A cityscape with a prominent building with a green dome, surrounded by greenery and a body of water.

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Check availability on South Side Sports Hotels

Tonight
30 Aug - 31 Aug
Tomorrow
31 Aug - 1 Sept
Next weekend
4 Sept - 6 Sept
In two weeks
11 Sept - 13 Sept

Our top choices for South Side adventure hotels

A hallway with wooden flooring, a dining area with a table and chairs, and a blue sofa.
A modern kitchen with white cabinets, stainless steel appliances, and patterned wallpaper.
A dining area with a wooden table and chairs, a rock sculpture centerpiece, and a large green wall art piece.
A neatly made bed with a headboard, two bedside tables with lamps, and a wall-mounted artwork above the bed.

1. Villa Dubois Guest House

Villa Dubois Guest House
Bronzeville
United States
Steven
₹12,517
₹14,693 total
includes taxes & fees
10 Sept - 11 Sept
Villa Dubois Guest House
A person pouring champagne into a glass near a window overlooking a cityscape with a Ferris wheel.
A modern hotel room with a large window offering a view of the sea and a cityscape. There is a seating area with a sofa and a small table.
A modern hotel lobby with a marble floor, seating areas, and a ceiling with a sky-like projection.
A rooftop terrace with a view of a beach and a Ferris wheel, featuring lounge chairs and a colorful mural.

2. The Wade

The Wade
Downtown Chicago
Canada
Ayomikun Jedidiah
₹14,213
₹16,897 total
includes taxes & fees
31 Aug - 1 Sept
The Wade
A woman descending a set of outdoor stairs in an urban area with tall buildings in the background.
A spacious lobby with a high ceiling, modern seating, and a central bar area.
A modern bar area with a long counter, multiple bar stools, and a large flat-screen TV.
A dining table with a salad, cheese, and wine, surrounded by chairs and a large plant.

3. voco Chicago Downtown - Riverwalk by IHG

voco Chicago Downtown - Riverwalk by IHG
Downtown Chicago
United States
kaitlyn
₹19,363
₹25,857 total
includes taxes & fees
7 Sept - 8 Sept
voco Chicago Downtown - Riverwalk by IHG
A modern bar area with a marble countertop, leather bar stools, a chandelier, and a wall-mounted TV.
A modern lobby with a sofa, armchairs, and a table. A large window offers a view of the street.
A hotel room with a large bed, a desk with a lamp, a TV, and a bathroom visible through an open door.
A modern hotel with a glass facade, multiple floors, and a prominent entrance with a purple-lit canopy.

4. Ivy Boutique Hotel

Ivy Boutique Hotel
Downtown Chicago
United States
Melinda
₹13,650
₹16,023 total
includes taxes & fees
31 Aug - 1 Sept
Ivy Boutique Hotel
An outdoor dining area with tables and umbrellas, overlooking a river with a bridge and high-rise buildings in the background.
A spacious lobby with a central bar area, seating, and a large window offering a city view.
A modern bar area with a long counter, multiple bar stools, and a large flat-screen TV.
A modern hotel room with a large window, a blue sofa, and a lamp.

5. Holiday Inn Chicago Dwtn - The Mart by IHG

Holiday Inn Chicago Dwtn - The Mart by IHG
Downtown Chicago
United States
Victor
₹19,363
₹25,858 total
includes taxes & fees
7 Sept - 8 Sept
Holiday Inn Chicago Dwtn - The Mart by IHG
A bar area with a counter, menu boards, and a unique seating arrangement with numbered stools.
A modern room with bunk beds, a sofa, a round coffee table, and a view of the city through large windows.
A modern hotel room with bunk beds, a kitchen area, and a seating space with a round table.
A reception area with a counter, seating, and lockers.

6. The Chicago Hotel Collection River North

The Chicago Hotel Collection River North
Downtown Chicago
United States
Eduardo
₹10,509
₹12,336 total
includes taxes & fees
31 Aug - 1 Sept
The Chicago Hotel Collection River North
View all properties

Top South Side Hotel Reviews

Hyatt Place Chicago-South/University Medical Center

Hyatt Place Chicago-South/University Medical Center

10/10 Excellent
"In Hyde Park. Very close to lots of restaurants and a short Uber drive to the Obama Center and Museum of Science and Industry"
India 1-night trip
Posted 2 hours ago
Hyatt Place Chicago-South/University Medical Center
Holiday Inn Chicago – Midway Airport S by IHG

Holiday Inn Chicago – Midway Airport S by IHG

10/10 Excellent
"I stayed at this hotel while I was in town for the BTS concert recently. It was very clean and the concierge at the front desk was so helpful. I’ve never been to Chicago and my parents had only ever flew into Chicago to connect to another flight years ago. We had never been to Soldier Field stadium and she gave us an estimate of how long it would take to get there. I booked two rooms for myself and my parents and thankfully we had rooms on the same floor right across the hall from each other. I’d definitely stay there again if ever I go back."
Faith 2-night trip
Posted 18 hours ago
Holiday Inn Chicago – Midway Airport S by IHG
Chicago Marriott Midway

Chicago Marriott Midway

8/10 Good
"The room and lobby were clean. The bathtub was a bit dated but the water pressure and heat were superb!!!! We stayed here since we had a super early flight and took the shuttle to the airport. No complaints."
Shabreka 1-night trip
Posted 1 day ago
Chicago Marriott Midway
Carlton Inn Midway

Carlton Inn Midway

10/10 Excellent
"Good to stay and staff were good"
Rahul Pandit 1-night trip
Posted 5 days ago
Carlton Inn Midway

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