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Check availability on South Side Hotels with Airport Transfers

Tonight
2 Oct - 3 Oct
Tomorrow
3 Oct - 4 Oct
This weekend
2 Oct - 4 Oct
Next weekend
9 Oct - 11 Oct

Our top choices for South Side hotels with free airport shuttle

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 hotel reception desk with a modern design, including a digital display and a sign indicating it is a non-smoking property.
A Holiday Inn Express & Suites hotel with a modern facade, multiple parking spaces, and a well-lit entrance.

1. 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
₹13,387
₹15,727 total
includes taxes & fees
1 Nov - 2 Nov
Holiday Inn Express Hotel & Suites Chicago-Midway Airport by IHG
Lobby
A bar area with a black marble countertop, wicker bar stools, and a variety of bottles and glasses on shelves.
A Marriott hotel with a brick facade, a covered entrance, and landscaped areas with trees and shrubs.
A modern living room with two grey armchairs, a round coffee table, and a large potted plant.

2. Chicago Marriott Midway

Chicago Marriott Midway
Bedford Park
United States
Carolyn
₹15,506
₹18,216 total
includes taxes & fees
2 Nov - 3 Nov
Chicago Marriott Midway
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 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.

3. Holiday Inn Chicago – Midway Airport S by IHG

Holiday Inn Chicago – Midway Airport S by IHG
West Lawn
United States
Allen
₹12,616
₹15,774 total
includes taxes & fees
1 Nov - 2 Nov
Holiday Inn Chicago – Midway Airport S by IHG
A hotel room with two beds, a desk, a chair, a dresser, and a bathroom visible through an open door.
A breakfast bar with coffee makers, a toaster, and a variety of pastries.
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.

4. Carlton Inn Midway

Carlton Inn Midway
Archer Heights
United States
Icaro
₹10,035
₹11,781 total
includes taxes & fees
15 Oct - 16 Oct
Carlton Inn Midway
A modern hotel lobby with round tables, blue upholstered chairs, and large windows offering a view of the outdoors.
A reception desk with a "Welcome to the Prairie State" sign, a Hilton Honors sign, and a wooden wall with a herringbone pattern.
A hotel room with two beds, a desk, a chair, a TV, and a window with a view.
An indoor swimming pool with clear windows, green chairs, and a tiled deck.

5. Hampton Inn Chicago-O'Hare International Airport

Hampton Inn Chicago-O'Hare International Airport
Schiller Park
United States
karen
₹11,978
₹13,773 total
includes taxes & fees
1 Nov - 2 Nov
Hampton Inn Chicago-O'Hare International Airport
A hotel with a stone facade, multiple windows, and a well-lit entrance.
A modern living room with a fireplace, sofas, and a coffee table.
An outdoor patio with wicker furniture, a pergola, and a view of the cityscape.
A spacious hotel lobby with a large seating area, a bar, and a view of the city.

6. Hampton Inn & Suites Rosemont Chicago O'Hare

Hampton Inn & Suites Rosemont Chicago O'Hare
Rosemont
United States
Richard Joseph
₹13,346
₹15,212 total
includes taxes & fees
30 Oct - 31 Oct
Hampton Inn & Suites Rosemont Chicago O'Hare
A modern bar area with wooden furniture, a beverage display, and a Starbucks logo.
A modern reception area with a wooden reception desk, a seating area with sofas and a coffee table, and a large wall-mounted artwork.
A hotel room with two beds, a sofa, a desk, and a chair.
A modern hotel with a glass facade, a covered entrance, and an American flag.

7. Hyatt Place Chicago Midway Airport

Hyatt Place Chicago Midway Airport
Bedford Park
United States
Veronica
₹14,639
₹17,198 total
includes taxes & fees
1 Nov - 2 Nov
Hyatt Place Chicago Midway Airport
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 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.
A hotel lobby with a patterned carpet, a blue sofa, a reception desk, and a sign for the restaurant.

8. Comfort Suites Chicago O'Hare Airport

Comfort Suites Chicago O'Hare Airport
Schiller Park
United States
James
₹8,665
₹9,963 total
includes taxes & fees
1 Nov - 2 Nov
Comfort Suites Chicago O'Hare Airport
A hotel room with two beds, a desk, a chair, a TV, and a large window.
A buffet with various food items, including omelets and baked goods, served in metal containers.
A lobby with a sofa, chairs, a small table, and artwork on the walls.
A coffee station with two espresso machines, a coffee dispenser, and various coffee-related items.

9. Holiday Inn Express & Suites Bensenville - O'Hare by IHG

Holiday Inn Express & Suites Bensenville - O'Hare by IHG
Bensenville
United States
Lorin
₹12,362
₹14,090 total
includes taxes & fees
4 Oct - 5 Oct
Holiday Inn Express & Suites Bensenville - O'Hare by IHG
A spacious room with a fireplace, a seating area with a sofa, a dining table with chairs, and a vending machine labeled "TREATS".
A gym with treadmills, a bench, kettlebells, and weight machines.
A room with a blue sofa, a blue armchair, a small table, a floor lamp, and a cityscape painting on the wall.
A hotel room with two beds, a television, a desk, and a chair.

10. Hampton Inn by Hilton Chicago-Midway Airport

Hampton Inn by Hilton Chicago-Midway Airport
Bedford Park
United States
Lysa
₹11,706
₹13,753 total
includes taxes & fees
1 Nov - 2 Nov
Hampton Inn by Hilton Chicago-Midway Airport
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Top South Side Hotel Reviews

Chicago Lake Shore Hotel

Chicago Lake Shore Hotel

10/10 Excellent
"Everything was clean they are busy updating this hotel. I like to location close to the hospital and free parking."
David 2-night trip
Posted 17 hours ago
Chicago Lake Shore Hotel
Holiday Inn Chicago – Midway Airport S by IHG

Holiday Inn Chicago – Midway Airport S by IHG

8/10 Good
"The hotel was nice. I loved the restaurant. The location though was a bit much. Will stay again, but definitely plan time to get to where u need to be."
Miaya 3-night trip
Posted 20 hours ago
Holiday Inn Chicago – Midway Airport S by IHG
Carlton Inn Midway

Carlton Inn Midway

10/10 Excellent
"The room was lovely and clean, breakfast was good, staff was very pleasant"
Elaine 2-night trip
Posted 3 days ago
Carlton Inn Midway

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