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

Search Hotels with Parking in South Side

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

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 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.
A residential street with a sidewalk, houses, and greenery.

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 modern living room with a sofa, chairs, a coffee table, and a bookshelf.
A modern hotel room with a large bed, a desk, a chair, a lamp, and a view of the city through large windows.
A bar area with a large mural, bar stools, and a variety of bottles and glasses on the counter.

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 hotel lobby with seating areas, a reception desk, and an elevator.
A modern interior with a bar area, seating, and decorative wooden panels.
A hotel room with a large bed, a flat-screen TV, a desk with a lamp, and a chair.
A hotel room with a flat-screen TV, a wooden cabinet, a round table, a blue sofa, a desk with a computer, and a large window with curtains.

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 curved counter, multiple stools, and pendant lighting.
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.
A hotel room with a bed, a seating area with a table and a plant, a window with a city view, and a radiator.

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 spacious lobby with a modern design, featuring a large sofa, multiple chairs, a coffee table, and a mural of an airplane.
A Best Western hotel with a brick facade, multiple windows, and a covered parking area.
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
2 Nov - 3 Nov
Best Western Inn & Suites - Midway Airport
An outdoor café with tables and chairs, a red umbrella, and a flower-lined walkway.
A hotel room with a bed, a desk, a chair, a sofa, a coffee table, and a painting on the wall.
A restaurant with a bar area, seating, and a television screen displaying a sports event.
A modern lounge area with a fireplace, comfortable seating, and a large window.

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 multi-story motel with a parking lot.
A room with a window, a white shelf, a colorful striped rug, and a large number '6' on the wall.
A modern hotel room with a large bed, a nightstand, a wall-mounted lamp, and a door.

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
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.
Exterior

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 flat-screen TV mounted above a fireplace, flanked by two potted plants.
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 breakfast bar with coffee makers, a toaster, and a variety of pastries.

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

Carlton Inn Midway

Carlton Inn Midway

10/10 Excellent
"Clean room air conditioning staff"
Samy 1-night trip
Posted 11 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
Holiday Inn Chicago – Midway Airport S by IHG

Holiday Inn Chicago – Midway Airport S by IHG

8/10 Good
"I had several towels the had stains on them. Staff wasn’t always pleasant."
Lucretia 5-night trip
Posted 2 days ago
Holiday Inn Chicago – Midway Airport S by IHG
Holiday Inn Express Hotel & Suites Chicago-Midway Airport by IHG

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

10/10 Excellent
"The staff was amazing and the room was always extra clean. We had the best day and will be back for more in the future guaranteed. Thank you so much for the wonderful experience."
Bryan 4-night trip
Posted 3 days ago
Holiday Inn Express Hotel & Suites Chicago-Midway Airport by IHG

Explore a world of travel with Expedia