Hotels with Air Conditioning in South Side
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Hotels with Air Conditioning
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South Side Hotel Guide - Hotels with Air Conditioning in South Side, Chicago

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your current months are November, 2026 and December, 2026.

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Our top choices for South Side hotels with air conditioning

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

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

1. SpringHill Suites by Marriott Chicago Chinatown

SpringHill Suites by Marriott Chicago Chinatown

3.5 star property

Chinatown

9.6 out of 10, Exceptional, (1,008 reviews)

9.6/10

Exceptional

(1,008 reviews)

"Nice and convenient location, with nice breakfast and friendly staff."

Shouan

The price is €105

€105

includes taxes & fees

7 Dec - 8 Dec

SpringHill Suites by Marriott Chicago Chinatown

A modern interior with a staircase, green upholstered seating, and artwork on the walls.

A hotel entrance with a glass door, a number 6500 sign above, and two signs indicating courtesy shuttle pick-up only.

A hotel reception area with a modern design, including a reception desk, a digital display, and a dining area with tables and chairs.

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

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

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

2.5 star property

Bedford Park

8.8 out of 10, Excellent, (1,388 reviews)

8.8/10

Excellent

(1,388 reviews)

"Easy parking, clean room & good breakfast."

Christopher

The price is €130

€130

includes taxes & fees

6 Dec - 7 Dec

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

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

3. Hyatt Place Chicago-South/University Medical Center

Hyatt Place Chicago-South/University Medical Center

3.0 star property

Hyde Park

8.8 out of 10, Excellent, (1,010 reviews)

8.8/10

Excellent

(1,010 reviews)

"Rooms were very clean and breakfast was actually pretty good."

Kelley

The price is €162

€162

includes taxes & fees

22 Nov - 23 Nov

Hyatt Place Chicago-South/University Medical Center

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

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

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

Best Western Inn & Suites - Midway Airport

3.0 star property

Burbank

7.0 out of 10, Good, (1,002 reviews)

7.0/10

Good

(1,002 reviews)

"Always visit this location when we’re in the city. Can’t help but love them , especially the breakfast!! Best bacon ever"

William

The price is €104

€104

includes taxes & fees

1 Dec - 2 Dec

Best Western Inn & Suites - Midway Airport

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

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.

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

2.5 star property

West Lawn

8.0 out of 10, Very good, (1,006 reviews)

8.0/10

Very good

(1,006 reviews)

"The staff was really kind and helpful!"

Dorsy

The price is €112

€112

includes taxes & fees

6 Dec - 7 Dec

Holiday Inn Chicago – Midway Airport S by IHG

An outdoor seating area with sofas, chairs, and tables, surrounded by trees and string lights.

A spacious living area with a modern chandelier, comfortable seating, and a fireplace.

A modern living room with a marble column, wooden shelves, and a unique chandelier.

A bar area with a marble countertop, multiple shelves of bottles, and a large TV screen. There are several bar stools and a round table with a vase of flowers.

6. Sophy Hyde Park

Sophy Hyde Park

4.0 star property

Hyde Park

9.4 out of 10, Exceptional, (1,006 reviews)

9.4/10

Exceptional

(1,006 reviews)

"The staff was wonderful. Very knowledgable and always pleasant."

Eva

The price is €262

€262

includes taxes & fees

23 Nov - 24 Nov

Sophy Hyde Park

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 Marriott hotel with a brick facade, a covered entrance, and landscaped areas with trees and shrubs.

7. Chicago Marriott Midway

Chicago Marriott Midway

3.5 star property

Bedford Park

8.4 out of 10, Very good, (1,004 reviews)

8.4/10

Very good

(1,004 reviews)

"Overall great stay"

Cynitha

The price is €151

€151

includes taxes & fees

22 Nov - 23 Nov

Chicago Marriott Midway

A hotel room with a large window offering a city view, two armchairs, a bed, and a lamp.

A modern lobby with a glass partition, a fireplace, and a seating area.

A hotel room with a sofa, two armchairs, a coffee table, a TV, and a city view.

8. Jaslin Hotel

Jaslin Hotel

3.0 star property

Chinatown

9.0 out of 10, Wonderful, (1,426 reviews)

9.0/10

Wonderful

(1,426 reviews)

"Great stay"

Myangel

The price is €140

€140

includes taxes & fees

9 Nov - 10 Nov

Jaslin Hotel

A modern living room with a dark blue sofa, a glass coffee table, and a wooden log wall.

A bedroom with a large bed, a headboard, a wall-mounted artwork, and a window with curtains.

A modern living room with a fireplace, two armchairs, a sofa, and a large plant.

A modern kitchen with dark cabinetry, a stainless steel stove, and a glass-fronted upper cabinet.

9. Mccormick Place Guest House

Mccormick Place Guest House

3.0 star property

Bronzeville

8.6 out of 10, Excellent, (79 reviews)

8.6/10

Excellent

(79 reviews)

"Great parking and big living room."

Jasmine

The price is €101

€101

includes taxes & fees

9 Nov - 10 Nov

Mccormick Place Guest House

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

2.0 star property

Archer Heights

5.8 out of 10, (1,005 reviews)

5.8/10

(1,005 reviews)

"good location for access to the city"

stephen T

The price is €113

€113

includes taxes & fees

9 Nov - 10 Nov

Carlton Inn Midway

Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

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Top South Side Hotel Reviews

A rooftop terrace with outdoor seating, a view of the city skyline, and a river.

A modern room with a view of a river and high-rise buildings.

A modern interior with seating areas, a bar, and large windows offering city views.

A modern living room with a sofa, coffee table, and ottoman, a fireplace, and a large window with a city view.

LondonHouse Chicago, Curio Collection by Hilton

Downtown Chicago

10/10 Excellent

Great dinner, helpful and friendly staff, beautiful views from room

Caroline

Reviewed November 9, 2025Reviewed November 9, 2025

LondonHouse Chicago, Curio Collection by Hilton

Hyatt Place Chicago-South/University Medical Center

Hyde Park

8/10 Good

Overall very good.

Pilar

Reviewed March 20, 2025Reviewed March 20, 2025

Hyatt Place Chicago-South/University Medical Center

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

Bedford Park

10/10 Excellent

We were able to check in early and everything was spotless. The staff was very friendly and helpful. My only complaint was having to pay $25 with tax to park in the hotel parking lot!

ROGER HEREFORD

Reviewed May 15, 2024Reviewed May 15, 2024

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

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South Side Hotel Guide - Hotels with Air Conditioning in South Side, Chicago

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for South Side hotels with air conditioning

1. SpringHill Suites by Marriott Chicago Chinatown

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

3. Hyatt Place Chicago-South/University Medical Center

4. Best Western Inn & Suites - Midway Airport

5. Holiday Inn Chicago – Midway Airport S by IHG

6. Sophy Hyde Park

7. Chicago Marriott Midway

8. Jaslin Hotel

9. Mccormick Place Guest House

10. Carlton Inn Midway

Top South Side Hotel Reviews

LondonHouse Chicago, Curio Collection by Hilton

10/10 Excellent

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