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 Holiday Inn Express Crestwood in Crestwood

Holiday Inn Express Crestwood

(17 miles to city center)
  • 2.5 stars
Excellent 4.2 / 5
from$100
$85
  • Private sale: save 25%Book by: Nov 28, 2017. All deals valid for stays between Nov 23, 2017 and {1}
  • Limited time offer: save 20%Book by: Nov 28, 2017. All deals valid for stays between Nov 23, 2017 and {1}
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
$120
  • Private sale: save 22%Book by: Dec 1, 2017. All deals valid for stays before Dec 31, 2017
  • Private sale: save 22%Book by: Dec 2, 2017. All deals valid for stays before Dec 31, 2017
  • Private sale: save 22%Book by: Dec 3, 2017. All deals valid for stays before Dec 31, 2017
  • Private sale: save 22%Book by: Dec 4, 2017. All deals valid for stays before Dec 31, 2017
  • Private sale: save 22%Book by: Dec 5, 2017. All deals valid for stays before Dec 31, 2017
  • Private sale: save 22%Book by: Dec 6, 2017. All deals valid for stays before Dec 31, 2017
  • Private sale: save 22%Book by: Dec 7, 2017. All deals valid for stays before Dec 31, 2017
  • Private sale: save 22%Book by: Dec 8, 2017. All deals valid for stays before Dec 31, 2017
  • Private sale: save 22%Book by: Dec 9, 2017. All deals valid for stays before Dec 31, 2017
  • Private sale: save 22%Book by: Dec 10, 2017. All deals valid for stays before Dec 31, 2017
Picture of The Majestic Hotel in Chicago

The Majestic Hotel

(4.7 miles to city center)
  • 3 stars
Excellent 4.0 / 5
from$89
$84
  • Private sale: save 30%Book by: Nov 28, 2017. All deals valid for stays between Nov 23, 2017 and {1}
  • Limited time offer: save 25%Book by: Nov 28, 2017. All deals valid for stays between Nov 23, 2017 and {1}
  • Save 15%Book by: Dec 30, 2017. All deals valid for stays before Dec 30, 2017
Picture of Staybridge Suites Chicago - Glenview in Glenview

Staybridge Suites Chicago - Glenview

(18 miles to city center)
  • 3 stars
Excellent 4.5 / 5
from
$81
  • Tonight only: save 15%Book by: Feb 28, 2018. Valid for stays before Feb 28, 2018
Picture of Dana Hotel and Spa in Chicago

Dana Hotel and Spa

(1600 yards to city center)
  • 4 stars
Excellent 4.5 / 5
from$119
$107
  • Save 15%Book by: Feb 28, 2018. All deals valid for stays before Feb 28, 2018
  • Save 10%Book by: Feb 28, 2018. All deals valid for stays before Feb 28, 2018
Picture of Aloft Chicago City Center in Chicago

Aloft Chicago City Center

(1300 yards to city center)
  • 3.5 stars
Excellent 4.5 / 5
from$93
$88
  • Private sale: save 15%Book by: Feb 24, 2018. All deals valid for stays between Nov 25, 2017 and {1}
  • Private sale: save 15%Book by: Dec 9, 2017. All deals valid for stays between Dec 1, 2017 and {1}
  • Private sale: save 25%Book by: Dec 30, 2017. All deals valid for stays before Dec 30, 2017
  • Private sale: save 15%Book by: Dec 30, 2017. All deals valid for stays before Dec 30, 2017
  • Save 0%Book by: Dec 31, 2017. All deals valid for stays before Dec 31, 2017
  • Private sale: save 20%Book by: Nov 24, 2017. All deals valid for stays before Nov 24, 2017
  • Private sale: save 10%Book by: Dec 14, 2017. All deals valid for stays before Dec 14, 2017
Picture of Warwick Allerton Hotel Chicago in Chicago

Warwick Allerton Hotel Chicago

(1 mile to city center)
  • 4 stars
Excellent 4.1 / 5
from
$102
  • Save 25%Book by: Nov 20, 2017. All deals valid for stays before Mar 31, 2018
  • Save 25%Book by: Nov 21, 2017. All deals valid for stays before Mar 31, 2018
  • Save 25%Book by: Nov 22, 2017. All deals valid for stays before Mar 31, 2018
  • Save 25%Book by: Nov 23, 2017. All deals valid for stays before Mar 31, 2018
  • Save 25%Book by: Nov 23, 2017. All deals valid for stays before Mar 31, 2018
  • Save 25%Book by: Nov 27, 2017. All deals valid for stays before Mar 31, 2018
  • Save 25%Book by: Nov 28, 2017. All deals valid for stays before Mar 31, 2018
  • Save 25%Book by: Nov 29, 2017. All deals valid for stays before Mar 31, 2018
  • Save 25%Book by: Nov 30, 2017. All deals valid for stays before Mar 31, 2018
  • Save 25%Book by: Nov 30, 2017. All deals valid for stays before Mar 31, 2018
Picture of City Suites Hotel in Chicago

City Suites Hotel

(4.3 miles to city center)
  • 3 stars
Good 3.9 / 5
from
$89
  • Private sale: save 30%Book by: Nov 28, 2017. All deals valid for stays between Nov 23, 2017 and {1}
  • Limited time offer: save 25%Book by: Nov 28, 2017. All deals valid for stays between Nov 23, 2017 and {1}
  • Save 15%Book by: Dec 30, 2017. All deals valid for stays before Dec 30, 2017
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
  • Private sale: save 30%Book by: Nov 28, 2017. All deals valid for stays between Nov 23, 2017 and {1}
  • Limited time offer: save 25%Book by: Nov 28, 2017. All deals valid for stays between Nov 23, 2017 and {1}
  • Book early and save 20%Book by: Dec 31, 2017. All deals valid for stays before Dec 31, 2017Must be booked 14 days before check in
  • Private sale: save 10%Book by: Dec 30, 2017. All deals valid for stays before Dec 30, 2017
  • Stay 2 nights and save 0% off your stay!Book by: Dec 31, 2017. All deals valid for stays before Dec 31, 2017
  • Stay 3 nights and save 0% off your stay!Book by: Dec 31, 2017. All deals valid for stays before Dec 31, 2017
  • Sale! Save 0% on this Stay.Book by: Dec 31, 2017. All deals valid for stays before Dec 31, 2017
  • Sale!Book by: Jan 12, 2018. All deals valid for stays before Jan 31, 2018
Picture of Homewood Suites by Hilton Chicago-Schaumburg, IL in Schaumburg

Homewood Suites by Hilton Chicago-Schaumburg, IL

(25 miles to city center)
  • 3 stars
Excellent 4.4 / 5
from
$89
  • Private sale: save 15%Book by: Nov 19, 2017. All deals valid for stays before Mar 31, 2018
  • Private sale: save 15%Book by: Nov 20, 2017. All deals valid for stays before Mar 31, 2018
  • Private sale: save 15%Book by: Nov 21, 2017. All deals valid for stays before Mar 31, 2018
  • Private sale: save 15%Book by: Nov 22, 2017. All deals valid for stays before Mar 31, 2018
  • Private sale: save 15%Book by: Nov 23, 2017. All deals valid for stays before Mar 31, 2018
  • Private sale: save 15%Book by: Nov 24, 2017. All deals valid for stays before Mar 31, 2018
  • Private sale: save 15%Book by: Nov 25, 2017. All deals valid for stays before Mar 31, 2018
  • Private sale: save 15%Book by: Nov 26, 2017. All deals valid for stays before Mar 31, 2018
  • Private sale: save 15%Book by: Nov 27, 2017. All deals valid for stays before Mar 31, 2018
  • Private sale: save 15%Book by: Nov 28, 2017. All deals valid for stays before Mar 31, 2018
Picture of Fairfield Inn & Suites by Marriott Chicago Schaumburg in Schaumburg

Fairfield Inn & Suites by Marriott Chicago Schaumburg

(24 miles to city center)
  • 2.5 stars
Excellent 4.4 / 5
  • Private sale: save 15%Book by: Nov 19, 2017. All deals valid for stays before Mar 31, 2018Must be booked 1 days before check in
  • Private sale: save 15%Book by: Nov 20, 2017. All deals valid for stays before Mar 31, 2018Must be booked 1 days before check in
  • Private sale: save 15%Book by: Nov 21, 2017. All deals valid for stays before Mar 31, 2018Must be booked 1 days before check in
  • Private sale: save 15%Book by: Nov 22, 2017. All deals valid for stays before Mar 31, 2018Must be booked 1 days before check in
  • Private sale: save 15%Book by: Nov 23, 2017. All deals valid for stays before Mar 31, 2018Must be booked 1 days before check in
  • Private sale: save 15%Book by: Nov 24, 2017. All deals valid for stays before Mar 31, 2018Must be booked 1 days before check in
  • Private sale: save 15%Book by: Nov 25, 2017. All deals valid for stays before Mar 31, 2018Must be booked 1 days before check in
  • Private sale: save 15%Book by: Nov 26, 2017. All deals valid for stays before Mar 31, 2018Must be booked 1 days before check in
  • Private sale: save 15%Book by: Nov 27, 2017. All deals valid for stays before Mar 31, 2018Must be booked 1 days before check in
  • Private sale: save 15%Book by: Nov 28, 2017. All deals valid for stays before Mar 31, 2018Must be booked 1 days before check in
Picture of Sonesta ES Suites Chicago - Lombard in Lombard

Sonesta ES Suites Chicago - Lombard

(20 miles to city center)
  • 3 stars
Excellent 4.2 / 5
from$109
$87
  • Save 20%Book by: Nov 21, 2017. Valid for stays before Feb 28, 2018
Picture of Ama Zulu Guesthouse and Safaris in Chicago

Ama Zulu Guesthouse and Safaris

(2 miles to city center)
  • 3 stars
Excellent 4.2 / 5
from
$89
  • Flash sale: save 20%Book by: Nov 23, 2017. All deals valid for stays between Nov 21, 2017 and {1}
  • 24 hour deal: save 25%Book by: Nov 29, 2017. All deals valid for stays between Nov 29, 2017 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
$81
  • Private sale: save 25%Book by: Nov 28, 2017. All deals valid for stays between Nov 23, 2017 and {1}
  • Limited time offer: save 20%Book by: Nov 28, 2017. All deals valid for stays between Nov 23, 2017 and {1}
  • Private sale: save 15%Book by: Nov 19, 2017. All deals valid for stays before Mar 30, 2018
  • Private sale: save 15%Book by: Nov 20, 2017. All deals valid for stays before Mar 30, 2018
  • Private sale: save 15%Book by: Nov 21, 2017. All deals valid for stays before Mar 30, 2018
  • Private sale: save 15%Book by: Nov 22, 2017. All deals valid for stays before Mar 30, 2018
  • Private sale: save 15%Book by: Nov 23, 2017. All deals valid for stays before Mar 30, 2018
  • Private sale: save 15%Book by: Nov 24, 2017. All deals valid for stays before Mar 30, 2018
  • Private sale: save 15%Book by: Nov 25, 2017. All deals valid for stays before Mar 30, 2018
  • Private sale: save 15%Book by: Nov 26, 2017. All deals valid for stays before Mar 30, 2018
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 0%Book by: Feb 28, 2018. Valid for stays before Feb 28, 2018Must be booked 1 days before check in
Picture of Waikoloa Beach Marriott Resort & Spa in Chicago

Waikoloa Beach Marriott Resort & Spa

(3.7 miles to city center)
  • 3 stars
Excellent 4.1 / 5
from$79
$67
  • Private sale: save 20%Book by: Nov 24, 2017. All deals valid for stays between Nov 23, 2017 and {1}
  • Private sale: save 20%Book by: Nov 27, 2017. All deals valid for stays between Nov 27, 2017 and {1}
  • Book now and save!Book by: Dec 31, 2017. All deals valid for stays before Dec 31, 2017
  • Sale! Save 0% on this Stay.Book by: Dec 31, 2017. All deals valid for stays before Dec 31, 2017Must be booked 2 days before check in
  • Sale!Book by: Jan 12, 2018. All deals valid for stays before Jan 31, 2018
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
$80
  • Private sale: save 20%Book by: Dec 31, 2017. All deals valid for stays before Dec 31, 2017
  • Private sale: save 20%Book by: Dec 30, 2017. All deals valid for stays before Dec 31, 2017
  • Private sale: save 20%Book by: Dec 29, 2017. All deals valid for stays before Dec 31, 2017
  • Private sale: save 20%Book by: Dec 28, 2017. All deals valid for stays before Dec 31, 2017
  • Private sale: save 20%Book by: Dec 27, 2017. All deals valid for stays before Dec 31, 2017
  • Private sale: save 20%Book by: Dec 26, 2017. All deals valid for stays before Dec 31, 2017
  • Private sale: save 20%Book by: Dec 25, 2017. All deals valid for stays before Dec 31, 2017
  • Private sale: save 20%Book by: Dec 24, 2017. All deals valid for stays before Dec 31, 2017
  • Private sale: save 20%Book by: Dec 23, 2017. All deals valid for stays before Dec 31, 2017
  • Private sale: save 20%Book by: Dec 22, 2017. All deals valid for stays before Dec 31, 2017
Picture of Crowne Plaza Chicago West Loop in Chicago

Crowne Plaza Chicago West Loop

(1700 yards to city center)
  • 3.5 stars
Excellent 4.1 / 5
from
$90
  • Private sale: save 20%Book by: Nov 24, 2017. All deals valid for stays before Nov 24, 2017
  • Private sale: save 15%Book by: Nov 24, 2017. All deals valid for stays before Nov 24, 2017
Picture of Fairfield Inn & Suites Chicago Downtown/River North in Chicago

Fairfield Inn & Suites Chicago Downtown/River North

(1200 yards to city center)
  • 3 stars
Excellent 4.5 / 5
from
$89
  • Private sale: save 20%Book by: Dec 9, 2017. All deals valid for stays between Dec 8, 2017 and {1}
  • Private sale: save 15%Book by: Dec 30, 2017. All deals valid for stays between Dec 1, 2017 and {1}
  • Private sale: save 10%Book by: Dec 28, 2017. All deals valid for stays between Dec 3, 2017 and {1}
  • Private sale: save 25%Book by: Dec 28, 2017. All deals valid for stays before Dec 28, 2017
  • Private sale: save 20%Book by: Dec 31, 2017. All deals valid for stays before Dec 31, 2017
  • Private sale: save 15%Book by: Dec 28, 2017. All deals valid for stays before Dec 28, 2017
  • Private sale: save 10%Book by: Dec 31, 2017. All deals valid for stays before Dec 31, 2017
  • Private sale: save 10%Book by: Feb 28, 2018. All deals valid for stays between Jan 1, 2018 and {1}
Picture of Hilton Chicago/Oak Brook Suites in Oakbrook Terrace

Hilton Chicago/Oak Brook Suites

(17 miles to city center)
  • 3.5 stars
Excellent 4.4 / 5
from$104
$94
  • Limited time offer: save 10%Book by: Nov 19, 2017. Valid for stays before Jan 16, 2018
Picture of La Quinta Inn & Suites Chicago Downtown in Chicago

La Quinta Inn & Suites Chicago Downtown

(650 yards to city center)
  • 3 stars
Excellent 4.2 / 5
from$115
$104
  • Seasonal deal: save 15%Book by: Nov 28, 2017. All deals valid for stays before Jan 21, 2018Must be booked 1 days before check in
  • Seasonal deal: save 10%Book by: Nov 28, 2017. All deals valid for stays before Jan 21, 2018Must be booked 1 days before check in
Picture of Hyatt Centric Chicago Magnificent Mile in Chicago

Hyatt Centric Chicago Magnificent Mile

(1700 yards to city center)
  • 4 stars
Outstanding 4.6 / 5
from
$104
  • Private sale: save 15%Book by: Dec 30, 2017. All deals valid for stays between Nov 26, 2017 and {1}
  • Member’s price: 30%Book by: Dec 27, 2017. All deals valid for stays between Dec 10, 2017 and {1}
  • Member’s price: 24%Book by: Dec 27, 2017. All deals valid for stays between Dec 10, 2017 and {1}
  • Private sale: save 10%Book by: Dec 23, 2017. All deals valid for stays before Dec 23, 2017
  • Save 20%Book by: Dec 27, 2017. All deals valid for stays between Dec 10, 2017 and {1}
  • Save 14%Book by: Dec 27, 2017. All deals valid for stays between Dec 10, 2017 and {1}
Picture of Swissotel - Chicago in Chicago

Swissotel - Chicago

(1100 yards to city center)
  • 4 stars
Excellent 4.4 / 5
from$129
$97
  • Limited time offer: save 20%Book by: Nov 26, 2017. All deals valid for stays between Dec 1, 2017 and {1}
  • Save 0%Book by: Nov 30, 2017. All deals valid for stays between Nov 27, 2017 and {1}
Picture of The Tremont Chicago Hotel at Magnificent Mile in Chicago

The Tremont Chicago Hotel at Magnificent Mile

(1.2 miles to city center)
  • 4 stars
Excellent 4.0 / 5
from
$89
  • Private sale: save 20%Book by: Nov 24, 2017. All deals valid for stays before Nov 24, 2017
  • Private sale: save 10%Book by: Dec 31, 2017. All deals valid for stays before Dec 31, 2017
Picture of Hilton Garden Inn Chicago / Oak Brook in Oakbrook Terrace

Hilton Garden Inn Chicago / Oak Brook

(17 miles to city center)
  • 3 stars
Excellent 4.3 / 5
from$81
$73
  • Limited time offer: save 10%Book by: Nov 19, 2017. Valid for stays before Jan 16, 2018

Collect 10 nights get 1 free*

And look out for Secret Prices on select hotels

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