 25%Book by: Feb 27, 2018. All deals valid for stays between Feb 27, 2018 and {1}
  • Limited time offer: save 25%Book by: Feb 28, 2018. All deals valid for stays between Feb 28, 2018 and {1}
Picture of The Majestic Hotel in Chicago

The Majestic Hotel

(4.7 miles to city center)
  • 3 stars
Excellent 4.0 / 5
from$99
$84
  • Limited time offer: save 25%Book by: Jan 18, 2018. Valid for stays before Apr 5, 2018
Picture of Hotel Lincoln in Chicago

Hotel Lincoln

(2.4 miles to city center)
  • 4 stars
Excellent 4.3 / 5
from
$109
  • Private sale: save 15%Book by: Apr 30, 2018. All deals valid for stays before Dec 24, 2018
  • Private sale: save 20%Book by: Mar 31, 2018. All deals valid for stays between Feb 4, 2018 and {1}
Picture of Holiday Inn Chicago West - Itasca in Itasca

Holiday Inn Chicago West - Itasca

(21 miles to city center)
  • 3 stars
Excellent 4.0 / 5
from
$79
  • Seasonal deal: save 22%Book by: Jan 31, 2018. All deals valid for stays before Apr 30, 2018
  • Private sale: save 20%Book by: Jan 18, 2018. All deals valid for stays before Jun 30, 2018
  • Private sale: save 20%Book by: Jan 19, 2018. All deals valid for stays before Jun 30, 2018
  • Private sale: save 20%Book by: Jan 20, 2018. All deals valid for stays before Jun 30, 2018
  • Private sale: save 20%Book by: Jan 21, 2018. All deals valid for stays before Jun 30, 2018
  • Private sale: save 20%Book by: Jan 22, 2018. All deals valid for stays before Jun 30, 2018
  • Private sale: save 20%Book by: Jan 23, 2018. All deals valid for stays before Jun 30, 2018
  • Private sale: save 20%Book by: Jan 24, 2018. All deals valid for stays before Jun 30, 2018
  • Private sale: save 20%Book by: Jan 25, 2018. All deals valid for stays before Jun 30, 2018
  • Private sale: save 20%Book by: Jan 26, 2018. All deals valid for stays before Jun 30, 2018
Picture of City Suites Hotel in Chicago

City Suites Hotel

(4.3 miles to city center)
  • 3 stars
Good 3.9 / 5
from$99
$84
  • Limited time offer: save 25%Book by: Jan 18, 2018. Valid for stays before Apr 5, 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$89
$80
  • 24 hour deal: save 25%Book by: Jan 22, 2018. All deals valid for stays between Jan 22, 2018 and {1}
  • Private sale: save 20%Book by: Mar 31, 2018. All deals valid for stays before Mar 31, 2018
  • Private sale: save 15%Book by: Mar 31, 2018. All deals valid for stays before Mar 31, 2018
  • Save 14%Book by: Mar 31, 2018. All deals valid for stays before Mar 31, 2018
  • Private sale: save 10%Book by: Mar 31, 2018. All deals valid for stays before Mar 31, 2018
  • Save 9%Book by: Mar 31, 2018. All deals valid for stays before Mar 31, 2018
Picture of HI Chicago in Chicago

HI Chicago

(630 yards to city center)
  • 1.5 stars
Excellent 4.4 / 5
from$30
$27
  • Save 10%Book by: Feb 28, 2018. All deals valid for stays before Feb 28, 2018
  • Save 20%Book by: Feb 28, 2018. All deals valid for stays before Feb 28, 2018
  • Save 15%Book by: Feb 28, 2018. All deals valid for stays before Feb 28, 2018
  • Private sale: save 10%Book by: Feb 28, 2018. All deals valid for stays before Feb 28, 2018
  • Tonight only: save 25%Book by: Jan 31, 2018. All deals valid for stays before Jan 31, 2018
Picture of Best Western Plus Chicagoland - Countryside in Countryside

Best Western Plus Chicagoland - Countryside

(15 miles to city center)
  • 3.5 stars
Excellent 4.2 / 5
from
$93
  • Private sale: save 15%Book by: Mar 31, 2018. All deals valid for stays before Mar 31, 2018
  • Private sale: save 12%Book by: Mar 31, 2018. All deals valid for stays before Mar 31, 2018
  • Private sale: save 10%Book by: Mar 31, 2018. All deals valid for stays before Mar 31, 2018
  • Save 14%Book by: Mar 31, 2018. All deals valid for stays before Mar 31, 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
$124
  • Private sale: save 5%Book by: Jan 20, 2018. Valid for stays before Feb 28, 2018
Picture of Red Roof Inn PLUS+ Chicago - Willowbrook in Willowbrook

Red Roof Inn PLUS+ Chicago - Willowbrook

(19 miles to city center)
  • 2.5 stars
Good 3.7 / 5
from$67
$60
  • Limited time offer: save 30%Book by: Jan 18, 2018. All deals valid for stays before Apr 30, 2018
  • Seasonal deal: save 10%Book by: Jan 31, 2018. All deals valid for stays before Mar 31, 2018
Picture of TownePlace Suites by Marriott Chicago Schaumburg in Schaumburg

TownePlace Suites by Marriott Chicago Schaumburg

(24 miles to city center)
  • 3.5 stars
Excellent 4.3 / 5
  • Private sale: save 10%Book by: Jan 18, 2018. All deals valid for stays before Mar 31, 2018Must be booked 1 days before check in
  • Private sale: save 10%Book by: Jan 19, 2018. All deals valid for stays before Mar 31, 2018Must be booked 1 days before check in
  • Private sale: save 10%Book by: Jan 20, 2018. All deals valid for stays before Mar 31, 2018Must be booked 1 days before check in
  • Private sale: save 10%Book by: Jan 21, 2018. All deals valid for stays before Mar 31, 2018Must be booked 1 days before check in
  • Private sale: save 10%Book by: Jan 22, 2018. All deals valid for stays before Mar 31, 2018Must be booked 1 days before check in
  • Private sale: save 10%Book by: Jan 23, 2018. All deals valid for stays before Mar 31, 2018Must be booked 1 days before check in
  • Private sale: save 10%Book by: Jan 24, 2018. All deals valid for stays before Mar 31, 2018Must be booked 1 days before check in
  • Private sale: save 10%Book by: Jan 25, 2018. All deals valid for stays before Mar 31, 2018Must be booked 1 days before check in
  • Private sale: save 10%Book by: Jan 26, 2018. All deals valid for stays before Mar 31, 2018Must be booked 1 days before check in
  • Private sale: save 10%Book by: Jan 27, 2018. All deals valid for stays before Mar 31, 2018Must be booked 1 days before check in
Picture of Chicago Guest House on Newport Avenue in Chicago

Chicago Guest House on Newport Avenue

(4.7 miles to city center)
  • 4 stars
Outstanding 5.0 / 5
  • Book early and save 10%Book by: Mar 31, 2018. Valid for stays before Mar 31, 2018Must be booked 1 days before check in
Picture of Chicago Guest House on Henderson Street in Chicago

Chicago Guest House on Henderson Street

(4.6 miles to city center)
  • 3 stars
Outstanding 5.0 / 5
  • Private sale: save 10%Book by: Mar 31, 2018. Valid for stays before Mar 31, 2018Must be booked 1 days before check in
Picture of Courtyard by Marriott Chicago Magnificent Mile in Chicago

Courtyard by Marriott Chicago Magnificent Mile

(1600 yards to city center)
  • 3.5 stars
Excellent 4.5 / 5
from$103
$97
  • Private sale: save 15%Book by: Feb 28, 2018. All deals valid for stays between Feb 1, 2018 and {1}
  • Private sale: save 10%Book by: Feb 18, 2018. All deals valid for stays between Feb 9, 2018 and {1}
  • Private sale: save 25%Book by: Apr 14, 2018. All deals valid for stays before Apr 14, 2018
  • Private sale: save 15%Book by: Apr 14, 2018. All deals valid for stays before Apr 14, 2018
  • Private sale: save 10%Book by: May 16, 2018. All deals valid for stays between Apr 8, 2018 and {1}
Picture of Hilton Garden Inn Chicago/North Loop in Chicago

Hilton Garden Inn Chicago/North Loop

(780 yards to city center)
  • 3 stars
Excellent 4.5 / 5
from
$99
  • Seasonal deal: save 15%Book by: Feb 28, 2018. All deals valid for stays between Feb 1, 2018 and {1}
  • Sale!Book by: May 1, 2018. All deals valid for stays before May 1, 2018
  • Private sale: save 15%Book by: Mar 10, 2018. All deals valid for stays before Mar 10, 2018
Picture of Ramada Plaza Chicago North Shore in Wheeling

Ramada Plaza Chicago North Shore

(21 miles to city center)
  • 3 stars
Good 3.9 / 5
  • Flash sale: save 20%Book by: Jan 25, 2018. All deals valid for stays between Jan 23, 2018 and {1}
  • Seasonal deal: save 15%Book by: Feb 28, 2018. All deals valid for stays between Feb 1, 2018 and {1}
  • Seasonal deal: save 15%Book by: Feb 28, 2018. All deals valid for stays between Feb 1, 2018 and {1}
  • Save 20%Book by: Mar 31, 2018. All deals valid for stays before Mar 31, 2018
  • Save 15%Book by: Mar 31, 2018. All deals valid for stays before Mar 31, 2018
  • Save 10%Book by: Mar 31, 2018. All deals valid for stays before Mar 31, 2018
  • Private sale: save 10%Book by: Jan 31, 2018. All deals valid for stays before Jan 31, 2018
Picture of Marriott Chicago Schaumburg in Schaumburg

Marriott Chicago Schaumburg

(23 miles to city center)
  • 3.5 stars
Excellent 4.2 / 5
from
$84
  • Private sale: save 10%Book by: Apr 29, 2018. Valid for stays before Apr 29, 2018
Picture of River Hotel in Chicago

River Hotel

(880 yards to city center)
  • 4 stars
Excellent 4.2 / 5
from$76
$68
  • Seasonal deal: save 10%Book by: Jan 31, 2018. All deals valid for stays before Feb 26, 2018
  • Save 30%Book by: Mar 31, 2018. All deals valid for stays before Mar 31, 2018
  • Save 25%Book by: Mar 31, 2018. All deals valid for stays before Mar 31, 2018
  • Private sale: save 20%Book by: Mar 31, 2018. All deals valid for stays before Mar 31, 2018
  • Private sale: save 15%Book by: Apr 1, 2018. All deals valid for stays before Apr 1, 2018
Picture of Kimpton Hotel Allegro in Chicago

Kimpton Hotel Allegro

(660 yards to city center)
  • 4 stars
Excellent 4.3 / 5
from
$119
  • Save 50%Book by: Mar 31, 2018. All deals valid for stays before Mar 31, 2018
  • Save 40%Book by: Mar 31, 2018. All deals valid for stays before Mar 31, 2018
  • Save 30%Book by: Mar 31, 2018. All deals valid for stays before Mar 31, 2018
  • Save 20%Book by: Mar 31, 2018. All deals valid for stays before Mar 31, 2018
  • Save 10%Book by: Mar 31, 2018. All deals valid for stays before Mar 31, 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$87
$61
  • Private sale: save 10%Book by: Jan 18, 2018. All deals valid for stays before Mar 31, 2018
  • Private sale: save 10%Book by: Jan 19, 2018. All deals valid for stays before Mar 31, 2018
  • Private sale: save 10%Book by: Jan 20, 2018. All deals valid for stays before Mar 31, 2018
  • Private sale: save 10%Book by: Jan 21, 2018. All deals valid for stays before Mar 31, 2018
  • Private sale: save 10%Book by: Jan 22, 2018. All deals valid for stays before Mar 31, 2018
  • Private sale: save 10%Book by: Jan 23, 2018. All deals valid for stays before Mar 31, 2018
  • Private sale: save 10%Book by: Jan 24, 2018. All deals valid for stays before Mar 31, 2018
  • Private sale: save 10%Book by: Jan 25, 2018. All deals valid for stays before Mar 31, 2018
  • Private sale: save 10%Book by: Jan 26, 2018. All deals valid for stays before Mar 31, 2018
  • Private sale: save 10%Book by: Jan 27, 2018. All deals valid for stays before Mar 31, 2018
Picture of Holiday Inn Chicago - Countryside / Lagrange in Countryside

Holiday Inn Chicago - Countryside / Lagrange

(14 miles to city center)
  • 3 stars
Good 3.9 / 5
from$100
$85
  • Private sale: save 15%Book by: Jan 18, 2018. All deals valid for stays before Mar 31, 2018
  • Private sale: save 15%Book by: Jan 19, 2018. All deals valid for stays before Mar 31, 2018
  • Private sale: save 15%Book by: Jan 20, 2018. All deals valid for stays before Mar 31, 2018
  • Private sale: save 15%Book by: Jan 21, 2018. All deals valid for stays before Mar 31, 2018
  • Private sale: save 15%Book by: Jan 22, 2018. All deals valid for stays before Mar 31, 2018
  • Private sale: save 15%Book by: Jan 23, 2018. All deals valid for stays before Mar 31, 2018
  • Private sale: save 15%Book by: Jan 24, 2018. All deals valid for stays before Mar 31, 2018
  • Private sale: save 15%Book by: Jan 25, 2018. All deals valid for stays before Mar 31, 2018
  • Private sale: save 15%Book by: Jan 26, 2018. All deals valid for stays before Mar 31, 2018
  • Private sale: save 15%Book by: Jan 27, 2018. All deals valid for stays before Mar 31, 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
$79
  • Private sale: save 20%Book by: Jan 18, 2018. All deals valid for stays before Nov 30, 2018
  • Private sale: save 20%Book by: Jan 19, 2018. All deals valid for stays before Nov 30, 2018
  • Private sale: save 20%Book by: Jan 20, 2018. All deals valid for stays before Nov 30, 2018
  • Private sale: save 20%Book by: Jan 21, 2018. All deals valid for stays before Nov 30, 2018
  • Private sale: save 20%Book by: Jan 22, 2018. All deals valid for stays before Nov 30, 2018
  • Private sale: save 20%Book by: Jan 23, 2018. All deals valid for stays before Nov 30, 2018
  • Private sale: save 20%Book by: Jan 24, 2018. All deals valid for stays before Nov 30, 2018
  • Private sale: save 20%Book by: Jan 25, 2018. All deals valid for stays before Nov 30, 2018
  • Private sale: save 20%Book by: Jan 26, 2018. All deals valid for stays before Nov 30, 2018
  • Private sale: save 20%Book by: Jan 27, 2018. All deals valid for stays before Nov 30, 2018
Picture of The Talbott Hotel in Chicago

The Talbott Hotel

(1.3 miles to city center)
  • 4 stars
Excellent 4.5 / 5
  • Save 37%Book by: Feb 28, 2018. Valid for stays before Mar 29, 2018
Picture of Springhill Suites by Marriott Chicago/Burr Ridge in Burr Ridge

Springhill Suites by Marriott Chicago/Burr Ridge

(17 miles to city center)
  • 3 stars
Excellent 4.4 / 5
from$109
$104
  • Save 0%Book by: Mar 2, 2018. All deals valid for stays before Mar 31, 2018
  • Save 0%Book by: Mar 3, 2018. All deals valid for stays before Mar 31, 2018
  • Save 0%Book by: Mar 4, 2018. All deals valid for stays before Mar 31, 2018
  • Save 0%Book by: Mar 8, 2018. All deals valid for stays before Mar 31, 2018
  • Save 0%Book by: Mar 9, 2018. All deals valid for stays before Mar 31, 2018
  • Save 0%Book by: Mar 10, 2018. All deals valid for stays before Mar 31, 2018
  • Save 0%Book by: Mar 11, 2018. All deals valid for stays before Mar 31, 2018
  • Save 0%Book by: Mar 15, 2018. All deals valid for stays before Mar 31, 2018
  • Save 0%Book by: Mar 16, 2018. All deals valid for stays before Mar 31, 2018
  • Save 0%Book by: Mar 17, 2018. All deals valid for stays before Mar 31, 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