Photo by by Midway Intl Airport
2 Star Hotels in Southwest Side, Chicago
Change your mindBook hotels with free cancellation
Be pickySearch almost a million properties worldwide
Check availability on Southwest Side 2 Star Hotels
Our top choices for Southwest Side 2-star hotels
7.8 out of 10, Good, (1168)
"Clean accommodations with a helpful staff for a reasonable rate."
Samuel
The price is €45
includes taxes & fees
11 Jan - 12 Jan 2026
Sonesta Simply Suites Chicago O'Hare Airport
Sonesta Simply Suites Chicago O'Hare AirportSchiller Park
8.2 out of 10, Very good, (2226)
"Wonderful staff and great room"
Cheri
The price is €76
includes taxes & fees
29 Dec - 30 Dec
8.2 out of 10, Very good, (2657)
"Great staff & Great location. "
Gabrielle
The price is €72
includes taxes & fees
5 Jan - 6 Jan 2026
SureStay Plus Hotel by Best Western Chicago Lombard
SureStay Plus Hotel by Best Western Chicago LombardHighland Hills
9.0 out of 10, Wonderful, (2438)
"Always Great Stay"
Sherry
The price is €68
includes taxes & fees
28 Dec - 29 Dec
7.6 out of 10, Good, (1840)
"Friendly staff and very clean"
Melody
The price is €63
includes taxes & fees
11 Jan - 12 Jan 2026
6.6 out of 10, (1898)
"Yes it was, very nice."
Mya
The price is €48
includes taxes & fees
29 Dec - 30 Dec
7.8 out of 10, Good, (1743)
"the staff was incredibly helpful the rooms were spotless definitely would recommend "
Jennifer
The price is €48
includes taxes & fees
30 Dec - 31 Dec
7.0 out of 10, Good, (1326)
"Clean and enjoyable stay"
Chinedu
The price is €47
includes taxes & fees
28 Dec - 29 Dec
Save an average of 15% on thousands of hotels when you're signed in
Explore similar 3-star hotels
Many 3-star hotels have the same amenities as 2-star hotels. See all 3-star hotels in Southwest Side.
The Whitehall Hotel, BW Premier Collection
105 E Delaware Pl Chicago IL
The price is €76 per night from 5 Jan to 6 Jan
€76
5 Jan - 6 Jan 2026
includes taxes & fees
8.2/10 Very Good! (3,796 reviews)
Still don't see what you're looking for?
See all properties in Southwest Side.
You can also use these popular filters to refine your search.
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.
Learn more about Southwest Side
Explore attractions like Balzekas Museum of Lithuanian Culture and Union Stock Yard Gate 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
Explore a world of travel with Expedia
- 3 Star Hotels in Chicago
- 3 Star Hotels in Country Club Hills
- 3 Star Hotels in Lincoln Park
- 3 Star Hotels in Lombard
- 3 Star Hotels in North Side
- 4 Star Hotels in Chicago
- 4 Star Hotels in Far Southeast Side
- 4 Star Hotels in Magnificent Mile
- 4 Star Hotels in Northwest Side
- 4 Star Hotels in Southwest Side
- 5 Star Hotels in Belmont Cragin
- 5 Star Hotels in Brookfield
- 5 Star Hotels in Chicago
- 5 Star Hotels in Elmhurst
- 5 Star Hotels in Hyde Park
- 5 Star Hotels in Lincoln Park
- 5 Star Hotels in Magnificent Mile
- 5 Star Hotels in Northwest Side
- 5 Star Hotels in River Forest
- 5 Star Hotels in The Loop
- 5 Star Hotels in Willow Springs
- Hotels near Abbott Park
- Hotels near Anna and Frederick Douglass Park
- Archer Heights Hotels
- Bronzeville Hotels
- Burbank Hotels
- Apartments in Chicago
- Hotels with Parking in Chicago
- Motel 6 Hotels in Chicago
- Chicago Hotels
- Chinatown Hotels
- Clearing Hotels
- Hotels near Credit Union 1 Arena
- East Garfield Park Hotels
- Englewood Hotels
- Evergreen Park Hotels
- Oakwood Hotels in Garden Homes
- Club Quarters Hotels in Hyde Park
- Hyatt Hotels in Hyde Park
- Hotels with Spa in Hyde Park
- Hyde Park Hotels
- Hotels near Hyde Park Hair Salon
- Little Italy Hotels
- Little Village Hotels
- Hotels near Lollapalooza
- Lower West Side Hotels
- Hotels near Midway Intl.
- Hotels near Midway Station
- Near West Side Hotels
- North Lawndale Hotels
- Hotels near Oak Woods Cemetery
- 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
- Extended Stay America Hotels in Southwest Side
- Tri-Taylor Hotels
- United Center Hotels
- West Englewood Hotels
- West Loop Hotels
- 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 Kraków (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)
- Buckingham Fountain
- Canalport Riverwalk Park
- Visit Canaryville
- Visit Chinatown
- Visit Grand Boulevard
- Visit Lower West Side
- Visit North Lawndale
- Visit South Loop
- Visit United Center
- Visit Washington Park
- Chicago Holidays
- Hometown Holidays
- Lake Meadows Park
- Robie House
- University of Illinois Chicago
- Willis Tower