Southwest Side Hotels
Change your mindBook hotels with free cancellation
Be pickySearch almost a million properties worldwide
Go beyond your typical stay in Southwest Side
Apart hotel
Check prices for these dates
Our top choices for Southwest Side hotels
Skylark Motel
Skylark MotelGarfield Ridge
4.6 out of 10, (129 reviews)
"This place should shut down. It is the worst accommodation I have ever stayed at. "
Roop
The price is ā¬102
includes taxes & fees
6 Jul - 7 Jul
Carlton Inn Midway
Carlton Inn MidwayArcher Heights
6.2 out of 10, (1,004 reviews)
"The dirtiest hotel Iāve ever stayed in"
Madison
The price is ā¬110
includes taxes & fees
6 Jul - 7 Jul
Holiday Inn Chicago ā Midway Airport S by IHG
Holiday Inn Chicago ā Midway Airport S by IHGWest Lawn
8.2 out of 10, Very good, (1,010 reviews)
"GM Beth and Lexus in the Restaurant are amazing will definitely stay here again !"
Danielle
The price is ā¬149
includes taxes & fees
12 Jul - 13 Jul
Sable at Navy Pier Chicago, Curio Collection by Hilton
Sable at Navy Pier Chicago, Curio Collection by HiltonDowntown Chicago
9.4 out of 10, Exceptional, (2,570 reviews)
"The location was very convenient"
Jeffrey
The price is ā¬287
includes taxes & fees
6 Jul - 7 Jul
Congress Plaza Hotel
Congress Plaza HotelDowntown Chicago
8.0 out of 10, Very good, (10,157 reviews)
"Great stay!"
Daniel
The price is ā¬126
includes taxes & fees
6 Jul - 7 Jul
Omni Chicago Hotel
Omni Chicago HotelDowntown Chicago
9.2 out of 10, Wonderful, (1,846 reviews)
"All around great property and a wonderful location"
Bruce
The price is ā¬181
includes taxes & fees
8 Jul - 9 Jul
The Chicago Hotel Collection Ambassador Gold Coast
The Chicago Hotel Collection Ambassador Gold CoastDowntown Chicago
8.2 out of 10, Very good, (1,689 reviews)
"Very good location, breakfast is fantastic, dinner and bar are great."
Zhiwen
The price is ā¬181
includes taxes & fees
27 Jul - 28 Jul
Swissotel - Chicago
Swissotel - ChicagoDowntown Chicago
9.0 out of 10, Wonderful, (3,444 reviews)
"Nice Hotel, rooms are clean , the best for us was the location, i would recommend"
Sergio
The price is ā¬210
includes taxes & fees
6 Jul - 7 Jul
Travelodge by Wyndham Downtown Chicago
Travelodge by Wyndham Downtown ChicagoDowntown Chicago
7.6 out of 10, Good, (2,659 reviews)
"Great location and helpful staff."
Ming
The price is ā¬123
includes taxes & fees
7 Jul - 8 Jul
The Whitehall Hotel, BW Premier Collection
The Whitehall Hotel, BW Premier CollectionDowntown Chicago
8.4 out of 10, Very good, (3,928 reviews)
"Great location, comfortable rooms, nice breakfast."
Luis
The price is ā¬149
includes taxes & fees
6 Jul - 7 Jul
Arlo Chicago
Arlo ChicagoDowntown Chicago
9.4 out of 10, Exceptional, (2,142 reviews)
"Excellent hotel! Will definitely stay again."
Justin
The price is ā¬189
includes taxes & fees
6 Jul - 7 Jul
Best Western Grant Park Hotel
Best Western Grant Park HotelDowntown Chicago
8.2 out of 10, Very good, (2,724 reviews)
"Nice place to stay at"
Tammy
The price is ā¬145
includes taxes & fees
7 Jul - 8 Jul
River Hotel
River HotelDowntown Chicago
8.8 out of 10, Excellent, (5,282 reviews)
"Excellent place to stay, as we found it central & walkable to most parks & attractions. The place was spotless & the staff were fantastic."
Jody
The price is ā¬212
includes taxes & fees
7 Jul - 8 Jul
Ohio House Motel
Ohio House MotelDowntown Chicago
8.8 out of 10, Excellent, (1,128 reviews)
The price is ā¬108
includes taxes & fees
7 Jul - 8 Jul
Warwick Allerton - Chicago
Warwick Allerton - ChicagoDowntown Chicago
8.6 out of 10, Excellent, (3,010 reviews)
"Great location, historic charm, friendly and helpful staff."
Peter Anthony
The price is ā¬175
includes taxes & fees
6 Jul - 7 Jul
Eurostars Magnificent Mile
Eurostars Magnificent MileDowntown Chicago
9.0 out of 10, Wonderful, (3,696 reviews)
"Had an amazing stay here!"
Audrey
The price is ā¬166
includes taxes & fees
6 Jul - 7 Jul
Aloft by Marriott Chicago Mag Mile
Aloft by Marriott Chicago Mag MileDowntown Chicago
8.6 out of 10, Excellent, (3,304 reviews)
"Very great hotel"
Allesandra
The price is ā¬146
includes taxes & fees
6 Jul - 7 Jul
Radisson Blu Aqua Hotel Chicago
Radisson Blu Aqua Hotel ChicagoDowntown Chicago
8.6 out of 10, Excellent, (1,973 reviews)
"Beautiful hotel, amazing staff, perfect location. Will definitely make this a regular hotel to stay at while in Chicago."
April
The price is ā¬265
includes taxes & fees
6 Jul - 7 Jul
LondonHouse Chicago, Curio Collection by Hilton
LondonHouse Chicago, Curio Collection by HiltonDowntown Chicago
9.4 out of 10, Exceptional, (3,770 reviews)
"Great location!"
William
The price is ā¬262
includes taxes & fees
19 Jul - 20 Jul
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.
Save an average of 15% on thousands of hotels when you're signed in
Stay near popular Southwest Side attractions
Learn more about Southwest Side
Explore attractions like Balzekas Museum of Lithuanian Culture and Ephraim Bajar Cultural Center as you discover things to see and do in Southwest Side.
Photo by by Midway Intl Airport
Open Photo by by Midway Intl Airport
Top Southwest Side Hotel Reviews
The Chicago Hotel Collection - Magnificent Mile
8/10 Good
More cheap stays in Southwest Side
Motel 6 Naperville, IL
1585 Naperville Wheaton Road Naperville IL
The price is ā¬60 per night from 19 Jul to 20 Jul
ā¬60
19 Jul - 20 Jul
includes taxes & fees
8/10 Very good! (1,388 reviews)
5 Star Hotels
9 properties
Explore a world of travel with Expedia
- 4 Star Hotels in Southwest Side
- 5 Star Hotels in Hyde Park
- 5 Star Hotels in The Loop
- Hotels near Anna and Frederick Douglass Park
- Archer Heights Hotels
- Beverly Hotels
- Bronzeville Hotels
- Burbank Hotels
- Guest Houses in Chicago
- Hostels in Chicago
- Adventure Sport Hotels in Chicago
- Casino Hotels in Chicago
- Hotels with Bar in Chicago
- La Quinta Inn & Suites Hotels in Chicago
- Romantic Hotels in Chicago
- Rosewood Hotels in Chicago
- Chicago Hotels
- Hotels with Pool in Chinatown
- Hotels near Credit Union 1 Arena
- Hotels near DePaul University-Loop Campus
- Englewood Hotels
- Evergreen Park Hotels
- Apartments in Far Southwest Side
- Oakwood Hotels in Garden Homes
- Oakwood Hotels in Grace Abbott Homes
- Hotels near Grant Park
- Hometown Hotels
- Hotels with Spa in Hyde Park
- Hyde Park Hotels
- Little Village Hotels
- Lower West Side Hotels
- Hotels near McCormick Place
- Hotels near Midway Intl.
- Hotels near Midway Station
- Near South Side Hotels
- North Lawndale Hotels
- Hotels near Ogilvie Transportation Center
- Hotels near Old St Patrickās Church
- River North Hotels
- Lgbt-Friendly Hotels in South Loop
- South Loop Hotels
- B&B in South Side
- Beach Hotels in South Side
- Hyatt Hotels in South Side
- Marriott Hotels & Resorts in South Side
- Motel 6 Hotels in South Side
- Romantic Hotels in South Side
- Extended Stay America Hotels in Southwest Side
- Romantic Hotels in The Loop
- Tri-Taylor Hotels
- Hotels near University of Chicago
- West Englewood Hotels
- West Loop Hotels
- Hostels in West Side
- Hotels near Willis Tower
- Woodlawn Hotels
- Flights from Austin (AUS) to Chicago (MDW)
- Flights from Columbus (CMH) to Chicago (MDW)
- Flights from Grand Rapids (GRR) to Chicago (MDW)
- Flights from Jackson (JAN) to Chicago (MDW)
- Flights from New York (JFK) to Chicago (MDW)
- Flights from KrakĆ³w (KRK) to Chicago (MDW)
- Flights from Lexington (LEX) to Chicago (MDW)
- Flights from Lafayette (LFT) to Chicago (MDW)
- Flights from Makurdi (MDI) to Chicago (MDW)
- Flights from Macomb (MQB) to Chicago (MDW)
- Flights from Green River (RVR) to Chicago (MDW)
- Flights from Springfield (SGF) to Chicago (MDW)
- Flights from Salt Lake City (SLC) to Chicago (MDW)
- Canalport Riverwalk Park
- Chicago Board of Trade Building
- Visit Canaryville
- Visit Chinatown
- Visit Grand Boulevard
- Visit Lower West Side
- Visit Near West Side
- Visit North Lawndale
- Visit Printers Row
- Visit South Commons
- Visit South Loop
- Visit Washington Park
- Chicago Holidays
- Credit Union 1 Arena
- Garfield Park Conservatory
- Grant Park
- Hometown Holidays
- Hyde Park Hair Salon
- Hyde Park Holidays
- Robie House
- Car hire near Chicago
- Car hire near Essex
- Car hire near Hyde Park
- Enterprise Rental Cars in Midway Intl.
- Europcar Rental Cars in Hyde Park
- Maggiore Rental Cars in Printers Row
- Pickup Car Hire in Chicago
- Rent A Wreck Rental Cars in Chicago
- Sixt Rental Cars in Central Chicago
- Sixt Rental Cars in South Loop
- Thrifty Car Rental Rental Cars in South Loop
