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

Hotels with Bars / Lounges in South Side, Chicago

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Check availability on South Side Hotels with Bars / Lounges

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

Our top choices for South Side hotels with a bar

A modern bar area with a bar counter, seating, and large windows offering a view of the street.
A modern lobby with a vending machine, a statue, and an exit sign.
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.

1. Holiday Inn Chicago – Midway Airport S by IHG

Holiday Inn Chicago – Midway Airport S by IHG
West Lawn
United States
Allen
P8,227
P10,285 total
includes taxes & fees
Nov 1 - Nov 2
Holiday Inn Chicago – Midway Airport S 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 restaurant with a bar area, seating, and a television screen displaying a sports event.

2. Hyatt Place Chicago-South/University Medical Center

Hyatt Place Chicago-South/University Medical Center
Hyde Park
United States
Denise
P13,062
P15,530 total
includes taxes & fees
Nov 2 - Nov 3
Hyatt Place Chicago-South/University Medical Center
A modern hotel room with large windows, a sofa, chairs, a dining table, and a coffee table.
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.
A spacious living area with a modern chandelier, comfortable seating, and a fireplace.
A multi-story hotel with a modern design, featuring a prominent entrance with a marquee and outdoor seating area.

3. Sophy Hyde Park

Sophy Hyde Park
Hyde Park
United States
amy
P16,899
P21,682 total
includes taxes & fees
Oct 31 - Nov 1
Sophy Hyde Park
Lobby
A modern living room with two grey armchairs, a round coffee table, and a large potted plant.
A hotel room with two beds, a desk, and a chair.
A Marriott hotel with a brick facade, a covered entrance, and landscaped areas with trees and shrubs.

4. Chicago Marriott Midway

Chicago Marriott Midway
Bedford Park
United States
Carolyn
P10,111
P11,878 total
includes taxes & fees
Nov 2 - Nov 3
Chicago Marriott Midway
A modern bar area with wooden furniture, a beverage display, and a Starbucks logo.
A modern lobby with a sofa set, a coffee table, and a large abstract wall art piece.
A modern hotel with a glass facade, a covered entrance, and an American flag.
A hotel room with two beds, a sofa, a desk, and a chair.

5. Hyatt Place Chicago Midway Airport

Hyatt Place Chicago Midway Airport
Bedford Park
United States
Veronica
P9,546
P11,214 total
includes taxes & fees
Nov 1 - Nov 2
Hyatt Place Chicago Midway Airport
A large, historic building with a central courtyard surrounded by trees.
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 restaurant interior with wooden tables and chairs, a carpeted floor, and framed pictures on the walls.

6. Hilton Chicago

Hilton Chicago
Downtown Chicago
United States
Alan
P10,409
P14,219 total
includes taxes & fees
Oct 30 - Oct 31
Hilton Chicago
A modern dining area with round tables and white chairs, a kitchen area with a coffee machine, and a view of the outdoors through large windows.
A bar area with a long counter, multiple liquor bottles, and a variety of glasses.
A hotel room with two beds, a nightstand, a telephone, and a wall with printed text.
A modern hotel lobby with a long blue sofa, numbered cushions, and hanging planters.

7. Hilton Vacation Club Hotel Blake Chicago

Hilton Vacation Club Hotel Blake Chicago
Downtown Chicago
United States
John
P11,394
P13,546 total
includes taxes & fees
Oct 29 - Oct 30
Hilton Vacation Club Hotel Blake Chicago
An outdoor seating area with tables and chairs, a planter with greenery, and a large brick structure in the background.
A waterfront cityscape with modern buildings, a Ferris wheel, and several cruise ships docked.
A modern living room with a large window overlooking a body of water, a tripod, and a sofa.
A spacious outdoor dining area with large windows overlooking the sea, featuring multiple tables and stools.

8. Sable at Navy Pier Chicago, Curio Collection by Hilton

Sable at Navy Pier Chicago, Curio Collection by Hilton
Downtown Chicago
United States
Shanequa
P13,200
P17,854 total
includes taxes & fees
Oct 4 - Oct 5
Sable at Navy Pier Chicago, Curio Collection by Hilton
A brick building with a restaurant named "BARCLAYS" and a sign for "THE COTTAGE OF OAK BURTON."
A residential street with a sidewalk, houses, and greenery.
A dimly lit restaurant with booths and tables, featuring a large clock and a television screen on the wall.
A bar area with a checkered floor, wooden chairs, a bar counter, and two televisions mounted on the wall.

9. Carleton of Oak Park

Carleton of Oak Park
Oak Park
United States
Brad
P7,669
P8,511 total
includes taxes & fees
Oct 14 - Oct 15
Carleton of Oak Park
A spacious lobby with a central sofa, multiple seating areas, and a decorative ceiling.
Outdoor seating with yellow umbrellas labeled "Twisted Tea," wicker chairs, and tables.
A cityscape with various buildings, including a prominent skyscraper and a classical building with arched windows.
A spacious bar area with a central bar, multiple seating options including bar stools and tables, and a well-lit ceiling with recessed lighting.

10. Congress Plaza Hotel

Congress Plaza Hotel
Downtown Chicago
United States
Guadalupe
P8,007
P9,520 total
includes taxes & fees
Nov 1 - Nov 2
Congress Plaza Hotel
View all properties

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 13 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 16 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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