Photo by by Midway Intl Airport

Find hotels in Southwest Side, IL from $67
- Upfront pricingOur total price for your stay includes taxes and fees
- Treat yourselfSave 10% or more on over 100,000 hotels worldwide with Member Prices
- Be pickySearch almost a million properties worldwide
Go beyond your typical stay in Southwest Side
Family friendly
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, (1,005 reviews)
$132 nightly
The price is $154
Apr 19 - Apr 20
Total with taxes and fees

Rainbow Motel
Rainbow MotelGarfield Ridge
5.4 out of 10, (21 reviews)
$85 nightly
The price is $99
Apr 27 - Apr 28
Total with taxes and fees

Carlton Inn Midway
Carlton Inn MidwayArcher Heights
6.2 out of 10, (1,001 reviews)
$104 nightly
The price is $122
Apr 27 - Apr 28
Total with taxes and fees

Skylark Motel
Skylark MotelGarfield Ridge
4.6 out of 10, (123 reviews)
$83 nightly
The price is $97
Apr 28 - Apr 29
Total with taxes and fees

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, (2,443 reviews)
$249 nightly
The price is $292
Apr 26 - Apr 27
Total with taxes and fees

Palmer House a Hilton Hotel
Palmer House a Hilton HotelDowntown Chicago
8.6 out of 10, Excellent, (2,390 reviews)
$184 nightly
The price is $214
May 8 - May 9
Total with taxes and fees

FOUND Hotel Chicago River North
FOUND Hotel Chicago River NorthDowntown Chicago
8.6 out of 10, Excellent, (553 reviews)
$81 nightly
The price is $95
Apr 26 - Apr 27
Total with taxes and fees

The Chicago Hotel Collection Ambassador Gold Coast
The Chicago Hotel Collection Ambassador Gold CoastDowntown Chicago
8.2 out of 10, Very Good, (1,370 reviews)
$131 nightly
The price is $154
Apr 19 - Apr 20
Total with taxes and fees

Aloft Chicago Mag Mile
Aloft Chicago Mag MileDowntown Chicago
8.6 out of 10, Excellent, (3,179 reviews)
$114 nightly
The price is $134
Apr 26 - Apr 27
Total with taxes and fees

Hyatt Regency Chicago
Hyatt Regency ChicagoDowntown Chicago
9.4 out of 10, Exceptional, (3,481 reviews)
$252 nightly
The price is $299
May 9 - May 10
Total with taxes and fees

Congress Plaza Hotel
Congress Plaza HotelDowntown Chicago
8.0 out of 10, Very Good, (10,130 reviews)
$116 nightly
The price is $137
Apr 26 - Apr 27
Total with taxes and fees

River Hotel
River HotelDowntown Chicago
8.8 out of 10, Excellent, (5,087 reviews)
$116 nightly
The price is $136
Apr 19 - Apr 20
Total with taxes and fees

Hotel Riu Plaza Chicago
Hotel Riu Plaza ChicagoDowntown Chicago
9.4 out of 10, Exceptional, (3,869 reviews)
$143 nightly
The price is $167
Apr 26 - Apr 27
Total with taxes and fees

L7 Chicago by LOTTE
L7 Chicago by LOTTEDowntown Chicago
9.6 out of 10, Exceptional, (3,919 reviews)
$145 nightly
The price is $170
Apr 26 - Apr 27
Total with taxes and fees

LondonHouse Chicago, Curio Collection by Hilton
LondonHouse Chicago, Curio Collection by HiltonDowntown Chicago
9.4 out of 10, Exceptional, (3,650 reviews)
$191 nightly
The price is $225
Apr 26 - Apr 27
Total with taxes and fees

Hilton Chicago
Hilton ChicagoDowntown Chicago
8.6 out of 10, Excellent, (2,731 reviews)
$188 nightly
The price is $223
May 8 - May 9
Total with taxes and fees

The Hoxton Chicago
The Hoxton ChicagoDowntown Chicago
9.0 out of 10, Wonderful, (1,001 reviews)
$204 nightly
The price is $242
May 10 - May 11
Total with taxes and fees

Freehand Chicago
Freehand ChicagoDowntown Chicago
8.0 out of 10, Very Good, (2,879 reviews)
$103 nightly
The price is $121
Apr 21 - Apr 22
Total with taxes and fees

Hilton Garden Inn Chicago Downtown South Loop
Hilton Garden Inn Chicago Downtown South LoopDowntown Chicago
8.8 out of 10, Excellent, (1,949 reviews)
$118 nightly
The price is $139
Apr 26 - Apr 27
Total with taxes and fees

Fairmont Chicago at Millennium Park
Fairmont Chicago at Millennium ParkDowntown Chicago
8.8 out of 10, Excellent, (2,127 reviews)
$230 nightly
The price is $274
May 8 - May 9
Total with taxes and fees
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
Top Southwest Side Hotel Reviews

Embassy Suites by Hilton Chicago Downtown River North
10/10 Excellent
More cheap stays in Southwest Side

Red Roof Inn PLUS+ Chicago - Willowbrook
7535 Kingery Highway Willowbrook IL
$60 nightly
The price is $67 total per night from Apr 27 to Apr 28
$67 total
Apr 27 - Apr 28
Total with taxes and fees
6.4/10 (1,088 reviews)
Hotels in Southwest Side with star-rating

5 Star Hotels
10 properties
Explore a world of travel with Expedia
- Chicago Hotels
- Hotels near Downtown Chicago
- Hotels near Midway Intl.
- Cheap Hotels in Chicago
- Hotels near Gage Park
- Accor Hotels in Gage Park
- Hotels near Kedzie Station
- Hotels near New City
- Hotels near Glendale
- Hotels near Ashland-63rd Station
- Hotels near Drexel Estate
- Hotels near Brighton Park
- 5 Star Hotels in New City
- Hotels near Chicago Lawn
- 3 Star Hotels in Drexel Estate
- Motels in Ashland-63rd Station
- Hotels near West Englewood
- Hotels near Pulaski Station
- 4 Star Hotels in Brighton Park
- Hotels near Marquette Park
- Hotels near United Center
- Hotels near Englewood
- Hotels near Halsted Station
- Hotels near 35th-Archer Station
- Hotels near Ducktown
- Hotels near Soldier Field
- Hotels near Canaryville
- 3 Star Hotels in West Englewood
- Hotels near Archer Heights
- Hotels near McKinley Park
- Hotels near Corwith
- Hotels near West Lawn
- Hotels near Garfield Station
- 4 Star Hotels in Englewood
- Hotels near Bridgeport Art Center
- B&B in 35th-Archer Station
- 3 Star Hotels in Ducktown
- 5 Star Hotels in Ducktown
- Hotels near 47th Station
- Hotels near Midway Station
- Hotels near Zhou B Art Center
- Hotels near McCormick Place
- Hotels near 63rd Station
- Hotels with Free Breakfast in Archer Heights
- Cheap Hotels in Archer Heights
- Hotels with Laundry Facilities in Archer Heights
- Luxury Hotels in Archer Heights
- Hotels near Fuller Park
- 3 Star Hotels in McKinley Park
- Hotels near Grant Park
- Hotels near Stephen A. Douglas Tomb and Memorial
- Hotels near Ashland Station
- Hotels near Theatre on the Lake
- Hotels near Chicago Riverwalk
- Hotels near Sleepy Hollow
- Hotels near Washington Park
- Hotels near Garfield Ridge
- Hotels near Hyde Park
- Flights to Chicago
- Flights from Midway Intl.
- Flights from Chicago
- Flights from Los Angeles (LAX) to Chicago (MDW)
- Flights from Atlanta (ATL) to Chicago (MDW)
- Flights from Dallas (DFW) to Chicago (MDW)
- Flights from Chicago (ORD) to Chicago (MDW)
- Flights from Philadelphia (PHL) to Chicago (MDW)
- Flights from Phoenix (PHX) to Chicago (MDW)
- Flights from Orlando (MCO) to Chicago (MDW)
- Flights from Tampa (TPA) to Chicago (MDW)
- Flights from Minneapolis (MSP) to Chicago (MDW)
- Flights from Raleigh (RDU) to Chicago (MDW)
- Flights from San Francisco (SFO) to Chicago (MDW)
- Flights from Denver (DEN) to Chicago (MDW)
- Flights from Baltimore (BWI) to Chicago (MDW)
- Visit Gage Park
- Visit New City
- Visit Garfield Manor
- Visit Brighton Park
- Visit Chicago Lawn
- Visit West Elsdon
- Visit West Englewood
- Visit Englewood
- Visit Ducktown
- Visit Canaryville
- Visit Archer Heights
- Visit Corwith
- Visit McKinley Park
- Visit West Lawn
- Bridgeport Art Center
- Zhou B Art Center
- Visit South Englewood
- South Englewood Vacations












































































