Find Luxury Hotels 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 Luxury Hotels

Top South Side Luxury Hotels

The Wheeler Mansion
Signature Suite, 1 Bedroom | Premium bedding, pillowtop beds, individually decorated

The Wheeler Mansion

4.0 star property
10.0 out of 10, Exceptional, (2)
"A unique place to stay near the convention centre. "
The Wheeler Mansion
Best Western Grant Park Hotel
Restaurant

Best Western Grant Park Hotel

2.5 star property
8.2 out of 10, Very Good, (2585)
"Great hotel! "
The price is ￥14,429
￥16,938 total
includes taxes & fees
Sep 2 - Sep 3
Best Western Grant Park Hotel
Hyatt Regency McCormick Place Chicago
City view

Hyatt Regency McCormick Place Chicago

4.0 star property
9.2 out of 10, Wonderful, (1004)
"Great place to stay especially with the price! "
The price is ￥29,374
￥37,948 total
includes taxes & fees
Aug 21 - Aug 22
Hyatt Regency McCormick Place Chicago
Chinatown Hotel Chicago
Living area

Chinatown Hotel Chicago

1.5 star property
5.4 out of 10, (1001)
"No frills hotel room with a reasonable price for Chicago and a great location to walk downtown. Also has parking very near for Chinatown at 18.99 for 24 hrs."
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

Carlton Inn Midway

Carlton Inn Midway

10/10 Excellent
"Tight parking lot and not a great looking part of town. Our room was down a dark, exterior hall. Inside was great though. Lobby and staff was great and room was very clean and comfortable."
Corey 1-night trip
Posted 3 days ago
Carlton Inn Midway