Photo by by Midway Intl Airport

Find hotels in Southwest Side, IL from £51
- 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 – Midway Airport S by IHG
Holiday Inn Chicago – Midway Airport S by IHGWest Lawn
8.4 out of 10, Very good, (1,008 reviews)
The price is £125
includes taxes & fees
10 May - 11 May

Carlton Inn Midway
Carlton Inn MidwayArcher Heights
6.2 out of 10, (1,004 reviews)
The price is £93
includes taxes & fees
6 May - 7 May

Rainbow Motel
Rainbow MotelGarfield Ridge
5.4 out of 10, (21 reviews)
The price is £67
includes taxes & fees
29 Apr - 30 Apr

Skylark Motel
Skylark MotelGarfield Ridge
4.6 out of 10, (124 reviews)
The price is £79
includes taxes & fees
3 May - 4 May

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, (2,476 reviews)
The price is £195
includes taxes & fees
26 May - 27 May

Palmer House a Hilton Hotel
Palmer House a Hilton HotelDowntown Chicago
8.6 out of 10, Excellent, (2,416 reviews)
The price is £148
includes taxes & fees
25 May - 26 May

The Chicago Hotel Collection Ambassador Gold Coast
The Chicago Hotel Collection Ambassador Gold CoastDowntown Chicago
8.2 out of 10, Very good, (1,391 reviews)
The price is £116
includes taxes & fees
29 Apr - 30 Apr

Silversmith Hotel Chicago Downtown
Silversmith Hotel Chicago DowntownDowntown Chicago
9.2 out of 10, Wonderful, (2,245 reviews)
The price is £127
includes taxes & fees
25 May - 26 May

Hotel Riu Plaza Chicago
Hotel Riu Plaza ChicagoDowntown Chicago
9.4 out of 10, Exceptional, (3,983 reviews)
The price is £159
includes taxes & fees
25 May - 26 May

Hilton Garden Inn Chicago Downtown South Loop
Hilton Garden Inn Chicago Downtown South LoopDowntown Chicago
8.8 out of 10, Excellent, (1,966 reviews)
The price is £115
includes taxes & fees
26 May - 27 May

River Hotel
River HotelDowntown Chicago
8.8 out of 10, Excellent, (5,143 reviews)
The price is £126
includes taxes & fees
25 May - 26 May

FOUND Hotel Chicago River North
FOUND Hotel Chicago River NorthDowntown Chicago
8.4 out of 10, Very good, (573 reviews)
The price is £79
includes taxes & fees
30 Apr - 1 May

Congress Plaza Hotel
Congress Plaza HotelDowntown Chicago
8.0 out of 10, Very good, (10,156 reviews)
The price is £117
includes taxes & fees
8 May - 9 May

Aloft Chicago Mag Mile
Aloft Chicago Mag MileDowntown Chicago
8.6 out of 10, Excellent, (3,213 reviews)
The price is £131
includes taxes & fees
10 May - 11 May

The Chicago Hotel Collection - Magnificent Mile
The Chicago Hotel Collection - Magnificent MileDowntown Chicago
7.6 out of 10, Good, (1,344 reviews)
The price is £89
includes taxes & fees
29 Apr - 30 Apr

Hilton Chicago
Hilton ChicagoDowntown Chicago
8.6 out of 10, Excellent, (2,759 reviews)
The price is £161
includes taxes & fees
25 May - 26 May

Staypineapple, An Iconic Hotel, The Loop
Staypineapple, An Iconic Hotel, The LoopDowntown Chicago
9.4 out of 10, Exceptional, (1,053 reviews)
The price is £139
includes taxes & fees
25 May - 26 May

Freehand Chicago
Freehand ChicagoDowntown Chicago
8.0 out of 10, Very good, (2,920 reviews)
The price is £99
includes taxes & fees
29 Apr - 30 Apr

Travelodge by Wyndham Downtown Chicago
Travelodge by Wyndham Downtown ChicagoDowntown Chicago
7.4 out of 10, Good, (2,579 reviews)
The price is £80
includes taxes & fees
29 Apr - 30 Apr

Best Western Grant Park Hotel
Best Western Grant Park HotelDowntown Chicago
8.2 out of 10, Very good, (2,682 reviews)
The price is £113
includes taxes & fees
26 May - 27 May
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 Great Lakes 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
More cheap stays in Southwest Side

Red Roof Inn PLUS+ Chicago - Willowbrook
7535 Kingery Highway Willowbrook IL
The price is £51 per night from 6 May to 7 May
£51
6 May - 7 May
includes taxes & fees
6.4/10 (1,098 reviews)
Hotels in Southwest Side with star rating

5 Star Hotels
10 properties
Explore a world of travel with Expedia
- 4 Star Hotels in McKinley Park
- 5 Star Hotels in New City
- Gay-Friendly Hotels in Armour Square
- Ashburn Hotels
- Bridgeport Hotels
- Gay-Friendly Hotels in Brighton Park
- Hard Rock Hotels in Brighton Park
- Brighton Park Hotels
- Bronzeville Hotels
- Canaryville Hotels
- Hotels near Chicago 35th Street-Lou Jones-Bronzeville Station
- Chicago Hotels
- Gay-Friendly Hotels in Chicago Lawn
- Chinatown Hotels
- Gay-Friendly Hotels in Dearborn Homes
- Dearborn Homes Hotels
- Cook County Hotels
- Englewood Hotels
- Fuller Park Hotels
- Gay-Friendly Hotels in Gage Park
- Gage Park Hotels
- Garfield Ridge Hotels
- Business Hotels in Grand Boulevard
- Greater Grand Crossing Hotels
- Hyde Park Hotels
- Kenwood Hotels
- Hotels near Lake Meadows Park
- Little Village Hotels
- Lower West Side Hotels
- Mckinley Park Hotels
- Hotels near Midway Intl.
- Oakland Hotels
- Hotels near Robert W Roloson Houses
- Hotels near SR Crown Hall
- Sleepy Hollow Hotels
- Serviced Apartments in South Side
- Apartments in South Side
- B&B in South Side
- Castles in South Side
- Condo Rentals in South Side
- Cottages in South Side
- Adults Only Resorts & in South Side
- Hotels with Room Service in South Side
- Hotels with Indoor Pools in South Side
- South Side Hotels
- Hotels near University of Chicago
- Washington Park Hotels
- West Englewood Hotels
- Flights to Chicago
- Flights to South Side
- Delta Atlanta (ATL) to Chicago (MDW) flights
- Delta Lagos (LOS) to Chicago (MDW) flights
- Klm London (LHR) to Chicago (MDW) flights
- Porter Airlines Toronto (YTZ) to Chicago (MDW) flights
- United Houston (IAH) to Chicago (MDW) flights
- Virgin Atlantic London (LHR) to Chicago (MDW) flights
- Flights from Albuquerque (ABQ) to Chicago (MDW)
- Flights from Abu Dhabi (AUH) to Chicago (MDW)
- Flights from Hartford (BDL) to Chicago (MDW)
- Flights from Bristol (BRS) to Chicago (MDW)
- Flights from Burbank (BUR) to Chicago (MDW)
- Flights from Baltimore (BWI) to Chicago (MDW)
- Flights from Concord (CCR) to Chicago (MDW)
- Flights from Charleston (CHS) to Chicago (MDW)
- Flights from Champaign (CMI) to Chicago (MDW)
- Flights from Wenatchee (EAT) to Chicago (MDW)
- Flights from Edinburgh (EDI) to Chicago (MDW)
- Flights from Kalispell (FCA) to Chicago (MDW)
- Flights from Galesburg (GBG) to Chicago (MDW)
- Flights from Glasgow (GLA) to Chicago (MDW)
- Flights from Geneva (GVA) to Chicago (MDW)
- Flights from Hull (HUY) to Chicago (MDW)
- Flights from Washington (IAD) to Chicago (MDW)
- Flights from Indianapolis (IND) to Chicago (MDW)
- Flights from Iowa City (IOW) to Chicago (MDW)
- Flights from New York (JFK) to Chicago (MDW)
- Flights from Kigali (KGL) to Chicago (MDW)
- Flights from London (LGW) to Chicago (MDW)
- Flights from London (LHR) to Chicago (MDW)
- Flights from Manchester (MAN) to Chicago (MDW)
- Flights from Kansas City (MCI) to Chicago (MDW)
- Flights from Durham (MME) to Chicago (MDW)
- Flights from Norwich (NWI) to Chicago (MDW)
- Flights from Portland (PDX) to Chicago (MDW)
- Flights from Phoenix (PHX) to Chicago (MDW)
- Flights from St. Cloud (STC) to Chicago (MDW)
- Flights from Fayetteville (XNA) to Chicago (MDW)
- Flights from Windsor (YQG) to Chicago (MDW)













































































