Photo by by Midway Intl Airport

Find hotels in Southwest Side, IL from £48
- 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

Carlton Inn Midway
Carlton Inn MidwayArcher Heights
6.4 out of 10, (1,001 reviews)
The price is £77
includes taxes & fees
16 Mar - 17 Mar

Holiday Inn Chicago – Midway Airport S by IHG
Holiday Inn Chicago – Midway Airport S by IHGWest Lawn
8.4 out of 10, Very good, (1,000 reviews)
The price is £106
includes taxes & fees
5 Apr - 6 Apr

Skylark Motel
Skylark MotelGarfield Ridge
4.8 out of 10, (121 reviews)
The price is £70
includes taxes & fees
16 Mar - 17 Mar

Le Méridien Essex Chicago
Le Méridien Essex ChicagoDowntown Chicago
8.8 out of 10, Excellent, (1,002 reviews)
The price is £82
includes taxes & fees
5 Apr - 6 Apr

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, (2,393 reviews)
The price is £152
includes taxes & fees
24 Mar - 25 Mar

FOUND Hotel Chicago River North
FOUND Hotel Chicago River NorthDowntown Chicago
8.4 out of 10, Very good, (492 reviews)
The price is £73
includes taxes & fees
23 Mar - 24 Mar

Aloft Chicago Mag Mile
Aloft Chicago Mag MileDowntown Chicago
8.6 out of 10, Excellent, (3,136 reviews)
The price is £95
includes taxes & fees
22 Mar - 23 Mar

Swissotel - Chicago
Swissotel - ChicagoDowntown Chicago
9.0 out of 10, Wonderful, (3,216 reviews)
The price is £133
includes taxes & fees
29 Mar - 30 Mar

Freehand Chicago
Freehand ChicagoDowntown Chicago
8.0 out of 10, Very good, (2,799 reviews)
The price is £81
includes taxes & fees
25 Mar - 26 Mar

Congress Plaza Hotel
Congress Plaza HotelDowntown Chicago
8.0 out of 10, Very good, (9,920 reviews)
The price is £143
includes taxes & fees
27 Mar - 28 Mar

Best Western Grant Park Hotel
Best Western Grant Park HotelDowntown Chicago
8.2 out of 10, Very good, (2,692 reviews)
The price is £84
includes taxes & fees
25 Mar - 26 Mar

River Hotel
River HotelDowntown Chicago
8.8 out of 10, Excellent, (5,037 reviews)
The price is £85
includes taxes & fees
30 Mar - 31 Mar

La Quinta Inn & Suites by Wyndham Chicago Downtown
La Quinta Inn & Suites by Wyndham Chicago DowntownDowntown Chicago
8.6 out of 10, Excellent, (2,701 reviews)
The price is £111
includes taxes & fees
22 Mar - 23 Mar

Hilton Chicago/Magnificent Mile Suites
Hilton Chicago/Magnificent Mile SuitesDowntown Chicago
9.0 out of 10, Wonderful, (3,908 reviews)
The price is £91
includes taxes & fees
22 Mar - 23 Mar

Hilton Garden Inn Chicago Downtown Riverwalk
Hilton Garden Inn Chicago Downtown RiverwalkDowntown Chicago
9.0 out of 10, Wonderful, (1,879 reviews)
The price is £96
includes taxes & fees
25 Mar - 26 Mar

DoubleTree by Hilton Chicago - Magnificent Mile
DoubleTree by Hilton Chicago - Magnificent MileDowntown Chicago
8.8 out of 10, Excellent, (2,349 reviews)
The price is £93
includes taxes & fees
22 Mar - 23 Mar

Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical
Sonesta ES Suites Chicago Downtown Magnificent Mile - MedicalDowntown Chicago
8.6 out of 10, Excellent, (2,392 reviews)
The price is £112
includes taxes & fees
19 Mar - 20 Mar

ACME Hotel Chicago, Outset Collection by Hilton
ACME Hotel Chicago, Outset Collection by HiltonDowntown Chicago
9.0 out of 10, Wonderful, (1,967 reviews)
The price is £86
includes taxes & fees
22 Mar - 23 Mar

Warwick Allerton - Chicago
Warwick Allerton - ChicagoDowntown Chicago
8.6 out of 10, Excellent, (3,034 reviews)
The price is £100
includes taxes & fees
18 Mar - 19 Mar
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 £48 per night from 19 Mar to 20 Mar
£48
19 Mar - 20 Mar
includes taxes & fees
6.4/10 (1,064 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)















































































