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

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

Sonesta ES Suites Chicago - Schaumburg

(25 miles to city center)
  • 3 stars
Outstanding 4.6 / 5
from
$119
Picture of Hyatt Regency McCormick Place in Chicago

Hyatt Regency McCormick Place

(2.0 miles to city center)
  • 4 stars
Excellent 4.4 / 5
from
$109
Picture of Hampton Inn & Suites Chicago Downtown in Chicago

Hampton Inn & Suites Chicago Downtown

(1200 yards to city center)
  • 3 stars
Excellent 4.3 / 5
from
$125
Picture of Chicago Club Inn & Suites in Westmont

Chicago Club Inn & Suites

(17 miles to city center)
  • 3 stars
Good 3.6 / 5
from$89
$76
Picture of Park Hyatt - Chicago in Chicago

Park Hyatt - Chicago

(1.1 miles to city center)
  • 5 stars
Outstanding 4.8 / 5
from
$262
Picture of The Westin O'Hare in Rosemont

The Westin O'Hare

(14 miles to city center)
  • 4 stars
Excellent 4.4 / 5
from
$149
Picture of Comfort Suites Oakbrook Terrace Chicago in Oakbrook Terrace

Comfort Suites Oakbrook Terrace Chicago

(18 miles to city center)
  • 3 stars
Excellent 4.0 / 5
from
$99
Picture of AmericInn Hotel & Suites Schaumburg in Schaumburg

AmericInn Hotel & Suites Schaumburg

(24 miles to city center)
  • 3 stars
Good 3.9 / 5
from
$95
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 Hyatt Place Chicago Midway Airport in Chicago

Hyatt Place Chicago Midway Airport

(9.5 miles to city center)
  • 3 stars
Outstanding 4.6 / 5
from
$152
Picture of Comfort Inn in Hammond

Comfort Inn

(23 miles to city center)
  • 2.5 stars
Excellent 4.3 / 5
from
$129
Picture of DoubleTree by Hilton Chicago - Magnificent Mile in Chicago

DoubleTree by Hilton Chicago - Magnificent Mile

(1600 yards to city center)
  • 3.5 stars
Excellent 4.1 / 5
from
$135
Picture of Hyatt Place Chicago/O'Hare Airport in Rosemont

Hyatt Place Chicago/O'Hare Airport

(16 miles to city center)
  • 3 stars
Excellent 4.5 / 5
from
$119
Picture of Hampton Inn & Suites Chicago-North Shore/Skokie in Skokie

Hampton Inn & Suites Chicago-North Shore/Skokie

(14 miles to city center)
  • 3 stars
Excellent 4.5 / 5
from
$119
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 Hilton Chicago/Oak Brook Hills Resort & Conference Center in Oak Brook

Hilton Chicago/Oak Brook Hills Resort & Conference Center

(18 miles to city center)
  • 3.5 stars
Excellent 4.3 / 5
from$129
$123
Picture of Holiday Inn Express Hotel & Suites Chicago South Lansing in Lansing

Holiday Inn Express Hotel & Suites Chicago South Lansing

(21 miles to city center)
  • 2.5 stars
Excellent 4.4 / 5
from
$131
Picture of Wyndham Garden Schaumburg Chicago Northwest in Schaumburg

Wyndham Garden Schaumburg Chicago Northwest

(25 miles to city center)
  • 3 stars
Good 3.7 / 5
from
$59
Picture of Embassy Suites Chicago Downtown in Chicago

Embassy Suites Chicago Downtown

(1500 yards to city center)
  • 3.5 stars
Excellent 4.4 / 5
from
$159
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 Hilton Chicago O'Hare Airport in Chicago

Hilton Chicago O'Hare Airport

(16 miles to city center)
  • 4 stars
Good 3.9 / 5
from
$140
Picture of Holiday Inn & Suites Chicago - Downtown in Chicago

Holiday Inn & Suites Chicago - Downtown

(1300 yards to city center)
  • 3 stars
Good 3.7 / 5
from
$136
Picture of Hampton Inn & Suites Rosemont Chicago O’Hare in Rosemont

Hampton Inn & Suites Rosemont Chicago O’Hare

(14 miles to city center)
  • 2.5 stars
Outstanding 4.8 / 5
from
$143
Picture of Waldorf Astoria Chicago in Chicago

Waldorf Astoria Chicago

(1.3 miles to city center)
  • 5 stars
Outstanding 4.7 / 5
from
$276
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