Find hotels in Southwest Side, IL from $64
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
Pet friendly
ApartĀment
Check prices for these dates
Our top choices for Southwest Side hotels
1. Holiday Inn Chicago ā Midway Airport S by IHG
Holiday Inn Chicago ā Midway Airport S by IHGWest Lawn
8.2 out of 10, Very Good, (1,013 reviews)
"average hotel"
anilkumar
$127 nightly
The price is $147
Aug 9 - Aug 10
Total with taxes and fees
2. Rainbow Motel
Rainbow MotelGarfield Ridge
5.6 out of 10, (33 reviews)
"Really friendly staff , decent size room"
Noel
$85 nightly
The price is $99
Jul 21 - Jul 22
Total with taxes and fees
3. Carlton Inn Midway
Carlton Inn MidwayArcher Heights
6.2 out of 10, (1,000 reviews)
"I think this hotel is good for you and your spouse, but not if youāre traveling with children. Itās a good option for a one- or two-night stay, especially if you just need a place to sleep."
David
$104 nightly
The price is $122
Aug 3 - Aug 4
Total with taxes and fees
4. Skylark Motel
Skylark MotelGarfield Ridge
4.6 out of 10, (129 reviews)
"This place should shut down. It is the worst accommodation I have ever stayed at. "
Roop
$89 nightly
The price is $105
Jul 20 - Jul 21
Total with taxes and fees
5. 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, (2,593 reviews)
"View was beautiful, accommodations were excellent."
Julie
$262 nightly
The price is $311
Aug 17 - Aug 18
Total with taxes and fees
6. Holiday Inn & Suites Chicago - Downtown by IHG
Holiday Inn & Suites Chicago - Downtown by IHGDowntown Chicago
8.6 out of 10, Excellent, (1,082 reviews)
"It was a decent stay."
Terrell
$157 nightly
The price is $187
Aug 9 - Aug 10
Total with taxes and fees
7. Hilton Garden Inn Chicago Downtown South Loop
Hilton Garden Inn Chicago Downtown South LoopDowntown Chicago
8.8 out of 10, Excellent, (2,083 reviews)
"helpful staff, great location, comfortable rooms and great views"
Jordan Leigh
$176 nightly
The price is $209
Aug 10 - Aug 11
Total with taxes and fees
8. Homewood Suites by Hilton Chicago Downtown South Loop
Homewood Suites by Hilton Chicago Downtown South LoopDowntown Chicago
8.8 out of 10, Excellent, (2,392 reviews)
"Great stay"
jayne
$168 nightly
The price is $200
Aug 9 - Aug 10
Total with taxes and fees
9. Best Western Grant Park Hotel
Best Western Grant Park HotelDowntown Chicago
8.2 out of 10, Very Good, (2,739 reviews)
"Nice place to stay at"
Tammy
$161 nightly
The price is $192
Aug 9 - Aug 10
Total with taxes and fees
10. Hilton Chicago/Magnificent Mile Suites
Hilton Chicago/Magnificent Mile SuitesDowntown Chicago
9.0 out of 10, Wonderful, (4,604 reviews)
"Great place to stay"
Chameka
$179 nightly
The price is $213
Aug 16 - Aug 17
Total with taxes and fees
11. Crowne Plaza Chicago West Loop by IHG
Crowne Plaza Chicago West Loop by IHGDowntown Chicago
9.0 out of 10, Wonderful, (2,388 reviews)
"Great location- comfy bed!"
Bethany
$181 nightly
The price is $215
Aug 10 - Aug 11
Total with taxes and fees
12. Bluegreen Vacations Hotel Blake, an Ascend Collection Hotel
Bluegreen Vacations Hotel Blake, an Ascend Collection HotelDowntown Chicago
9.6 out of 10, Exceptional, (1,286 reviews)
"Comfortable hotel in a good location. Lots of public transportation close."
Dean
$183 nightly
The price is $218
Aug 9 - Aug 10
Total with taxes and fees
13. Travelodge by Wyndham Downtown Chicago
Travelodge by Wyndham Downtown ChicagoDowntown Chicago
7.6 out of 10, Good, (2,686 reviews)
"Great location, walking distance to shops and eating."
MARTINA
$166 nightly
The price is $197
Aug 18 - Aug 19
Total with taxes and fees
14. Silversmith Hotel Chicago Downtown
Silversmith Hotel Chicago DowntownDowntown Chicago
9.4 out of 10, Exceptional, (2,299 reviews)
"Nice place to stay"
Donilyn
$203 nightly
The price is $242
Aug 9 - Aug 10
Total with taxes and fees
15. Hyatt House Chicago/West Loop-Fulton Market
Hyatt House Chicago/West Loop-Fulton MarketDowntown Chicago
9.0 out of 10, Wonderful, (1,300 reviews)
"Very nice hotel"
Hadi
$203 nightly
The price is $241
Jul 26 - Jul 27
Total with taxes and fees
16. Congress Plaza Hotel
Congress Plaza HotelDowntown Chicago
8.0 out of 10, Very Good, (10,207 reviews)
"The hospitality of the staff was wonderful"
Tammy C
$210 nightly
The price is $250
Aug 10 - Aug 11
Total with taxes and fees
17. The Allegro Royal Sonesta Hotel Chicago Loop
The Allegro Royal Sonesta Hotel Chicago LoopDowntown Chicago
9.0 out of 10, Wonderful, (2,669 reviews)
"Great place and great staff."
Robert
$191 nightly
The price is $227
Aug 16 - Aug 17
Total with taxes and fees
18. Le MĆ©ridien Essex Chicago
Le MĆ©ridien Essex ChicagoDowntown Chicago
9.0 out of 10, Wonderful, (1,002 reviews)
"Room was quiet and clean"
Robert
$190 nightly
The price is $226
Aug 9 - Aug 10
Total with taxes and fees
19. The Godfrey Hotel Chicago
The Godfrey Hotel ChicagoDowntown Chicago
8.8 out of 10, Excellent, (2,323 reviews)
"Clean room and friendly staff"
Pam
$180 nightly
The price is $214
Jul 19 - Jul 20
Total with taxes and fees
20. Holiday Inn Chicago Dwtn - The Mart by IHG
Holiday Inn Chicago Dwtn - The Mart by IHGDowntown Chicago
8.8 out of 10, Excellent, (2,451 reviews)
"A great stay!"
Tammie
$214 nightly
The price is $255
Jul 26 - Jul 27
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 Southwest Side 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
The Chicago Hotel Collection Ambassador Gold Coast
10/10 Excellent
More cheap stays in Southwest Side
Red Roof Inn PLUS+ Chicago - Willowbrook
7535 Kingery Highway Willowbrook IL
$58 nightly
The price is $64 total per night from Jul 26 to Jul 27
$64 total
Jul 26 - Jul 27
Total with taxes and fees
6.4/10 (1,196 reviews)
Hotels in Southwest Side with star-rating
5 Star Hotels
9 properties
Explore a world of travel with Expedia
- River North Hotels
- Hotels near Grant Park
- Hotels near Pulaski Station
- Hotels near Roosevelt University
- Hotels near Chicago Halsted Station
- Back of the Yards Hotels
- Northalsted Hotels
- Wrigleyville Hotels
- Near North Side Hotels
- Hotels near University of Chicago Medicine
- Hotels near O'Hare Intl.
- Hotels near Wrigley Field
- Hotels near Willis Tower
- Hotels near Cloud Gate
- Hotels near Lincoln Park Zoo
- South Shore Hotels
- Hotels near Merchandise Mart
- Hotels near Ashland-63rd Station
- Hotels near Midway Station
- Evanston Hotels
- The Loop Hotels
- Little Village Hotels
- Logan Square Hotels
- Hotels near House of Blues Chicago
- West Englewood Hotels
- Hotels near Bridgeport Art Center
- Hotels near SeatGeek Stadium
- Hotels near Marquette Park
- Hotels near Auditorium Building and Theatre
- Hotels near Michigan Avenue
- Hotels near Riviera Theatre
- Evergreen Park Hotels
- Berwyn Hotels
- Hotels near Chicago Union Station
- Hotels near Cadillac Palace Theatre
- Near West Side Hotels
- Ukrainian Village Hotels
- Hotels near University of Chicago
- Fulton Market Hotels
- Hotels near Kedzie Station
- South Loop Hotels
- Bridgeport Hotels
- Hotels near Soldier Field
- Englewood Hotels
- Hotels near State Street
- Hotels near McCormick Place
- Willowbrook Hotels
- Hotels near Wintrust Arena
- Hotels near Midway Intl.
- Uptown Hotels
- Melrose Park Hotels
- Chicago Hotels
- Downtown Chicago Hotels
- Brighton Park Hotels
- Hotels near Navy Pier
- Hotels near Chicago Stony Island Station
- Hyde Park Hotels
- La Grange Hotels
- Near South Side Hotels
- Hotels near Northwestern Memorial Hospital
- Magnificent Mile Hotels
- Hotels near 311 S Wacker Dr
- Streeterville Hotels
- Lincoln Park Hotels
- West Loop Hotels
- Hotels near United Center
- Hotels near Millennium Park
- Old Town Chicago Hotels
- Hotels near Oak Street Beach
- Hotels near Water Tower Place
- Hotels near Aragon Ballroom
- Crestwood Hotels
- Hotels near Millennium Station
- Schaumburg Hotels
- Bedford Park Hotels
- Hotels near Chicago Riverwalk
- Hotels near Rate Field
- Rosemont Hotels
- Oak Brook Hotels
- Chicago Museum Campus Hotels
- Hotels near Anna and Frederick Douglass Park
- Hotels near Northerly Island Natural Area
- Hotels near Daley Plaza
- Burbank Hotels
- New City Hotels
- Bronzeville Hotels
- Glenview Hotels
- Hotels near Field Museum of Natural History
- Naperville Hotels
- Alsip Hotels
- Chicago Lawn Hotels
- Gage Park Hotels
- Tinley Park Hotels
- Cicero Hotels
- Hotels near Credit Union 1 Arena
- Brookfield Hotels
- Little Italy Hotels
- Bucktown Hotels
