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 PricesLearn about One Key
Be pickySearch almost a million properties worldwide
Go beyond your typical stay in Southwest Side
Pet friendly
Apartment
Condo
Apart hotel
Family friendly
Waterpark
Check prices for these dates
Tonight
Aug 21 - Aug 22Tomorrow
Aug 22 - Aug 23This weekend
Aug 21 - Aug 23Next weekend
Aug 28 - Aug 30Our top choices for Southwest Side hotels
1. Holiday Inn Chicago – Midway Airport S by IHG
Holiday Inn Chicago – Midway Airport S by IHGWest Lawn
Diane
$124 nightly
$144 total
Sep 8 - Sep 9
Total with taxes and fees
2. Rainbow Motel
Rainbow MotelGarfield Ridge
Noel
$77 nightly
$90 total
Aug 27 - Aug 28
Total with taxes and fees
3. Carlton Inn Midway
Carlton Inn MidwayArcher Heights
Kevin
$115 nightly
$136 total
Sep 9 - Sep 10
Total with taxes and fees
4. Sable at Navy Pier Chicago, Curio Collection by Hilton
Sable at Navy Pier Chicago, Curio Collection by HiltonDowntown Chicago
Dawn
$202 nightly
$241 total
Aug 30 - Aug 31
Total with taxes and fees
5. Congress Plaza Hotel
Congress Plaza HotelDowntown Chicago
Christina
$109 nightly
$130 total
Sep 8 - Sep 9
Total with taxes and fees
6. Hilton Chicago
Hilton ChicagoDowntown Chicago
Konner
$197 nightly
$231 total
Sep 7 - Sep 8
Total with taxes and fees
7. Holiday Inn & Suites Chicago - Downtown by IHG
Holiday Inn & Suites Chicago - Downtown by IHGDowntown Chicago
Cesar
$167 nightly
$199 total
Sep 7 - Sep 8
Total with taxes and fees
8. Homewood Suites by Hilton Chicago Downtown South Loop
Homewood Suites by Hilton Chicago Downtown South LoopDowntown Chicago
AMBER
$156 nightly
$184 total
Sep 7 - Sep 8
Total with taxes and fees
9. La Quinta Inn & Suites by Wyndham Chicago Downtown
La Quinta Inn & Suites by Wyndham Chicago DowntownDowntown Chicago
Shilpa
$169 nightly
$201 total
Aug 30 - Aug 31
Total with taxes and fees
10. Hilton Garden Inn Chicago Central Loop
Hilton Garden Inn Chicago Central LoopDowntown Chicago
Theresa
$169 nightly
$201 total
Sep 7 - Sep 8
Total with taxes and fees
11. Travelodge by Wyndham Downtown Chicago
Travelodge by Wyndham Downtown ChicagoDowntown Chicago
Shiraz
$120 nightly
$142 total
Aug 31 - Sep 1
Total with taxes and fees
12. Best Western Grant Park Hotel
Best Western Grant Park HotelDowntown Chicago
Melissa
$145 nightly
$170 total
Sep 7 - Sep 8
Total with taxes and fees
13. The Chicago Hotel Collection Ambassador Gold Coast
The Chicago Hotel Collection Ambassador Gold CoastDowntown Chicago
Dylan
$125 nightly
$148 total
Sep 9 - Sep 10
Total with taxes and fees
14. Cambria Hotel Chicago Loop - Theatre District
Cambria Hotel Chicago Loop - Theatre DistrictDowntown Chicago
Andrew
$171 nightly
$203 total
Aug 30 - Aug 31
Total with taxes and fees
15. Arlo Chicago
Arlo ChicagoDowntown Chicago
Ebony
$202 nightly
$240 total
Sep 7 - Sep 8
Total with taxes and fees
16. Palmer House a Hilton Hotel
Palmer House a Hilton HotelDowntown Chicago
G.
$201 nightly
$236 total
Sep 9 - Sep 10
Total with taxes and fees
17. Staypineapple, An Iconic Hotel, The Loop
Staypineapple, An Iconic Hotel, The LoopDowntown Chicago
Beth
$180 nightly
$214 total
Aug 30 - Aug 31
Total with taxes and fees
18. Embassy Suites by Hilton Chicago Downtown River North
Embassy Suites by Hilton Chicago Downtown River NorthDowntown Chicago
Hugo
$140 nightly
$191 total
Aug 31 - Sep 1
Total with taxes and fees
19. citizenM Chicago Downtown
citizenM Chicago DowntownDowntown Chicago
lakadria
$170 nightly
$202 total
Sep 7 - Sep 8
Total with taxes and fees
20. Hilton Garden Inn Chicago Downtown South Loop
Hilton Garden Inn Chicago Downtown South LoopDowntown Chicago
Dhannetta
$161 nightly
$189 total
Aug 30 - Aug 31
Total with taxes and fees
Stay near popular Southwest Side attractions
Marquette Park
9.4/10 (3 reviews)
After visiting Marquette Park, make a plan to see the other sights and activities in Chicago. Amble around this vibrant area's lakeside or experience its acclaimed art scene.
Balzekas Museum of Lithuanian Culture
10.0/10 (1 review)
You can spend time exploring the galleries in Balzekas Museum of Lithuanian Culture in Chicago. Stroll along the lakeside in this vibrant area, or check out its top-notch restaurants.
S.S. Peter and Paul Church
After visiting S.S. Peter and Paul Church, make a plan to see the other sights and activities in Chicago. Amble around this vibrant area's lakeside or experience its acclaimed theater scene.
Union Stock Yard Gate
You can find out about the history of Chicago with a trip to Union Stock Yard Gate.
Ephraim Bajar Cultural Center
Enjoy an outing to Ephraim Bajar Cultural Center during your stay in Chicago. Amble around the area's parks or visit its churches.
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.
See all hotels in Southwest Side
Photo by by Midway Intl Airport
Top Southwest Side Hotel Reviews
River Hotel
10/10 Excellent
"beds were comfortable, but rooms were small."
Congress Plaza Hotel
8/10 Good
"The room was decently clean, only complain really is the bathroom shower was a bit dirty/rusty but not bad. The bed was nice and big and everything was good for our stay. Staff was very helpful as well."
Hotel Riu Plaza Chicago
10/10 Excellent
"Very nice hotel ! Situation perfect! Clean, room are spacious, bed is comfortable, staff very nice."
The Royal Sonesta Chicago Downtown
10/10 Excellent
"Property was clean, staff was helpful and breakfast was perfect. Great for solo traveling and being in a location close to everything."
Hyatt Regency O'Hare Chicago
10/10 Excellent
"Excellent"
Club Quarters Hotel, Central Loop, Chicago
10/10 Excellent
"Great stay, clean simple rooms with kind staff. Perfect for a business trip."
L7 Chicago by LOTTE
10/10 Excellent
"Great location, great value for money"
The Chicago Hotel Collection - Magnificent Mile
10/10 Excellent
"Room was nice and the hotel overall was great. Will def stay here again."
Kasa Magnificent Mile Chicago
10/10 Excellent
"Awesome stay. I love the property. Staff comfort me when I found out that my dad passed away. This is/was going beyond the call of duty and doing an extra great job so 10 stars. You are greatly appreciated. Primetime location downtown near magnificent mile and Navy Pier,"
More cheap stays in Southwest Side
Motel 6 Naperville, IL
1585 Naperville Wheaton Road Naperville IL
$57 nightly
$64 total
Sep 8 - Sep 9
Total with taxes and fees
Red Roof Inn PLUS+ Chicago - Willowbrook
7535 Kingery Highway Willowbrook IL
$62 nightly
$69 total
Sep 2 - Sep 3
Total with taxes and fees
6.4/10 (1,255 reviews)
Quality Inn & Suites Orland Park - Chicago
8800 W 159th St Orland Park IL
$90 nightly
$101 total
Aug 30 - Aug 31
Total with taxes and fees
7.4/10 Good! (1,007 reviews)
Travelodge by Wyndham Downtown Chicago
65 E Harrison St Chicago IL
$120 nightly
$142 total
Aug 31 - Sep 1
Total with taxes and fees
7.6/10 Good! (2,792 reviews)
Holiday Inn Chicago – Midway Airport S by IHG
7353 S Cicero Avenue Chicago IL
$124 nightly
$144 total
Sep 8 - Sep 9
Total with taxes and fees
Hampton Inn Chicago Downtown/Magnificent Mile
160 E Huron Street Chicago IL
$161 nightly
$191 total
Aug 31 - Sep 1
Total with taxes and fees
8/10 Very Good! (1,523 reviews)
Hotels in Southwest Side with star-rating
5 Star Hotels
9 properties
4 Star Hotels
150 properties
3 Star Hotels
227 properties
2 Star Hotels
222 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
