TOP Hotels with Parking in South Side, IL for 2026

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

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Our top choices for South Side hotels with parking

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

A hotel room with a blue sofa, a small table, a TV, a desk with a chair, and a large window.

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.

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

Bedford Park

Roberto

£123

includes taxes & fees

9 Nov - 10 Nov

A hotel room with a large bed, a nightstand with a lamp, a wall clock, and a window with curtains.

A modern hotel room with a sofa, armchairs, a coffee table, a flat-screen TV, and a patterned wall.

A reception area with a desk, a seating area with a blue sofa, and a bookshelf filled with books.

A restaurant with booths and tables, a television on the wall, and a view of the street outside.

2. Hilton Vacation Club Hotel Blake Chicago

Downtown Chicago

John

£154

includes taxes & fees

3 Nov - 4 Nov

A modern hotel lobby with a curved white sofa, two side tables with lamps, a black coffee table, and a large chandelier.

A hotel room with two beds, a desk with a television, a chair, a desk lamp, and a painting on the wall.

A conference room with a long table, chairs, and a large screen.

A marina with numerous boats docked, surrounded by a cityscape with high-rise buildings and a stadium.

3. Hilton Chicago

Downtown Chicago

Anna

£171

includes taxes & fees

30 Oct - 31 Oct

A hotel lobby with a reception desk, seating area, and a cityscape mural on the ceiling.

A Best Western hotel with a brick facade, multiple windows, and a covered parking area.

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.

4. Best Western Inn & Suites - Midway Airport

Burbank

David L

£95

includes taxes & fees

10 Nov - 11 Nov

A modern bar area with a bar counter, seating, and large windows offering a view of the street.

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.

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

West Lawn

Paulina

£124

includes taxes & fees

8 Nov - 9 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 hotel room with a bed, a sofa, a desk, and artwork on the walls.

A modern restaurant with a bar area, multiple seating options, and a contemporary design.

6. SpringHill Suites by Marriott Chicago Chinatown

Chinatown

Cayci

£169

includes taxes & fees

10 Nov - 11 Nov

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 hotel room with a bed, a desk, a chair, a sofa, a coffee table, and a painting on the wall.

A modern multi-story building with a prominent central tower, large windows, and a pedestrian walkway.

7. Hyatt Place Chicago-South/University Medical Center

Hyde Park

Gladys

£160

includes taxes & fees

1 Nov - 2 Nov

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 room with a window, a white shelf, a colorful striped rug, and a large number '6' on the wall.

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

8. Motel 6 - Chicago, IL

Washington Heights

Nazli

£80

includes taxes & fees

28 Oct - 29 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. Holiday Inn Express Hotel & Suites Chicago-Midway Airport by IHG