Last Minute 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 The Drake Hotel Oak Brook in Oak Brook

The Drake Hotel Oak Brook

(16 miles to city center)
  • 3.5 stars
Excellent 4.2 / 5
from
$119
  • Flash sale: save 20%Book by: Apr 19, 2018. All deals valid for stays before May 31, 2018
  • Private sale: save 13%Book by: Jun 30, 2018. All deals valid for stays before Jun 30, 2018Must be booked 5 days before check in
  • Save 11%Book by: Jun 30, 2018. All deals valid for stays before Jun 30, 2018
  • Book early and save 10%Book by: Jun 30, 2018. All deals valid for stays before Jun 30, 2018Must be booked 5 days before check in
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
$128
  • Private sale: save 22%Book by: Apr 17, 2018. All deals valid for stays before Dec 30, 2018
  • Private sale: save 22%Book by: Apr 18, 2018. All deals valid for stays before Dec 30, 2018
  • Private sale: save 22%Book by: Apr 19, 2018. All deals valid for stays before Dec 30, 2018
  • Private sale: save 22%Book by: Apr 20, 2018. All deals valid for stays before Dec 30, 2018
  • Private sale: save 22%Book by: Apr 21, 2018. All deals valid for stays before Dec 30, 2018
  • Private sale: save 22%Book by: Apr 22, 2018. All deals valid for stays before Dec 30, 2018
  • Private sale: save 22%Book by: Apr 23, 2018. All deals valid for stays before Dec 30, 2018
  • Private sale: save 22%Book by: Apr 24, 2018. All deals valid for stays before Dec 30, 2018
  • Private sale: save 22%Book by: Apr 25, 2018. All deals valid for stays before Dec 30, 2018
  • Private sale: save 22%Book by: Apr 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
$259
  • 24 hour deal: save 25%Book by: Apr 26, 2018. All deals valid for stays between Apr 26, 2018 and {1}
  • Limited time offer: save 25%Book by: Apr 27, 2018. All deals valid for stays between Apr 27, 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: Apr 17, 2018. All deals valid for stays before Jun 30, 2018
  • Private sale: save 10%Book by: Apr 18, 2018. All deals valid for stays before Jun 30, 2018
  • Private sale: save 10%Book by: Apr 19, 2018. All deals valid for stays before Jun 30, 2018
  • Private sale: save 10%Book by: Apr 20, 2018. All deals valid for stays before Jun 30, 2018
  • Private sale: save 10%Book by: Apr 21, 2018. All deals valid for stays before Jun 30, 2018
  • Private sale: save 10%Book by: Apr 22, 2018. All deals valid for stays before Jun 30, 2018
  • Private sale: save 10%Book by: Apr 23, 2018. All deals valid for stays before Jun 30, 2018
  • Private sale: save 10%Book by: Apr 24, 2018. All deals valid for stays before Jun 30, 2018
  • Private sale: save 10%Book by: Apr 25, 2018. All deals valid for stays before Jun 30, 2018
  • Private sale: save 10%Book by: Apr 26, 2018. All deals valid for stays before Jun 30, 2018
Picture of Hotel Chicago West Loop in Chicago

Hotel Chicago West Loop

(2.1 miles to city center)
  • 2.5 stars
Excellent 4.2 / 5
from$109
$93
  • Tonight only: save 12%Book by: Jun 30, 2018. Valid for stays before Jun 30, 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
  • Private sale: save 2%Book by: Apr 17, 2018. All deals valid for stays before Dec 31, 2018
  • Private sale: save 2%Book by: Apr 18, 2018. All deals valid for stays before Dec 31, 2018
  • Private sale: save 2%Book by: Apr 19, 2018. All deals valid for stays before Dec 31, 2018
  • Private sale: save 2%Book by: Apr 20, 2018. All deals valid for stays before Dec 31, 2018
  • Private sale: save 2%Book by: Apr 21, 2018. All deals valid for stays before Dec 31, 2018
  • Private sale: save 2%Book by: Apr 22, 2018. All deals valid for stays before Dec 31, 2018
  • Private sale: save 2%Book by: Apr 23, 2018. All deals valid for stays before Dec 31, 2018
  • Private sale: save 2%Book by: Apr 24, 2018. All deals valid for stays before Dec 31, 2018
  • Private sale: save 2%Book by: Apr 25, 2018. All deals valid for stays before Dec 31, 2018
  • Private sale: save 2%Book by: Apr 26, 2018. All deals valid for stays before Dec 31, 2018
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 25%Book by: Apr 19, 2018. All deals valid for stays before May 31, 2018
  • Private sale: save 20%Book by: Apr 30, 2018. All deals valid for stays before Apr 30, 2018
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$202
$171
  • Private sale: save 11%Book by: Apr 24, 2018. All deals valid for stays before Aug 31, 2018
  • Private sale: save 10%Book by: Apr 24, 2018. All deals valid for stays before Aug 31, 2018
  • Private sale: save 25%Book by: May 31, 2018. All deals valid for stays before May 31, 2018
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$148
$125
  • Private sale: save 11%Book by: Apr 24, 2018. All deals valid for stays before Aug 31, 2018
  • Private sale: save 10%Book by: Apr 24, 2018. All deals valid for stays before Aug 31, 2018
  • Private sale: save 25%Book by: May 31, 2018. All deals valid for stays before May 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
$131
  • Private sale: save 10%Book by: Apr 16, 2018. All deals valid for stays before Jun 30, 2018
  • Private sale: save 10%Book by: Apr 17, 2018. All deals valid for stays before Jun 30, 2018
  • Private sale: save 10%Book by: Apr 18, 2018. All deals valid for stays before Jun 30, 2018
  • Private sale: save 10%Book by: Apr 19, 2018. All deals valid for stays before Jun 30, 2018
  • Private sale: save 10%Book by: Apr 20, 2018. All deals valid for stays before Jun 30, 2018
  • Private sale: save 10%Book by: Apr 21, 2018. All deals valid for stays before Jun 30, 2018
  • Private sale: save 10%Book by: Apr 22, 2018. All deals valid for stays before Jun 30, 2018
  • Private sale: save 10%Book by: Apr 23, 2018. All deals valid for stays before Jun 30, 2018
  • Private sale: save 10%Book by: Apr 24, 2018. All deals valid for stays before Jun 30, 2018
  • Private sale: save 10%Book by: Apr 25, 2018. All deals valid for stays before Jun 30, 2018
Picture of Residence Inn by Marriott Chicago Schaumburg/Woodfield Mall in Schaumburg

Residence Inn by Marriott Chicago Schaumburg/Woodfield Mall

(24 miles to city center)
  • 3 stars
Excellent 4.5 / 5
from
$139
  • Private sale: save 0%Book by: May 31, 2018. Valid for stays before Jul 8, 2018
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. All deals valid for stays before Jul 8, 2018
  • Private sale: save 1200%Book by: Apr 19, 2018. All deals valid for stays before Apr 19, 2018
  • Private sale: save 1000%Book by: Apr 19, 2018. All deals valid for stays before Apr 19, 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
  • Seasonal deal: save 15%Book by: Apr 30, 2018. All deals valid for stays before May 27, 2018
  • Sale!Book by: May 23, 2018. All deals valid for stays before May 24, 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: Apr 17, 2018. All deals valid for stays before Nov 30, 2018
  • Private sale: save 20%Book by: Apr 18, 2018. All deals valid for stays before Nov 30, 2018
  • Private sale: save 20%Book by: Apr 19, 2018. All deals valid for stays before Nov 30, 2018
  • Private sale: save 20%Book by: Apr 20, 2018. All deals valid for stays before Nov 30, 2018
  • Private sale: save 20%Book by: Apr 21, 2018. All deals valid for stays before Nov 30, 2018
  • Private sale: save 20%Book by: Apr 22, 2018. All deals valid for stays before Nov 30, 2018
  • Private sale: save 20%Book by: Apr 23, 2018. All deals valid for stays before Nov 30, 2018
  • Private sale: save 20%Book by: Apr 24, 2018. All deals valid for stays before Nov 30, 2018
  • Private sale: save 20%Book by: Apr 25, 2018. All deals valid for stays before Nov 30, 2018
  • Private sale: save 20%Book by: Apr 26, 2018. All deals valid for stays before Nov 30, 2018
Picture of Hampton Inn Chicago - O'Hare in Schiller Park

Hampton Inn Chicago - O'Hare

(14 miles to city center)
  • 2.5 stars
Excellent 4.4 / 5
from$114
$106
  • Private sale: save 10%Book by: Apr 30, 2018. Valid for stays between Apr 29, 2018 and {1}
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
  • Private sale: save 1500%Book by: Apr 19, 2018. All deals valid for stays before Apr 19, 2018
  • Private sale: save 1000%Book by: Apr 19, 2018. All deals valid for stays before Apr 19, 2018
Picture of Wyndham Chicago O'Hare in Chicago

Wyndham Chicago O'Hare

(16 miles to city center)
  • 3 stars
Good 3.8 / 5
from$119
$101
  • Seasonal deal: save 15%Book by: Apr 30, 2018. All deals valid for stays before May 27, 2018
  • Private sale: save 20%Book by: May 31, 2018. All deals valid for stays before May 31, 2018
  • Sale!Book by: May 23, 2018. All deals valid for stays before May 24, 2018
Picture of Congress Plaza Hotel in Chicago

Congress Plaza Hotel

(760 yards to city center)
  • 3 stars
Good 3.6 / 5
from$110
$88
  • Save 20%Book by: Apr 17, 2018. All deals valid for stays before Dec 31, 2018
  • Save 20%Book by: Apr 18, 2018. All deals valid for stays before Dec 31, 2018
  • Save 20%Book by: Apr 19, 2018. All deals valid for stays before Dec 31, 2018
  • Save 20%Book by: Apr 20, 2018. All deals valid for stays before Dec 31, 2018
  • Save 20%Book by: Apr 21, 2018. All deals valid for stays before Dec 31, 2018
  • Save 20%Book by: Apr 22, 2018. All deals valid for stays before Dec 31, 2018
  • Save 20%Book by: Apr 23, 2018. All deals valid for stays before Dec 31, 2018
  • Save 20%Book by: Apr 24, 2018. All deals valid for stays before Dec 31, 2018
  • Save 20%Book by: Apr 25, 2018. All deals valid for stays before Dec 31, 2018
  • Save 20%Book by: Apr 26, 2018. All deals valid for stays before Dec 31, 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
  • Save 10%Book by: Apr 30, 2018. All deals valid for stays before May 30, 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 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: Apr 17, 2018. All deals valid for stays before Feb 28, 2019
  • Save 20%Book by: Apr 18, 2018. All deals valid for stays before Feb 28, 2019
  • Save 20%Book by: Apr 19, 2018. All deals valid for stays before Feb 28, 2019
  • Save 20%Book by: Apr 20, 2018. All deals valid for stays before Feb 28, 2019
  • Save 20%Book by: Apr 21, 2018. All deals valid for stays before Feb 28, 2019
  • Save 20%Book by: Apr 22, 2018. All deals valid for stays before Feb 28, 2019
  • Save 20%Book by: Apr 23, 2018. All deals valid for stays before Feb 28, 2019
  • Save 20%Book by: Apr 24, 2018. All deals valid for stays before Feb 28, 2019
  • Save 20%Book by: Apr 25, 2018. All deals valid for stays before Feb 28, 2019
  • Save 20%Book by: Apr 26, 2018. All deals valid for stays before Feb 28, 2019
Picture of House 5863- Chicago's Premier Bed and Breakfast in Chicago

House 5863- Chicago's Premier Bed and Breakfast

(7.7 miles to city center)
  • 3.5 stars
Excellent 4.5 / 5
from$105
$97
  • Save 25%Book by: Jul 8, 2018. All deals valid for stays before Jul 8, 2018
  • Save 25%Book by: Jul 8, 2018. All deals valid for stays before Jul 8, 2018
  • Save 15%Book by: Jul 8, 2018. All deals valid for stays before Jul 8, 2018
  • Save 10%Book by: Jul 8, 2018. All deals valid for stays before Jul 8, 2018
Picture of Eaglewood Resort and Spa in Itasca

Eaglewood Resort and Spa

(22 miles to city center)
  • 4 stars
Excellent 4.1 / 5
from
$129
  • Save 35%Book by: May 31, 2018. All deals valid for stays before May 31, 2018
  • Private sale: save 20%Book by: May 31, 2018. All deals valid for stays before May 31, 2018
  • Book by: Apr 30, 2018. All deals valid for stays before Apr 30, 2018
Picture of Staypineapple at The Alise Chicago in Chicago

Staypineapple at The Alise Chicago

(290 yards to city center)
  • 4 stars
Outstanding 4.6 / 5
from$179
$161
  • Save 20%Book by: May 30, 2018. All deals valid for stays before May 30, 2018
  • Save 15%Book by: May 30, 2018. All deals valid for stays before May 30, 2018
  • Private sale: save 10%Book by: May 30, 2018. All deals valid for stays before May 30, 2018
Picture of Crowne Plaza Chicago SW - Burr Ridge in Burr Ridge

Crowne Plaza Chicago SW - Burr Ridge

(17 miles to city center)
  • 3.5 stars
Outstanding 4.6 / 5
from
$101
  • Private sale: save 20%Book by: Jun 30, 2018. Valid for stays before Jun 30, 2018
Picture of Chicago Marriott Suites O'Hare in Rosemont

Chicago Marriott Suites O'Hare

(14 miles to city center)
  • 4 stars
Excellent 4.5 / 5
from
$129
  • Private sale: save 20%Book by: May 31, 2018. All deals valid for stays before Dec 30, 2018
  • Private sale: save 7%Book by: May 31, 2018. All deals valid for stays before Dec 30, 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