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

Search Hotels with Restaurant in South Side

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Check availability on South Side Hotels with Restaurant

Tonight
8 Oct - 9 Oct
Tomorrow
9 Oct - 10 Oct
This weekend
9 Oct - 11 Oct
Next weekend
16 Oct - 18 Oct

Our top choices for South Side hotels with a restaurant

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 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
Paulina
£124
includes taxes & fees
8 Nov - 9 Nov
Holiday Inn Chicago – Midway Airport S by IHG
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.
An outdoor seating area with sofas, chairs, and tables, surrounded by trees and string lights.

2. Sophy Hyde Park

Sophy Hyde Park
Hyde Park
United States
Brent
£236
includes taxes & fees
1 Nov - 2 Nov
Sophy Hyde Park
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.

3. Chicago Marriott Midway

Chicago Marriott Midway
Bedford Park
United States
Carolyn
£135
includes taxes & fees
8 Nov - 9 Nov
Chicago Marriott Midway
A large, historic building with a central courtyard surrounded by trees.
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.
A marina with numerous boats docked, surrounded by a cityscape with high-rise buildings and a stadium.

4. Hilton Chicago

Hilton Chicago
Downtown Chicago
Canada
Anna
£171
includes taxes & fees
30 Oct - 31 Oct
Hilton Chicago
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 grand ballroom with ornate ceiling decorations, multiple chandeliers, and a central table with a white tablecloth.

5. Congress Plaza Hotel

Congress Plaza Hotel
Downtown Chicago
United States
Katimah
£114
includes taxes & fees
1 Nov - 2 Nov
Congress Plaza Hotel
A brick building with a restaurant named "BARCLAYS" and a sign for "THE COTTAGE OF OAK BURTON."
A bar area with a checkered floor, wooden chairs, a bar counter, and two televisions mounted on the wall.
A lobby with two green armchairs, a glass coffee table, a chandelier, and a fireplace.
A dimly lit restaurant with booths and tables, featuring a large clock and a television screen on the wall.

6. Carleton of Oak Park

Carleton of Oak Park
Oak Park
United States
Brad
£94
includes taxes & fees
28 Oct - 29 Oct
Carleton of Oak Park
A modern interior with a bar area, seating, and decorative wooden panels.
A hotel room with a flat-screen TV, a wooden cabinet, a round table, a blue sofa, a desk with a computer, and a large window with curtains.
A hotel room with a large bed, a flat-screen TV, a desk with a lamp, and a chair.
A reception area with a marble counter, decorative Buddha statues, and a wall with a quote.

7. Best Western Grant Park Hotel

Best Western Grant Park Hotel
Downtown Chicago
United States
Shelby Ryann
£144
includes taxes & fees
25 Oct - 26 Oct
Best Western Grant Park Hotel
A modern hotel lobby with large windows, leather sofas, and a view of the cityscape.
A hotel room with a bed, a desk with a chair, a sofa, and a view of a building through the window.
A restaurant with booths, tables, and a green wall in the background.
A lobby with a checkered floor, an ATM, a potted plant, a reception desk, computers, and a staircase.

8. Travelodge by Wyndham Downtown Chicago

Travelodge by Wyndham Downtown Chicago
Downtown Chicago
United States
Sandra
£102
includes taxes & fees
2 Nov - 3 Nov
Travelodge by Wyndham Downtown Chicago
A hotel room with a large bed, a nightstand with a lamp, a wall clock, and a window with curtains.
Front of property
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.

9. Hilton Vacation Club Hotel Blake Chicago

Hilton Vacation Club Hotel Blake Chicago
Downtown Chicago
United States
John
£154
includes taxes & fees
3 Nov - 4 Nov
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.

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

Sable at Navy Pier Chicago, Curio Collection by Hilton
Downtown Chicago
United States
Shanequa
£231
includes taxes & fees
1 Nov - 2 Nov
Sable at Navy Pier Chicago, Curio Collection by Hilton
View all properties

Top South Side Hotel Reviews

Jaslin Hotel

Jaslin Hotel

10/10 Excellent
"Rooms are pretty small but very clean. They’re in the middle of China town so you can step out of the hotel and immediately find great places to eat. They’re also right between a bus stop and train station so it’s super convenient to get downtown. Second time staying here and would stay again!"
Nathanial 3-night trip
Posted 2 hours ago
Jaslin Hotel
Holiday Inn Chicago – Midway Airport S by IHG

Holiday Inn Chicago – Midway Airport S by IHG

8/10 Good
"Had a hard time getting the shuttle from the airport. The night check in person was not very professional. Sunday breakfast was too late for me to enjoy before my flight. The floor got very loud about midnight and I was woken up."
Emily 1-night trip
Posted 8 hours ago
Holiday Inn Chicago – Midway Airport S by IHG
Holiday Inn Express Hotel & Suites Chicago-Midway Airport by IHG

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

8/10 Good
"Room was clean and quiet. Stat was friendly and helpful"
Margaret 1-night trip
Posted 12 hours ago
Holiday Inn Express Hotel & Suites Chicago-Midway Airport by IHG
Chinatown Hotel Chicago

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."
Jennifer 2-night trip
Posted 1 day ago
Chinatown Hotel Chicago
Hyatt Place Chicago-South/University Medical Center

Hyatt Place Chicago-South/University Medical Center

10/10 Excellent
"Breakfast buffet was excellent, rooms spacious and comfortable. Only bummer was the pool was closed for renovations when we were there and the listing didn't say so. Also the parking fee is HIGH so be prepared!"
Cristeta 2-night trip
Posted 1 day ago
Hyatt Place Chicago-South/University Medical Center
Chicago Lake Shore Hotel

Chicago Lake Shore Hotel

10/10 Excellent
"Definitely a motel vibe, no elevator. Nice staff and clean rooms."
William 1-night trip
Posted 2 days ago
Chicago Lake Shore Hotel

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