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 Hotels with Parking

Tonight
22 Oct - 23 Oct
Tomorrow
23 Oct - 24 Oct
This weekend
23 Oct - 25 Oct
Next weekend
30 Oct - 1 Nov

Our top choices for South Side hotels with parking

A brick building with a restaurant named "BARCLAYS" and a sign for "THE COTTAGE OF OAK BURTON."
A residential street with a sidewalk, houses, and greenery.
A dimly lit restaurant with booths and tables, featuring a large clock and a television screen on the wall.
A bar area with a checkered floor, wooden chairs, a bar counter, and two televisions mounted on the wall.

1. Carleton of Oak Park

Carleton of Oak Park
Oak Park
United States
Brad
₹11,563
₹12,833 total
includes taxes & fees
27 Oct - 28 Oct
Carleton of Oak Park
A modern living room with a sofa, armchairs, a coffee table, and a bookshelf.
A restaurant with outdoor seating, covered by umbrellas, and decorated with hanging planters.
A modern hotel room with a large bed, a desk, a chair, a lamp, and a view of the city through large windows.
A modern living room with a sofa, chairs, a coffee table, and a bookshelf.

2. Le Méridien Essex Chicago

Le Méridien Essex Chicago
Downtown Chicago
United States
Caitlin Vania
₹10,581
₹14,264 total
includes taxes & fees
12 Nov - 13 Nov
Le Méridien Essex Chicago
A modern interior with a bar area, seating, and decorative wooden panels.
A reception area with a marble counter, decorative Buddha statues, and a wall with a quote.
A modern hotel with a prominent "Grant Park Hotel" sign and "Best Western" branding.
A hotel room with a large bed, a flat-screen TV, a desk with a lamp, and a chair.

3. Best Western Grant Park Hotel

Best Western Grant Park Hotel
Downtown Chicago
Canada
Colin
₹10,119
₹12,030 total
includes taxes & fees
10 Nov - 11 Nov
Best Western Grant Park Hotel
A hotel room with a bed, a desk, a chair, a TV, and a colorful rug.
A Holiday Inn Express & Suites hotel with a modern facade, multiple parking spaces, and a well-lit entrance.
A coffee station with two espresso machines, a coffee grinder, and various coffee-related items.
A hotel room with a blue sofa, a small table, a TV, a desk with a chair, and a large window.

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

Holiday Inn Express Hotel & Suites Chicago-Midway Airport by IHG
Bedford Park
United States
Roberto
₹11,998
₹14,095 total
includes taxes & fees
22 Nov - 23 Nov
Holiday Inn Express Hotel & Suites Chicago-Midway Airport by IHG
A modern bar area with a bar counter, seating, and large windows offering a view of the street.
A hotel room with a bed, a seating area with a table and a plant, a window with a city view, and a radiator.
A modern lobby with a vending machine, a statue, and an exit sign.
A reception desk with a mosaic wall, a digital display, and a sign indicating amenities like restrooms and a meeting room.

5. Holiday Inn Chicago – Midway Airport S by IHG

Holiday Inn Chicago – Midway Airport S by IHG
West Lawn
United States
Laura
₹10,486
₹13,254 total
includes taxes & fees
22 Nov - 23 Nov
Holiday Inn Chicago – Midway Airport S by IHG
A hotel lobby with a reception desk, seating area, and a cityscape mural on the ceiling.
A hotel room with a large bed, two bedside tables with lamps, a leather armchair, a sofa, and a small table.
A spacious lobby with a modern design, featuring a large sofa, multiple chairs, a coffee table, and a mural of an airplane.
A spacious hotel lobby with seating areas, a reception desk, and a large window offering a view.

6. Best Western Inn & Suites - Midway Airport

Best Western Inn & Suites - Midway Airport
Burbank
United States
David L
₹10,724
₹11,902 total
includes taxes & fees
1 Nov - 2 Nov
Best Western Inn & Suites - Midway Airport
An outdoor café with tables and chairs, a red umbrella, and a flower-lined walkway.
A modern lounge area with a fireplace, comfortable seating, and a large window.
A modern multi-story building with a prominent central tower, large windows, and a pedestrian walkway.
A restaurant with a bar area, seating, and a television screen displaying a sports event.

7. Hyatt Place Chicago-South/University Medical Center

Hyatt Place Chicago-South/University Medical Center
Hyde Park
United States
Kelley
₹14,359
₹17,072 total
includes taxes & fees
22 Nov - 23 Nov
Hyatt Place Chicago-South/University Medical Center
A modern hotel room with a large bed, a bedside table, a nightstand, and a wall-mounted light fixture.
A modern hotel room with a large bed, a nightstand, a wall-mounted lamp, and a door.
A bathroom with a marble wall, a bathtub, a toilet, and a shower curtain.
A multi-story motel with a parking lot.

8. Motel 6 - Chicago, IL

Motel 6 - Chicago, IL
Washington Heights
United States
DENNIS
₹8,501
₹9,980 total
includes taxes & fees
8 Nov - 9 Nov
Motel 6 - Chicago, IL
Interior entrance
Bathroom
A hotel room with a large bed, a desk, a chair, a nightstand, a lamp, and a mirror.
A row of parked cars along a tree-lined street with multi-story buildings in the background.

9. Chicago Lake Shore Hotel

Chicago Lake Shore Hotel
Kenwood
United States
Nicole
₹14,002
₹16,438 total
includes taxes & fees
17 Nov - 18 Nov
Chicago Lake Shore Hotel
A hotel room with two beds, a desk, a chair, a dresser, and a bathroom visible through an open door.
A modern living room with a grey sofa, a round coffee table, and a chair. There are framed pictures on the wall and a window providing natural light.
A reception area with a wooden reception desk, a sofa, and a coffee table.
A modern living room with a flat-screen TV mounted above a fireplace, flanked by two potted plants.

10. Carlton Inn Midway

Carlton Inn Midway
Archer Heights
United States
stephen T
₹10,118
₹11,878 total
includes taxes & fees
25 Oct - 26 Oct
Carlton Inn Midway
View all properties

Top South Side Hotel Reviews

Jaslin Hotel

Jaslin Hotel

10/10 Excellent
"Best Hotel in Chicago. We book every two years and look forward to staying there. Great staff, incredible location, and just the perfect place for our team to stay for IMTS. Also love the Starbooks near the lobby, the convenient and safe parking, and the hundreds of great restaurants in the neighborhood."
Shaun 10-night trip
Posted 1 hour ago
Jaslin Hotel
Carlton Inn Midway

Carlton Inn Midway

10/10 Excellent
"Clean room air conditioning staff"
Samy 1-night trip
Posted 14 hours ago
Carlton Inn Midway
Hyatt Place Chicago-South/University Medical Center

Hyatt Place Chicago-South/University Medical Center

10/10 Excellent
"Very clean and the staff were great."
Craig 1-night trip
Posted 1 day ago
Hyatt Place Chicago-South/University Medical Center

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