Search 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
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, (1,036 reviews)
"average hotel"
anilkumar
The price is NZ$289
includes taxes & fees
4 Aug - 5 Aug
Carlton Inn Midway
Carlton Inn MidwayArcher Heights
6.2 out of 10, (1,014 reviews)
"I think this hotel is good for you and your spouse, but not if youāre traveling with children. Itās a good option for a one- or two-night stay, especially if you just need a place to sleep."
David
The price is NZ$218
includes taxes & fees
13 July - 14 July
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 NZ$181
includes taxes & fees
20 July - 21 July
Rainbow Motel
Rainbow MotelGarfield Ridge
5.4 out of 10, (31 reviews)
"Really friendly staff , decent size room"
Noel
The price is NZ$157
includes taxes & fees
13 July - 14 July
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, (2,597 reviews)
"View was beautiful, accommodations were excellent."
Julie
The price is NZ$579
includes taxes & fees
9 Aug - 10 Aug
Hyatt Regency O'Hare Chicago
Hyatt Regency O'Hare ChicagoRosemont
8.8 out of 10, Excellent, (2,828 reviews)
"I enjoyed my stay"
Eric
The price is NZ$334
includes taxes & fees
3 Aug - 4 Aug
Holiday Inn Express & Suites Chicago O'Hare Airport by IHG
Holiday Inn Express & Suites Chicago O'Hare Airport by IHGDes Plaines
8.8 out of 10, Excellent, (1,922 reviews)
"Excellent time spent in this beautiful hotel"
Rahul
The price is NZ$233
includes taxes & fees
10 Aug - 11 Aug
The Chicago Hotel Collection Ambassador Gold Coast
The Chicago Hotel Collection Ambassador Gold CoastDowntown Chicago
8.2 out of 10, Very good, (1,738 reviews)
"Nice place to stay"
Anna
The price is NZ$317
includes taxes & fees
27 July - 28 July
Silversmith Hotel Chicago Downtown
Silversmith Hotel Chicago DowntownDowntown Chicago
9.4 out of 10, Exceptional, (2,291 reviews)
"Wonderful stay"
Taylor
The price is NZ$383
includes taxes & fees
9 Aug - 10 Aug
Congress Plaza Hotel
Congress Plaza HotelDowntown Chicago
8.0 out of 10, Very good, (10,239 reviews)
"Weāve stayed there twice and probably will again."
Ashley
The price is NZ$390
includes taxes & fees
10 Aug - 11 Aug
SureStay Plus Hotel by Best Western Chicago Lombard
SureStay Plus Hotel by Best Western Chicago LombardHighland Hills
9.0 out of 10, Wonderful, (2,882 reviews)
"Great stay"
Keisha
The price is NZ$169
includes taxes & fees
3 Aug - 4 Aug
Palmer House a Hilton Hotel
Palmer House a Hilton HotelDowntown Chicago
8.6 out of 10, Excellent, (2,519 reviews)
"Beautiful place to stay."
Charles Otto
The price is NZ$596
includes taxes & fees
9 Aug - 10 Aug
Travelodge by Wyndham Downtown Chicago
Travelodge by Wyndham Downtown ChicagoDowntown Chicago
7.6 out of 10, Good, (2,700 reviews)
"My stay was great! Staff was friendly and helpful."
Danny
The price is NZ$321
includes taxes & fees
10 Aug - 11 Aug
LondonHouse Chicago, Curio Collection by Hilton
LondonHouse Chicago, Curio Collection by HiltonDowntown Chicago
9.4 out of 10, Exceptional, (3,797 reviews)
"Beautiful hotel and location. Staff were very friendly and kind."
Sophie
The price is NZ$494
includes taxes & fees
6 Aug - 7 Aug
Holiday Inn Chicago O'Hare ā Rosemont by IHG
Holiday Inn Chicago O'Hare ā Rosemont by IHGRosemont
9.0 out of 10, Wonderful, (3,061 reviews)
"Great place. We enjoyed our stay"
Aditya
The price is NZ$250
includes taxes & fees
26 July - 27 July
Hyatt Regency Chicago
Hyatt Regency ChicagoDowntown Chicago
9.4 out of 10, Exceptional, (3,493 reviews)
"Great stay"
Kristen
The price is NZ$627
includes taxes & fees
9 Aug - 10 Aug
FOUND Hotels, Chicago, Series by Marriott
FOUND Hotels, Chicago, Series by MarriottDowntown Chicago
7.0 out of 10, Good, (9 reviews)
"Overall was a good stay!! Wish the place next door wasnāt as loud at night."
Lia
The price is NZ$301
includes taxes & fees
19 July - 20 July
Hotel Riu Plaza Chicago
Hotel Riu Plaza ChicagoDowntown Chicago
9.4 out of 10, Exceptional, (4,687 reviews)
"The property was amazing including the buffet breakfast."
Gary
The price is NZ$452
includes taxes & fees
9 Aug - 10 Aug
Hilton Garden Inn Chicago Central Loop
Hilton Garden Inn Chicago Central LoopDowntown Chicago
9.2 out of 10, Wonderful, (1,390 reviews)
"Great stay"
Malachi
The price is NZ$354
includes taxes & fees
9 Aug - 10 Aug
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
Recent Reviews in Southwest Side
The Chicago Hotel Collection - Magnificent Mile
10/10 Excellent
More cheap accommodation in Southwest Side
Motel 6 Naperville, IL
1585 Naperville Wheaton Road Naperville IL
The price is NZ$119 per night from 26 July to 27 July
NZ$119
per night
26 July - 27 July
7.8/10 Good! (1,398 reviews)
Explore a world of travel with Expedia
- Kimpton Hotels in South Side
- Sonesta Hotel in South Side
- Sonesta Hotel in Southwest Side
- Kimpton Hotels in Southwest Side
- La Quinta Inn & Suites Hotels in Southwest Side
- La Quinta Inn & Suites Hotels in Woodlawn
- Hilton Hotels in Hyde Park
- Motel 6 Hotels in Hyde Park
- Hard Rock Hotels in Grace Abbott Homes
- South Shore Hotels
- Hotels near SR Crown Hall
- Hotels near Auburn Park
- Hotels near Soldier Field
- Englewood Hotels
- Hotels near Renaissance Society
- Clearing Hotels
- Little Village Hotels
- Hotels near Hyde Park Hair Salon
- Hotels near University of Chicago
- Hotels near Midway Intl.
- Beverly Hotels
- Forest View Hotels
- Cicero Hotels
- Near West Side Hotels
- Mckinley Park Hotels
- Hotels near Field Museum of Natural History
- Lower West Side Hotels
- Evergreen Park Hotels
- Near South Side Hotels
- West Englewood Hotels
- Washington Park Hotels
- Chinatown Hotels
- Bridgeport Hotels
- Hotels near McCormick Place
- Hometown Hotels
- Hotels near Chicago Union Station
- Canaryville Hotels
- Burbank Hotels
- Hotels near SeatGeek Stadium
- Apartments in Chicago 35th Street-Lou Jones-Bronzeville Station
- Holiday Homes in Southwest Side
- Cottages in Southwest Side
- Spa Hotels in South Side
- Cheap Hotels in South Side
- Cheap Hotels in Near South Side
- Lgbt Welcoming Hotels in Little Village
- Pet Friendly Hotels in Hyde Park
- Cheap Hotels in Hyde Park
- Hotels with Pool in Hyde Park
- Luxury Hotels in Hyde Park
- Lgbt Welcoming Hotels in Printers Row
- Hotels with Pool in Clearing
- Flights from Atlanta (ATL) to Chicago (MDW)
- Flights from Fort Wayne (FWA) to Chicago (MDW)
- Flights from Huntsville (HSV) to Chicago (MDW)
- Flights from Omaha (OMA) to Chicago (MDW)
- Flights from Harrisburg (MDT) to Chicago (MDW)
- Flights from Kansas City (MCI) to Chicago (MDW)
- Flights from Sacramento (SMF) to Chicago (MDW)
- Flights from Anchorage (ANC) to Chicago (MDW)
- Flights from Boston (BOS) to Chicago (MDW)
- Flights from Vopnafjordur (VPN) to Chicago (MDW)
- Flights from Los Angeles (LAX) to Chicago (MDW)
- Flights from Midland (MAF) to Chicago (MDW)
- Flights from St. Louis (STL) to Chicago (MDW)
- Flights from Washington (DCA) to Chicago (MDW)
- Flights from Lake Of The Ozarks (AIZ) to Chicago (MDW)
- Flights from Midway Intl.
- Bridgeport Art Center
- Mccormick Place
- Hyde Park Hair Salon
- Robie House
- Supreme Life Building
- Zhou B Art Center
- Wintrust Arena
- Obama's House
- Visit Gage Park
- Visit Prairie District
- Visit Ashburn
- Visit Fuller Park
- Visit McKinley Park
- Visit Indian Village
- Visit Chicago Lawn
- Visit Washington Park
- Visit Canaryville
- Visit Greater Grand Crossing
- Visit Douglas
- Visit Stickney
- Enterprise Rental Cars in Hyde Park
- Hertz Rental Cars in Southwest Side
- Thrifty Car Rental Rental Cars in Far Southwest Side
- Thrifty Car Rental Rental Cars in Midway Intl.
- Ace Rental Cars in Midway Intl.
- Enterprise Rental Cars in Midway Intl.
- Rental cars Midway Intl. airport
- Car hire near St Pius Church
- Car hire near Hyde Park
