Chicago Hotels with a Pool

  • 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 Hilton Garden Inn Chicago Downtown/Magnificent Mile in Chicago

Hilton Garden Inn Chicago Downtown/Magnificent Mile

(1300 yards to city center)
  • 3 stars
Excellent 4.4 / 5
from
$129
Picture of Sheraton Grand Chicago in Chicago

Sheraton Grand Chicago

(1300 yards to city center)
  • 4 stars
Excellent 4.3 / 5
from
$179
Picture of Aloft Chicago O'Hare in Rosemont

Aloft Chicago O'Hare

(14 miles to city center)
  • 3 stars
Excellent 4.1 / 5
from
$119
Picture of Country Inn & Suites By Carlson, O'Hare South in Bensenville

Country Inn & Suites By Carlson, O'Hare South

(16 miles to city center)
  • 3 stars
Good 3.8 / 5
from
$76
Picture of Hyatt Centric Chicago Magnificent Mile in Chicago

Hyatt Centric Chicago Magnificent Mile

(1700 yards to city center)
  • 4 stars
Excellent 4.5 / 5
from
$136
Picture of Hyatt Place Chicago/Downtown - The Loop in Chicago

Hyatt Place Chicago/Downtown - The Loop

(700 yards to city center)
  • 3 stars
Excellent 4.5 / 5
from
$161
Picture of Hyatt Place Itasca in Itasca

Hyatt Place Itasca

(21 miles to city center)
  • 3 stars
Excellent 4.4 / 5
from
$76
Picture of W Chicago - Lakeshore in Chicago

W Chicago - Lakeshore

(1.1 miles to city center)
  • 4.5 stars
Excellent 4.1 / 5
from
$189
Picture of InterContinental Chicago Magnificent Mile in Chicago

InterContinental Chicago Magnificent Mile

(1300 yards to city center)
  • 4.5 stars
Excellent 4.2 / 5
from
$160
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
$110
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
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
$134
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 4.4 / 5
from
$152
Picture of SpringHill Suites Chicago O'Hare by Marriott in Chicago

SpringHill Suites Chicago O'Hare by Marriott

(13 miles to city center)
  • 3 stars
Excellent 4.4 / 5
from
$129
Picture of Hyatt Place Chicago/Lombard/Oak Brook in Lombard

Hyatt Place Chicago/Lombard/Oak Brook

(19 miles to city center)
  • 3 stars
Excellent 4.4 / 5
from
$119
Picture of DoubleTree by Hilton Chicago - Oak Brook in Oak Brook

DoubleTree by Hilton Chicago - Oak Brook

(17 miles to city center)
  • 3.5 stars
Excellent 4.2 / 5
from
$119
Picture of Edward Hotel Chicago in Rosemont

Edward Hotel Chicago

(16 miles to city center)
  • 3 stars
Good 3.9 / 5
from$119
$101
Picture of DoubleTree by Hilton Chicago O'Hare Airport - Rosemont in Rosemont

DoubleTree by Hilton Chicago O'Hare Airport - Rosemont

(14 miles to city center)
  • 3.5 stars
Excellent 4.3 / 5
from
$139
Picture of Crowne Plaza Hotel Chicago O'Hare in Rosemont

Crowne Plaza Hotel Chicago O'Hare

(14 miles to city center)
  • 3.5 stars
Excellent 4.1 / 5
from
$93
Picture of Holiday Inn Chicago-Mart Plaza River North in Chicago

Holiday Inn Chicago-Mart Plaza River North

(1300 yards to city center)
  • 3.5 stars
Excellent 4.2 / 5
from
$141
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
Picture of The Westin Chicago Northwest in Itasca

The Westin Chicago Northwest

(21 miles to city center)
  • 4 stars
Excellent 4.3 / 5
from
$84
Picture of Hyatt Place Chicago/ Schaumburg in Schaumburg

Hyatt Place Chicago/ Schaumburg

(24 miles to city center)
  • 3 stars
Excellent 4.1 / 5
from
$91
Picture of Hilton Chicago/Magnificent Mile Suites in Chicago

Hilton Chicago/Magnificent Mile Suites

(1.3 miles to city center)
  • 3.5 stars
Excellent 4.3 / 5
from$179
$174
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
$205

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