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

  1. 1
  2. 2
  3. 3
  4. 4
  5. 5
  6. 6
  7. 7
  8. 8
  9. 9
  10. 10
=
FREE
Picture of Embassy Suites Chicago - Schaumburg - Woodfield in Schaumburg

Embassy Suites Chicago - Schaumburg - Woodfield

(25 miles to city center)
  • 3.5 stars
Excellent 4.1 / 5
from
$109
  • Private sale: save 20%Book by: Sep 19, 2017. All deals valid for stays before Dec 31, 2017
  • Private sale: save 20%Book by: Sep 20, 2017. All deals valid for stays before Dec 31, 2017
  • Private sale: save 20%Book by: Sep 21, 2017. All deals valid for stays before Dec 31, 2017
  • Private sale: save 20%Book by: Sep 22, 2017. All deals valid for stays before Dec 31, 2017
  • Private sale: save 20%Book by: Sep 23, 2017. All deals valid for stays before Dec 31, 2017
  • Private sale: save 20%Book by: Sep 24, 2017. All deals valid for stays before Dec 31, 2017
  • Private sale: save 20%Book by: Sep 25, 2017. All deals valid for stays before Dec 31, 2017
  • Private sale: save 20%Book by: Sep 26, 2017. All deals valid for stays before Dec 31, 2017
  • Private sale: save 20%Book by: Sep 27, 2017. All deals valid for stays before Dec 31, 2017
  • Private sale: save 20%Book by: Sep 28, 2017. All deals valid for stays before Dec 31, 2017
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 The James Chicago-Magnificent Mile in Chicago

The James Chicago-Magnificent Mile

(1500 yards to city center)
  • 4.5 stars
Excellent 4.5 / 5
from
$189
  • Save 20%Book by: Oct 31, 2017. All deals valid for stays between Oct 1, 2017 and {1}
  • Private sale: save 5%Book by: Nov 3, 2017. All deals valid for stays before Mar 8, 2018
  • Private sale: save 15%Book by: Dec 30, 2017. All deals valid for stays between Nov 19, 2017 and {1}
Picture of The Blackstone, Autograph Collection in Chicago

The Blackstone, Autograph Collection

(970 yards to city center)
  • 4 stars
Excellent 4.5 / 5
from
$239
  • Book early and save 20%Book by: Oct 31, 2017. Valid for stays between Sep 26, 2017 and {1}Must be booked 14 days before check in
Picture of The Langham, Chicago in Chicago

The Langham, Chicago

(940 yards to city center)
  • 5 stars
Outstanding 4.9 / 5
from
$376
  • Sale!Book by: Dec 31, 2017. All deals valid for stays before Dec 31, 2017
  • Book now and save!Book by: Dec 31, 2017. All deals valid for stays before Dec 31, 2017
Picture of Crowne Plaza Lombard Downers Grove in Glen Ellyn

Crowne Plaza Lombard Downers Grove

(21 miles to city center)
  • 3.5 stars
Excellent 4.2 / 5
from$94
$80
  • Save 15%Book by: Dec 31, 2017. Valid for stays before Dec 31, 2017
Picture of Central Loop Hotel in Chicago

Central Loop Hotel

(310 yards to city center)
  • 4 stars
Excellent 4.2 / 5
from
$130
  • Private sale: save 15%Book by: Oct 30, 2017. All deals valid for stays before Oct 30, 2017
  • Private sale: save 20%Book by: Dec 27, 2017. All deals valid for stays between Dec 12, 2017 and {1}
  • Private sale: save 20%Book by: Nov 26, 2017. All deals valid for stays between Nov 19, 2017 and {1}
Picture of River Hotel in Chicago

River Hotel

(880 yards to city center)
  • 4 stars
Excellent 4.2 / 5
from
$144
  • Private sale: save 15%Book by: Oct 30, 2017. All deals valid for stays before Oct 30, 2017
  • Private sale: save 20%Book by: Dec 27, 2017. All deals valid for stays between Dec 15, 2017 and {1}
  • Private sale: save 20%Book by: Nov 26, 2017. All deals valid for stays between Nov 19, 2017 and {1}
Picture of Springhill Suites by Marriott Chicago Downtown/ River North in Chicago

Springhill Suites by Marriott Chicago Downtown/ River North

(1100 yards to city center)
  • 3.5 stars
Excellent 4.4 / 5
from
$161
  • Private sale: save 20%Book by: Oct 31, 2017. All deals valid for stays between Oct 13, 2017 and {1}
  • Private sale: save 25%Book by: Dec 31, 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 23, 2017
  • Private sale: save 15%Book by: Dec 31, 2017. All deals valid for stays before Dec 31, 2017
  • Private sale: save 10%Book by: Dec 23, 2017. All deals valid for stays before Dec 23, 2017
  • Private sale: save 20%Book by: Nov 23, 2017. All deals valid for stays between Nov 19, 2017 and {1}
Picture of Club Quarters Hotel, Central Loop in Chicago

Club Quarters Hotel, Central Loop

(320 yards to city center)
  • 4 stars
Excellent 4.1 / 5
from
$130
  • Private sale: save 15%Book by: Oct 30, 2017. All deals valid for stays before Oct 30, 2017
  • Private sale: save 20%Book by: Dec 27, 2017. All deals valid for stays between Dec 15, 2017 and {1}
  • Private sale: save 20%Book by: Nov 26, 2017. All deals valid for stays between Nov 19, 2017 and {1}
Picture of Club Quarters Hotel, Wacker at Michigan in Chicago

Club Quarters Hotel, Wacker at Michigan

(880 yards to city center)
  • 4 stars
Excellent 4.1 / 5
from
$144
  • Private sale: save 15%Book by: Oct 30, 2017. All deals valid for stays before Oct 30, 2017
  • Private sale: save 20%Book by: Dec 27, 2017. All deals valid for stays between Dec 15, 2017 and {1}
  • Private sale: save 20%Book by: Nov 26, 2017. All deals valid for stays between Nov 19, 2017 and {1}
Picture of Wyndham Chicago O'Hare in Des Plaines

Wyndham Chicago O'Hare

(16 miles to city center)
  • 3 stars
Good 3.7 / 5
from$129
$110
  • Save 20%Book by: Dec 31, 2017. All deals valid for stays before Dec 31, 2017
  • Seasonal deal: save 15%Book by: Oct 30, 2017. All deals valid for stays between Sep 26, 2017 and {1}
  • Save 15%Book by: Sep 30, 2017. All deals valid for stays before Sep 30, 2017
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 5%Book by: Dec 30, 2017. Valid for stays before Dec 30, 2017
Picture of Aloft Bolingbrook in Bolingbrook

Aloft Bolingbrook

(24 miles to city center)
  • 3 stars
Excellent 4.0 / 5
from
$97
  • Save 10%Book by: Sep 18, 2017. All deals valid for stays before Dec 30, 2017
  • Save 10%Book by: Sep 19, 2017. All deals valid for stays before Dec 30, 2017
  • Save 10%Book by: Sep 20, 2017. All deals valid for stays before Dec 30, 2017
  • Save 10%Book by: Sep 21, 2017. All deals valid for stays before Dec 30, 2017
  • Save 10%Book by: Sep 22, 2017. All deals valid for stays before Dec 30, 2017
  • Save 10%Book by: Sep 23, 2017. All deals valid for stays before Dec 30, 2017
  • Save 10%Book by: Sep 24, 2017. All deals valid for stays before Dec 30, 2017
  • Save 10%Book by: Sep 25, 2017. All deals valid for stays before Dec 30, 2017
  • Save 10%Book by: Sep 26, 2017. All deals valid for stays before Dec 30, 2017
  • Save 10%Book by: Sep 27, 2017. All deals valid for stays before Dec 30, 2017
Picture of Ambassador Chicago in Chicago

Ambassador Chicago

(1.7 miles to city center)
  • 4 stars
Excellent 4.2 / 5
from$127
$108
  • Seasonal deal: save 15%Book by: Oct 30, 2017. Valid for stays between Sep 26, 2017 and {1}
Picture of Jaslin Hotel in Chicago

Jaslin Hotel

(2.0 miles to city center)
  • 3 stars
Excellent 4.2 / 5
from
$139
  • Seasonal deal: save 15%Book by: Oct 30, 2017. All deals valid for stays between Sep 26, 2017 and {1}
  • Private sale: save 5%Book by: Dec 31, 2017. All deals valid for stays before Dec 31, 2017Must be booked 14 days before check in
Picture of Holiday Inn Chicago - Countryside / Lagrange in Countryside

Holiday Inn Chicago - Countryside / Lagrange

(14 miles to city center)
  • 3 stars
Good 3.8 / 5
from$103
$88
  • Private sale: save 15%Book by: Sep 19, 2017. All deals valid for stays before Mar 31, 2018
  • Private sale: save 15%Book by: Sep 20, 2017. All deals valid for stays before Mar 31, 2018
  • Private sale: save 15%Book by: Sep 21, 2017. All deals valid for stays before Mar 31, 2018
  • Private sale: save 15%Book by: Sep 22, 2017. All deals valid for stays before Mar 31, 2018
  • Private sale: save 15%Book by: Sep 23, 2017. All deals valid for stays before Mar 31, 2018
  • Private sale: save 15%Book by: Sep 24, 2017. All deals valid for stays before Mar 31, 2018
  • Private sale: save 15%Book by: Sep 25, 2017. All deals valid for stays before Mar 31, 2018
  • Private sale: save 15%Book by: Sep 26, 2017. All deals valid for stays before Mar 31, 2018
  • Private sale: save 15%Book by: Sep 27, 2017. All deals valid for stays before Mar 31, 2018
  • Private sale: save 15%Book by: Sep 28, 2017. All deals valid for stays before Mar 31, 2018
Picture of Wingate by Wyndham Tinley Park in Tinley Park

Wingate by Wyndham Tinley Park

(24 miles to city center)
  • 2.5 stars
Excellent 4.3 / 5
from$110
$94
  • Sale! Save 0% on this Stay.Book by: Dec 8, 2017. All deals valid for stays before Dec 8, 2017
  • Book now and save!Book by: Dec 31, 2017. All deals valid for stays before Dec 31, 2017
  • Sale!Book by: Sep 29, 2017. All deals valid for stays before Sep 29, 2017
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 25%Book by: Sep 18, 2017. All deals valid for stays before Jul 31, 2018
  • Save 25%Book by: Sep 19, 2017. All deals valid for stays before Jul 31, 2018
  • Save 25%Book by: Sep 20, 2017. All deals valid for stays before Jul 31, 2018
  • Save 25%Book by: Sep 21, 2017. All deals valid for stays before Jul 31, 2018
  • Save 25%Book by: Sep 22, 2017. All deals valid for stays before Jul 31, 2018
  • Save 25%Book by: Sep 23, 2017. All deals valid for stays before Jul 31, 2018
  • Save 25%Book by: Sep 24, 2017. All deals valid for stays before Jul 31, 2018
  • Save 25%Book by: Sep 25, 2017. All deals valid for stays before Jul 31, 2018
  • Save 25%Book by: Sep 26, 2017. All deals valid for stays before Jul 31, 2018
  • Save 25%Book by: Sep 27, 2017. All deals valid for stays before Jul 31, 2018
Picture of Holiday Inn Express Chicago - Schaumburg in Schaumburg

Holiday Inn Express Chicago - Schaumburg

(26 miles to city center)
  • 3 stars
Excellent 4.2 / 5
from$76
$65
  • Last minute deal: save 0%Book by: Sep 30, 2017. All deals valid for stays before Sep 30, 2017
  • Private sale: save 5%Book by: Dec 31, 2017. All deals valid for stays before Dec 31, 2017
Picture of Comfort Inn Arlington Heights - Chicago in Arlington Heights

Comfort Inn Arlington Heights - Chicago

(22 miles to city center)
  • 2.5 stars
Excellent 4.2 / 5
from$89
$76
  • Book early and save 0%Book by: Sep 29, 2017. All deals valid for stays before Dec 31, 2017Must be booked 1 days before check in
  • Book early and save 7%Book by: Sep 30, 2017. All deals valid for stays before Dec 31, 2017
  • Private sale: save 16%Book by: Sep 21, 2017. All deals valid for stays before Sep 21, 2017
  • Save 15%Book by: Sep 24, 2017. All deals valid for stays before Sep 29, 2017Must be booked 5 days before check in
  • Save 10%Book by: Sep 29, 2017. All deals valid for stays before Sep 30, 2017Must be booked 1 days before check in
  • Save 10%Book by: Sep 30, 2017. All deals valid for stays before Sep 30, 2017
  • Member’s price: 10%Book by: Sep 25, 2017. All deals valid for stays before Sep 30, 2017Must be booked 5 days before check in
  • Member’s price: 5%Book by: Sep 29, 2017. All deals valid for stays before Sep 30, 2017Must be booked 1 days before check in
Picture of Dewitt Hotel and Suites in Chicago

Dewitt Hotel and Suites

(1.4 miles to city center)
  • 3 stars
Good 3.9 / 5
from$139
$130
  • Seasonal deal: save 18%Book by: Oct 30, 2017. Valid for stays between Sep 26, 2017 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
$179
  • Save 30%Book by: Nov 10, 2017. All deals valid for stays before Nov 10, 2017
  • Flash sale: save 20%Book by: Jan 15, 2018. All deals valid for stays before Jan 15, 2018
Picture of Residence Inn by Marriott Chicago Downtown / River North in Chicago

Residence Inn by Marriott Chicago Downtown / River North

(1100 yards to city center)
  • 3.5 stars
Outstanding 4.6 / 5
from
$169
  • Private sale: save 25%Book by: Dec 24, 2017. All deals valid for stays before Dec 24, 2017
  • Private sale: save 20%Book by: Dec 29, 2017. All deals valid for stays before Dec 29, 2017
  • Private sale: save 15%Book by: Dec 24, 2017. All deals valid for stays before Dec 24, 2017
  • Private sale: save 10%Book by: Dec 29, 2017. All deals valid for stays before Dec 29, 2017
  • Private sale: save 20%Book by: Oct 31, 2017. All deals valid for stays between Oct 22, 2017 and {1}
Picture of Hawthorn Suites by Wyndham Northbrook Wheeling in Wheeling

Hawthorn Suites by Wyndham Northbrook Wheeling

(22 miles to city center)
  • 3 stars
Excellent 4.1 / 5
from
$76
  • Sale! Save 0% on this Stay.Book by: Dec 8, 2017. All deals valid for stays before Dec 8, 2017
  • Book now and save!Book by: Dec 31, 2017. All deals valid for stays before Dec 31, 2017
  • Sale!Book by: Sep 29, 2017. All deals valid for stays before Sep 29, 2017

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