Find Hotels with a Pool in South Side, IL

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

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

    Be picky

    Search almost a million properties worldwide

Check availability on South Side Hotels with a Pool

Tonight
Jul 24 - Jul 25
Tomorrow
Jul 25 - Jul 26
This weekend
Jul 25 - Jul 27
Next weekend
Aug 1 - Aug 3

Top South Side Hotels with a Pool

Hyatt Regency McCormick Place Chicago
Relax by the pool, surrounded by lounge chairs and a safe, tiled area.

Hyatt Regency McCormick Place Chicago

4.0 star property
9.0 out of 10, Wonderful, (1009)
"Great place to stay especially with the price! "
The price is NT$5,545
NT$7,198 total
includes taxes & fees
Aug 20 - Aug 21
Hyatt Regency McCormick Place Chicago
Best Western Grant Park Hotel
Relax in a stylish seating area with plush armchairs and a decorative partition, surrounded by ambient lighting and a patterned rug.

Best Western Grant Park Hotel

2.5 star property
8.2 out of 10, Very Good, (2584)
"Excellent Hotel!!"
The price is NT$3,616
NT$4,244 total
includes taxes & fees
Aug 25 - Aug 26
Best Western Grant Park Hotel
Chinatown Hotel Chicago
Stylish hallway with doors leading to various rooms.

Chinatown Hotel Chicago

1.5 star property
5.4 out of 10, (1003)
"I go there often I like the location and the quiet room. The staff is polite."
Chinatown Hotel Chicago
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.

Top South Side Hotel Reviews

Hyatt Place Chicago-South/University Medical Center

Hyatt Place Chicago-South/University Medical Center

10/10 Excellent
"Good morning I thought your location, decor, and breakfast were great. The ceiling tile need work."
Carol 2-night trip
Posted 3 days ago
Hyatt Place Chicago-South/University Medical Center