Family Hotels & Resorts in South Side from NZ$243

    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 Family Hotels

Tonight
30 Jul - 31 Jul
Tomorrow
31 Jul - 1 Aug
This weekend
1 Aug - 3 Aug
Next weekend
8 Aug - 10 Aug

Best South Side Family Hotels

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, (2076)
"Beautiful property, will definitely stay there again."
The price is NZ$435
includes taxes & fees
21 Aug - 22 Aug
Sable at Navy Pier Chicago, Curio Collection by Hilton
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
7.2 out of 10, Good, (1115)
"Enjoyed staying here!"
The price is NZ$317
includes taxes & fees
4 Aug - 5 Aug
The Chicago Hotel Collection - Magnificent Mile
Travelodge by Wyndham Downtown Chicago
Relax in the hotel lobby's spacious seating area, surrounded by a city view and comfortable sofas and armchairs.

Travelodge by Wyndham Downtown Chicago

2.0 star property
7.2 out of 10, Good, (2252)
"Location, cleanness and staff were very good "
The price is NZ$213
includes taxes & fees
25 Aug - 26 Aug
Travelodge by Wyndham Downtown Chicago
Hyatt Place Chicago-South/University Medical Center
Situated in the heart of the city, this hotel offers a sleek, contemporary design with a striking glass facade.

Hyatt Place Chicago-South/University Medical Center

3.0 star property
8.8 out of 10, Excellent, (1025)
"Great property!"
The price is NZ$332
includes taxes & fees
25 Aug - 26 Aug
Hyatt Place Chicago-South/University Medical Center
Best Western Inn & Suites - Midway Airport
Experience the hotel's contemporary lobby with a spacious seating area, reception desk, and stunning city views.

Best Western Inn & Suites - Midway Airport

2.5 star property
6.6 out of 10, (1007)
"Staff was very helpful and welcoming :)"
The price is NZ$244
includes taxes & fees
5 Aug - 6 Aug
Best Western Inn & Suites - Midway Airport
Carlton Inn Midway
Enjoy a self-service breakfast with a variety of options at this well-equipped breakfast bar.

Carlton Inn Midway

2.0 star property
6.4 out of 10, (1001)
"Staff are very friendly:) "
The price is NZ$206
includes taxes & fees
14 Aug - 15 Aug
Carlton Inn Midway
The Wade
Enjoy a sea view from the large window, with a comfortable seating area and unique artwork on display.

The Wade

4.5 star property
8.2 out of 10, Very good, (1134)
"It was a very relaxing stay and amazing view!"
The price is NZ$264
includes taxes & fees
17 Aug - 18 Aug
The Wade
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, (2561)
"Excellent Hotel!!"
The price is NZ$243
includes taxes & fees
24 Aug - 25 Aug
Best Western Grant Park Hotel
The Drake
48-inch flat-screen TV with cable channels, TV, pay films

The Drake

4.0 star property
8.8 out of 10, Excellent, (1252)
"Awesome place to stay"
The price is NZ$338
includes taxes & fees
18 Aug - 19 Aug
The Drake
Crowne Plaza Chicago West Loop by IHG
Relax in a casual, urban setting with seating areas and a prominent counter for ordering.

Crowne Plaza Chicago West Loop by IHG

3.5 star property
9.0 out of 10, Wonderful, (1328)
"Staff was so friendly and the rooms were really clean!"
The price is NZ$296
includes taxes & fees
24 Aug - 25 Aug
Crowne Plaza Chicago West Loop by IHG
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
"Beautiful"
Akbar 2-night trip
Posted 2 days ago
Holiday Inn Express Hotel & Suites Chicago-Midway Airport by IHG