Photo by by Midway Intl Airport
Find Cheap Hotels in Southwest Side, IL
Change your mindBook hotels with free cancellation
Be pickySearch almost a million properties worldwide
Check availability on Southwest Side Cheap Hotels
Our top choices for Southwest Side cheap hotels
4.6 out of 10, (119)
"Easily one of the worst places ever. Slightly better than spending the night in Chicago Midway terminal."
Stephen
The price is ₩131,516
₩154,388 total
includes taxes & fees
Dec 15 - Dec 16
6.4 out of 10, (1001)
"The room was clean and satisfied our needs. Was handy using their shuttle to Midway Airport."
Charles
The price is ₩146,293
₩171,734 total
includes taxes & fees
Jan 1 - Jan 2, 2026
5.8 out of 10, (18)
"It was a good stay the rooms are small tho but if you are going to have fun and just have somewhere to sleep then it’s perfect for a couple people "
Conner
The price is ₩143,338
₩183,059 total
includes taxes & fees
Dec 15 - Dec 16
8.4 out of 10, Very Good, (1000)
"Great stay"
Maria
The price is ₩156,637
₩198,654 total
includes taxes & fees
Jan 4 - Jan 5, 2026
8.6 out of 10, Excellent, (2961)
"Great location and great staff!!"
lynne
The price is ₩116,739
₩137,039 total
includes taxes & fees
Jan 14 - Jan 15, 2026
8.0 out of 10, Very Good, (2643)
"The room was spotless and the staff where great!"
Maria
The price is ₩86,446
₩127,499 total
includes taxes & fees
Jan 4 - Jan 5, 2026
9.0 out of 10, Wonderful, (3485)
"Great place to stay "
RaShawna
The price is ₩119,960
₩140,822 total
includes taxes & fees
Jan 5 - Jan 6, 2026
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, (2262)
"This place was amazing !"
Jayla Danyell
The price is ₩136,925
₩211,052 total
includes taxes & fees
Jan 13 - Jan 14, 2026
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.
Top Southwest Side Hotel Reviews
Congress Plaza Hotel
10/10 Excellent
Explore a world of travel with Expedia
Find More Hotels near Southwest Side
More Accommodation Types in Southwest Side
Hotels near popular Chicago Attractions
Southwest Side Hotels by Star Rating
Explore more hotels
- Hyatt Regency Chicago
- Homewood Suites by Hilton Chicago Downtown South Loop
- Crowne Plaza Chicago West Loop by IHG
- River Hotel
- Sable at Navy Pier Chicago, Curio Collection by Hilton
- InterContinental Chicago Magnificent Mile by IHG
- Swissotel - Chicago
- citizenM Chicago Downtown
- LondonHouse Chicago, Curio Collection by Hilton
- Club Quarters Hotel, Central Loop, Chicago
- The Allegro Royal Sonesta Hotel Chicago Loop
- Warwick Allerton - Chicago
- Hotel Riu Plaza Chicago
- Hilton Garden Inn Chicago Downtown/Magnificent Mile
- Aloft Chicago Mag Mile
- Hyatt Centric The Loop Chicago
More ways to book
Expedia's Latest Trends
Hotels
Flights
- Flights from Incheon (ICN) to Los Angeles (LAX)
- Flights from St. Louis (STL) to Chicago (ORD)
- Hong Kong Airlines
- Flights from Incheon (ICN) to Lincoln (LNK)
- Flights from Changi
- Flights from Puerto Princesa (PPS) to El Nido (ENI)
- Flights from Incheon (ICN) to Dothan (DHN)
- Flights from Busan (PUS) to Ulaanbaatar (ULN)
- Flights from El Paso (ELP) to Los Angeles (LAX)