Find Hotels with a Pool in Near West Side, IL

Start date: Check-in selected.
To Date
End date: Check-out

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check availability on Near West Side Hotels with a Pool

Our top choices for Near West Side hotels with a pool

Indoor pool, sun loungers
Hampton Inn Chicago West Loop Fulton Market Area

Hampton Inn Chicago West Loop Fulton Market Area

Hampton Inn Chicago West Loop Fulton Market Area
2.5 star property
Downtown Chicago
9.2 out of 10, Wonderful, (1002)
"Good service & nice clean rooms "
United States
Yessica
The price is AED 438
AED 514 total
includes taxes & fees
19 Dec - 20 Dec
Hampton Inn Chicago West Loop Fulton Market Area
Indoor pool, sun loungers
Homewood Suites by Hilton Chicago West Loop Fulton Mkt Area

Homewood Suites by Hilton Chicago West Loop Fulton Mkt Area

Homewood Suites by Hilton Chicago West Loop Fulton Mkt Area
3.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (1003)
"Good place to stay in."
United States
Joan
The price is AED 467
AED 548 total
includes taxes & fees
19 Dec - 20 Dec
Homewood Suites by Hilton Chicago West Loop Fulton Mkt Area
Seasonal outdoor pool, open 8:00 AM to 10:00 PM, sun loungers
Holiday Inn & Suites Chicago - Downtown by IHG

Holiday Inn & Suites Chicago - Downtown by IHG

Holiday Inn & Suites Chicago - Downtown by IHG
3.0 star property
Downtown Chicago
8.4 out of 10, Very Good, (1007)
"Amazing staff clean and secure hotel "
United States
Aniyah
The price is AED 371
AED 480 total
includes taxes & fees
25 Dec - 26 Dec
Holiday Inn & Suites Chicago - Downtown by IHG
Indoor pool
Hyatt House Chicago West Loop

Hyatt House Chicago West Loop

Hyatt House Chicago West Loop
3.5 star property
Downtown Chicago
8.8 out of 10, Excellent, (1127)
"I always come back to this Hotel everything is close the area is full of things to do really love staying here !!"
United States
Sandra
The price is AED 496
AED 582 total
includes taxes & fees
21 Dec - 22 Dec
Hyatt House Chicago West Loop
Seasonal outdoor pool
The Hoxton Chicago

The Hoxton Chicago

The Hoxton Chicago
4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (1004)
"Awesome hotel"
United States
Eligija
The Hoxton Chicago
Indoor pool
Hampton Inn & Suites Chicago Medical District UIC

Hampton Inn & Suites Chicago Medical District UIC

Hampton Inn & Suites Chicago Medical District UIC
2.5 star property
Near West Side
9.6 out of 10, Exceptional, (361)
"Room was immaculate, breakfast was very good and there was plenty of shops and eats near by "
United States
Surayah
The price is AED 320
AED 376 total
includes taxes & fees
18 Dec - 19 Dec
Hampton Inn & Suites Chicago Medical District UIC
Indoor pool, open 6:00 AM to 9:00 PM, sun loungers
Nobu Hotel Chicago

Nobu Hotel Chicago

Nobu Hotel Chicago
5.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (757)
"Great location, amenities and staff. "
United States
Nicholas
The price is AED 1,099
AED 1,290 total
includes taxes & fees
4 Jan - 5 January 2026
Nobu Hotel Chicago
Executive lounge
Level Chicago Fulton Market

Level Chicago Fulton Market

Level Chicago Fulton Market
4.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (357)
"Great hotel!"
United States
Giselle
Level Chicago Fulton Market
Indoor pool, open 7:00 AM to 10:00 PM, sun loungers
Aloft Chicago Mag Mile

Aloft Chicago Mag Mile

Aloft Chicago Mag Mile
3.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (2956)
"Great location and great staff!!"
United States
lynne
The price is AED 297
AED 349 total
includes taxes & fees
4 Jan - 5 January 2026
Aloft Chicago Mag Mile
Pool
Hilton Garden Inn Chicago Downtown South Loop

Hilton Garden Inn Chicago Downtown South Loop

Hilton Garden Inn Chicago Downtown South Loop
3.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (1756)
"Clean and staff was courteous. "
United States
HANNAH
The price is AED 262
AED 307 total
includes taxes & fees
5 Jan - 6 January 2026
Hilton Garden Inn Chicago Downtown South Loop
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
View all properties

Top Near West Side Hotel Reviews

Embassy Suites by Hilton Chicago Downtown River North

Embassy Suites by Hilton Chicago Downtown River North

10/10 Excellent
"The stay was fantastic and the room was very spacious. "
Maria 2-night trip
Posted 13 hours ago
Embassy Suites by Hilton Chicago Downtown River North

Explore a world of travel with Expedia

Frequently asked questions

What are some accommodations with pools in Near West Side?
Crowne Plaza Chicago West Loop by IHG: Hotel, 15-minute walk from United Center. Offers full, an indoor pool, and complimentary wireless internet access. Hampton Inn & Suites Chicago Medical District UIC: Hotel located near Chicago Riverwalk. Features complimentary wireless internet access, a seasonal outdoor pool, and kitchens. The Emily Hotel: Hotel steps from State Street. Offers a full-service spa, an indoor pool, and a 24-hour fitness center. Level Chicago Fulton Market: Hotel, 4-minute walk from Michigan Avenue. Features full, an indoor pool, and flat-screen televisions. Palmer House a Hilton Hotel: Hotel steps from Michigan Avenue. Provides 2 restaurants, an indoor pool, and a sauna.
What is there to see and do in Near West Side?
Explore places like United Center while you're in Near West Side. Make a point to visit attractions like Union Park and Mary Bartelme Park. Visitors have positive things to say about the major shopping area in Near West Side.
When is the best time to book a hotel with a pool in Near West Side?
You may want to consider an accommodation that has an outdoor pool if you plan to visit in the warmest months of July, August, or June when the average temperature is 70°F. Lodging with an indoor pool may be what you want if you come to town during the coldest months of January, February, or December when the average temperature is 31°F.