Hotels with free wifi 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 free wifi

Tonight
Aug 6 - Aug 7
Tomorrow
Aug 7 - Aug 8
This weekend
Aug 8 - Aug 10
Next weekend
Aug 15 - Aug 17

Top South Side Hotels with free wifi

Motel 6 - Chicago, IL
Cozy retreat with a desk, large mirror, and comfortable bed.

Motel 6 - Chicago, IL

2.0 star property
6.0 out of 10, (56)
"The place was cool."
The price is P3,891
P4,567 total
includes taxes & fees
Sep 1 - Sep 2
Motel 6 - Chicago, IL
Hyatt Place Chicago-South/University Medical Center
Enjoy a meal al fresco at this restaurant, adjacent to a sleek building with city views.

Hyatt Place Chicago-South/University Medical Center

3.0 star property
8.8 out of 10, Excellent, (1009)
"Great property!"
The price is P9,166
P10,760 total
includes taxes & fees
Aug 20 - Aug 21
Hyatt Place Chicago-South/University Medical Center
Villa Dubois Guest House
Relax in this stylish living room with a sofa, potted plant, and kitchen area.

Villa Dubois Guest House

2.0 star property
8.2 out of 10, Very Good, (64)
"it was comfortable and nice furniture and decor"
The price is P3,632
P6,294 total
includes taxes & fees
Aug 7 - Aug 8
Villa Dubois Guest House
Rainbow Motel
Relax in a serene bedroom with a large bed, minimalist decor, and a cityscape painting above.

Rainbow Motel

2.5 star property
5.4 out of 10, (8)
"It was a good stay the rooms are small tho but if you are going to have fun and just have somewhere to sleep then it’s perfect for a couple people "
The price is P5,157
P6,053 total
includes taxes & fees
Aug 11 - Aug 12
Rainbow Motel
Mccormick Place Guest House
Enjoy cooking in this well-equipped kitchen with a central island, oven, and dishwasher.

Mccormick Place Guest House

3.0 star property
8.4 out of 10, Very Good, (14)
"Awesome property. The location was great and was in an urban area. Walking distance to train station, bus routes, and food choices. "
The price is P7,206
P10,490 total
includes taxes & fees
Aug 8 - Aug 9
Mccormick Place Guest House
Holiday Inn Express Hotel & Suites Chicago-Midway Airport by IHG
Indulge in a variety of breakfast options, including cheese omelets, at the buffet.

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

2.5 star property
9.0 out of 10, Wonderful, (1120)
"Proximity to the airport and eateries was great"
The price is P8,250
P9,692 total
includes taxes & fees
Aug 24 - Aug 25
Holiday Inn Express Hotel & Suites Chicago-Midway Airport by IHG
SpringHill Suites by Marriott Chicago Chinatown
Relax in a stylish seating area with a sofa, two armchairs, and a coffee table.

SpringHill Suites by Marriott Chicago Chinatown

3.5 star property
9.6 out of 10, Exceptional, (965)
"Great place to stay!"
The price is P9,281
P10,896 total
includes taxes & fees
Aug 24 - Aug 25
SpringHill Suites by Marriott Chicago Chinatown
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, (995)
"perfect hotel for visiting UChicago."
The price is P14,476
P18,550 total
includes taxes & fees
Aug 10 - Aug 11
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, (868)
"Amazing stay!"
The price is P7,419
P8,716 total
includes taxes & fees
Aug 24 - Aug 25
Chicago Marriott Midway
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
"The welcoming staff and comfortable environment in the lobby/lounge area made the visit!! We could gather with friends, family, strangers and enjoy ourselves in the cozy chairs and sofas...felt like a home away from home!!!"
Christina 2-night trip
Posted 3 days ago
Hyatt Place Chicago-South/University Medical Center