TOP Hotels with Parking in South Side, IL for 2026

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Our top choices for South Side hotels with parking

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.

1. Hyatt Place Chicago-South/University Medical Center

Hyde Park

Gladys

£160

includes taxes & fees

3 Nov - 4 Nov

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 hotel lobby with seating areas, a reception desk, and a large window offering a view.

A spacious lobby with a modern design, featuring a large sofa, multiple chairs, a coffee table, and a mural of an airplane.

2. Best Western Inn & Suites - Midway Airport

Burbank

David L

£95

includes taxes & fees

3 Nov - 4 Nov

A hotel room with a bed, a desk, a chair, a TV, and a colorful rug.

A hotel reception desk with a modern design, including a digital display and a sign indicating it is a non-smoking property.

A coffee station with two espresso machines, a coffee grinder, and various coffee-related items.

A Holiday Inn Express & Suites hotel with a modern facade, multiple parking spaces, and a well-lit entrance.

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

Bedford Park

Roberto

£123

includes taxes & fees

9 Nov - 10 Nov

A modern hotel room with a large bed, a bedside table, a nightstand, and a wall-mounted light fixture.

A bathroom with a marble wall, a bathtub, a toilet, and a shower curtain.

A modern hotel room with a large bed, a nightstand, a wall-mounted lamp, and a door.

4. Motel 6 - Chicago, IL

Washington Heights

Nazli

£80

includes taxes & fees

28 Oct - 29 Oct

A row of parked cars along a tree-lined street with multi-story buildings in the background.

A hotel room with a large bed, a desk, a chair, a nightstand, a lamp, and a mirror.

5. Chicago Lake Shore Hotel

Kenwood

Princets

£141

includes taxes & fees

3 Nov - 4 Nov

A modern living room with a sofa, two blue chairs, a round coffee table, and a unique ceiling design.

A modern lobby with a sofa, a coffee table, and a large digital art display.

A modern kitchen with built-in appliances, wooden cabinets, and a variety of food items on shelves.

A modern hotel room with a bed, a sofa, a desk, and artwork on the walls.

6. SpringHill Suites by Marriott Chicago Chinatown

Chinatown

Cayci

£169

includes taxes & fees

3 Nov - 4 Nov

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 reception desk with a mosaic wall, a digital display, and a sign indicating amenities like restrooms and a meeting room.

A modern bar area with a curved counter, multiple stools, and pendant lighting. A menu board is visible on the wall, and a coffee machine is on the counter.

7. Holiday Inn Chicago – Midway Airport S by IHG

West Lawn

Paulina

£124

includes taxes & fees

8 Nov - 9 Nov

A hotel room with two beds, a desk, and a chair.

A bar area with a black marble countertop, wicker bar stools, and a variety of bottles and glasses on shelves.

A modern living room with two grey armchairs, a round coffee table, and a large potted plant.

8. Chicago Marriott Midway

Bedford Park

Carolyn

£159

includes taxes & fees

26 Oct - 27 Oct

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Top South Side Hotel Reviews

Jaslin Hotel

8/10 Good

"aucun parking a l'hotel"

Carlton Inn Midway

8/10 Good

"Excellent staff. Very clean outside. Good breakfast. Coffee in office 24/7-which was wonderful. No elevator but only 2 floors."

Chinatown Hotel Chicago

8/10 Good

"The location is wonderful, and if you're looking for a no-frills place to stay and you plan to be out and about all day, this is a great option. The building has seen better days, but it's everything we needed it to be. Also, it was very quiet for sleeping at night, very little traffic noise, etc. Would definitely stay here again."

Chicago Lake Shore Hotel

10/10 Excellent

"Definitely a motel vibe, no elevator. Nice staff and clean rooms."

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Check availability on South Side Hotels with Parking

Our top choices for South Side hotels with parking

1. Hyatt Place Chicago-South/University Medical Center

2. Best Western Inn & Suites - Midway Airport