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
12 Oct - 13 Oct
Tomorrow
13 Oct - 14 Oct
This weekend
16 Oct - 18 Oct
Next weekend
23 Oct - 25 Oct

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 dining area with a wooden table and chairs, a rock sculpture centerpiece, and a large green wall art piece.
A modern kitchen with white cabinets, stainless steel appliances, and patterned wallpaper.
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
Yohannes
£116
includes taxes & fees
25 Oct - 26 Oct
Villa Dubois Guest House
Private kitchen
Living area
Dining
Living area

2. ModernFarmHouseChicago-Spacious 3-bedroom condo Near Downtown Chicago

ModernFarmHouseChicago-Spacious 3-bedroom condo Near Downtown Chicago
Kenwood
United States
Anonymous traveller
£394
includes taxes & fees
5 Nov - 6 Nov
ModernFarmHouseChicago-Spacious 3-bedroom condo Near Downtown Chicago
A brick building with a restaurant named "BARCLAYS" and a sign for "THE COTTAGE OF OAK BURTON."
A bar area with a checkered floor, wooden chairs, a bar counter, and two televisions mounted on the wall.
A dimly lit restaurant with booths and tables, featuring a large clock and a television screen on the wall.
A lobby with two green armchairs, a glass coffee table, a chandelier, and a fireplace.

3. Carleton of Oak Park

Carleton of Oak Park
Oak Park
United States
Brad
£103
includes taxes & fees
13 Oct - 14 Oct
Carleton of Oak Park
An indoor swimming pool with lounge chairs and a stone wall.
A modern hotel entrance with a sign reading "Crowne Plaza."
A hotel lobby with a reception desk, seating area, and a sign reading "SIP & SAVOR COCKTAILS & EATS".
A gym with treadmills, elliptical machines, and a view of an outdoor swimming pool.

4. Crowne Plaza Chicago SW - Burr Ridge by IHG

Crowne Plaza Chicago SW - Burr Ridge by IHG
Burr Ridge
United States
Jack
£98
includes taxes & fees
26 Oct - 27 Oct
Crowne Plaza Chicago SW - Burr Ridge by IHG
Room
An indoor swimming pool with lounge chairs and a glass ceiling.
A hotel with a sign reading "Chicago Club Inn & Suites" at night.
A spacious lobby with a marble floor, modern lighting fixtures, a seating area with sofas and chairs, and a visible kitchen area in the background.

5. Chicago Club Inn & Suites

Chicago Club Inn & Suites
Westmont
United States
Jonathan
£43
includes taxes & fees
11 Nov - 12 Nov
Chicago Club Inn & Suites
A restaurant interior with a retro 1943 theme, featuring hanging pendant lights, a checkered floor, and a large illuminated 'CHICAGO' sign.
A hotel room with a TV, a wooden desk, a chair, a sofa, and a small table.
A hotel room with a kitchenette, a bathroom, a seating area, and a desk.
A hotel room with a large bed, two bedside tables with lamps, a wooden headboard, and a carpeted floor.

6. Comfort Suites Chicago O'Hare Airport

Comfort Suites Chicago O'Hare Airport
Schiller Park
United States
JIE
£73
includes taxes & fees
1 Nov - 2 Nov
Comfort Suites Chicago O'Hare Airport
A modern hotel with a large glass facade, a covered entrance, and a well-lit parking area.
A modern kitchen with a large window, wooden counter, and various food items displayed.
A modern lounge area with seating, a fireplace, and large windows.
A modern lounge area with a fireplace, seating, and a bar with red lighting.

7. Aloft by Marriott Bolingbrook

Aloft by Marriott Bolingbrook
Bolingbrook
United States
Nelson
£97
includes taxes & fees
18 Oct - 19 Oct
Aloft by Marriott Bolingbrook
A banquet hall with round tables, chairs, and chandeliers.
A hotel room with a large bed, a desk, a chair, a lamp, and a view of trees through the window.
A hotel room with two beds, a desk, a chair, a TV, and a large window with a view of trees.
A gym with treadmills, elliptical machines, and weight stations.

8. Hyatt Lodge Oak Brook Chicago

Hyatt Lodge Oak Brook Chicago
Oak Brook
United States
wayne b
£133
includes taxes & fees
25 Oct - 26 Oct
Hyatt Lodge Oak Brook Chicago
A hotel room with two beds, a desk, a TV, and a window with curtains.
A modern hotel with a prominent sign, multiple balconies, and a parking area.
A hotel room with two beds, a nightstand, a lamp, and a wooden floor.
A sign for Econo Lodge with a grassy area and trees in the background.

9. Econo Lodge Willowbrook

Econo Lodge Willowbrook
Willowbrook
United States
Kyle
£52
includes taxes & fees
1 Nov - 2 Nov
Econo Lodge Willowbrook
A breakfast setting with a plate of toast, a bowl of fruit, a cup of coffee, and a newspaper on a table by a window with a city view.
A modern interior with a bar area, seating, and large windows offering a city view.
A building facade with a dark entrance, two wall-mounted lights, and a sign reading "The Robey Chicago".
A bar area with a circular bar, stools, and a well-stocked shelf of bottles.

10. The Robey, Chicago, a Member of Design Hotels

The Robey, Chicago, a Member of Design Hotels
West Town
United States
BRIAN
£207
includes taxes & fees
1 Nov - 2 Nov
The Robey, Chicago, a Member of Design Hotels
View all properties

Top South Side Hotel Reviews

Chicago Marriott Midway

Chicago Marriott Midway

10/10 Excellent
"…."
Karina 2-night trip
Posted 5 hours ago
Chicago Marriott Midway
Jaslin Hotel

Jaslin Hotel

10/10 Excellent
"One of the best hotels I stay"
Elizabeth 3-night trip
Posted 7 hours ago
Jaslin Hotel
Chicago Lake Shore Hotel

Chicago Lake Shore Hotel

10/10 Excellent
"Lovely staff. Super flexible with the arrival and departure times when my flight was cancelled and the next day I needed some extra time to get back from the marathon. 10/10 would recommend"
Juan 1-night trip
Posted 12 hours ago
Chicago Lake Shore Hotel

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