South Side Hotel Guide - Hotels with Restaurant in South Side, Chicago

    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 Restaurant

Tonight
2 Aug - 3 Aug
Tomorrow
3 Aug - 4 Aug
Next weekend
8 Aug - 10 Aug
In two weeks
15 Aug - 17 Aug

Top South Side Hotels with Restaurant

The Chicago Hotel Collection Ambassador Gold Coast
Enjoy a romantic breakfast on the balcony with a city view, surrounded by a selection of cheeses, fresh fruits, and nuts.

The Chicago Hotel Collection Ambassador Gold Coast

4.0 star property
8.2 out of 10, Very good, (1056)
"Great place to stay, would definitely recommend and stay here again "
The price is €164
includes taxes & fees
4 Aug - 5 Aug
The Chicago Hotel Collection Ambassador Gold Coast
Sable at Navy Pier Chicago, Curio Collection by Hilton
Relax in style with lounge chairs and bar stools amidst a scenic backdrop.

Sable at Navy Pier Chicago, Curio Collection by Hilton

4.0 star property
9.4 out of 10, Exceptional, (2050)
"Beautiful property, will definitely stay there again."
The price is €208
includes taxes & fees
1 Sept - 2 Sept
Sable at Navy Pier Chicago, Curio Collection by Hilton
Freehand Chicago
Relax in style with plush seating and a classic design, featuring a sofa, armchairs, and a bookshelf.

Freehand Chicago

4.0 star property
8.0 out of 10, Very good, (2134)
"Location was just what needed and at an affordable price "
The price is €149
includes taxes & fees
24 Aug - 25 Aug
Freehand Chicago
Sophy Hyde Park
Enjoy a panoramic city view from the comfort of this stylish room, featuring a seating area with sofa and armchairs, dining table, and coffee table.

Sophy Hyde Park

4.0 star property
9.6 out of 10, Exceptional, (993)
"perfect hotel for visiting UChicago."
The price is €278
includes taxes & fees
10 Aug - 11 Aug
Sophy Hyde Park
Chicago Marriott Midway
Relax by the serene pool surrounded by lush gardens and a natural ambiance.

Chicago Marriott Midway

3.5 star property
8.4 out of 10, Very good, (863)
"Amazing stay!"
The price is €131
includes taxes & fees
24 Aug - 25 Aug
Chicago Marriott Midway
The Chicago Hotel Collection - Magnificent Mile
Relax in a serene urban setting with a spacious seating area and unobstructed city views.

The Chicago Hotel Collection - Magnificent Mile

4.0 star property
7.4 out of 10, Good, (1125)
"Enjoyed staying here!"
The price is €164
includes taxes & fees
4 Aug - 5 Aug
The Chicago Hotel Collection - Magnificent Mile
Claridge House
Experience the hotel's elegant lobby, featuring a reception area, comfortable seating, and a unique rug with the hotel's logo.

Claridge House

4.0 star property
8.8 out of 10, Excellent, (1288)
"A wonderful hotel in a great location!"
The price is €225
includes taxes & fees
4 Aug - 5 Aug
Claridge House
The Hoxton Chicago
Enjoy a casual dining experience with comfortable seating and a variety of beverages.

The Hoxton Chicago

4.0 star property
9.0 out of 10, Wonderful, (1003)
"Excellent location and great vibe. "
The price is €212
includes taxes & fees
17 Aug - 18 Aug
The Hoxton 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, (2571)
"Good location and excellent staff and service."
The price is €120
includes taxes & fees
2 Sept - 3 Sept
Best Western Grant Park Hotel
Thompson Chicago, by Hyatt
Stairs lead to a bar area with a counter and seating on the upper level.

Thompson Chicago, by Hyatt

4.5 star property
9.0 out of 10, Wonderful, (1180)
"Perfect location, great staff and comfortable bed"
The price is €145
includes taxes & fees
1 Sept - 2 Sept
Thompson Chicago, by Hyatt
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

Holiday Inn Express Hotel & Suites Chicago-Midway Airport by IHG

Holiday Inn Express Hotel & Suites Chicago-Midway Airport by IHG

10/10 Excellent
"The hotel was fine. We appreciated the breakfast. It was well done."
William 1-night trip
Posted 21 hours ago
Holiday Inn Express Hotel & Suites Chicago-Midway Airport by IHG