Find hotels in Southwest Side, IL from $64
Go beyond your typical stay in Southwest Side
Pet friendly
Apartment
Apart hotel
Condo
Cottage
Family friendly
Waterpark
Check prices for these dates
Tonight
Aug 26 - Aug 27Tomorrow
Aug 27 - Aug 28This weekend
Aug 28 - Aug 30Next weekend
Sep 4 - Sep 6Our 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. Carlton Inn Midway
Carlton Inn MidwayArcher Heights
Sathya
$116 nightly
$136 total
Sep 3 - Sep 4
Total with taxes and fees
3. Rainbow Motel
Rainbow MotelGarfield Ridge
Noel
$68 nightly
$80 total
Sep 17 - Sep 18
Total with taxes and fees
4. Hilton Vacation Club Hotel Blake Chicago
Hilton Vacation Club Hotel Blake ChicagoDowntown Chicago
Melanie
$181 nightly
$216 total
Aug 30 - Aug 31
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
Ashraf
$198 nightly
$236 total
Aug 30 - Aug 31
Total with taxes and fees
6. Congress Plaza Hotel
Congress Plaza HotelDowntown Chicago
Mia
$109 nightly
$130 total
Sep 8 - Sep 9
Total with taxes and fees
7. LIVN - West Loop Chicago
LIVN - West Loop ChicagoDowntown Chicago
patrick
$157 nightly
$184 total
Aug 31 - Sep 1
Total with taxes and fees
8. Hilton Garden Inn Chicago Central Loop
Hilton Garden Inn Chicago Central LoopDowntown Chicago
Theresa
$160 nightly
$190 total
Sep 7 - Sep 8
Total with taxes and fees
9. Best Western Grant Park Hotel
Best Western Grant Park HotelDowntown Chicago
Diego
$143 nightly
$170 total
Aug 30 - Aug 31
Total with taxes and fees
10. Palmer House a Hilton Hotel
Palmer House a Hilton HotelDowntown Chicago
G.
$198 nightly
$236 total
Sep 7 - Sep 8
Total with taxes and fees
11. The Chicago Hotel Collection Ambassador Gold Coast
The Chicago Hotel Collection Ambassador Gold CoastDowntown Chicago
Dylan
$134 nightly
$159 total
Aug 30 - Aug 31
Total with taxes and fees
12. Aloft by Marriott Chicago Mag Mile
Aloft by Marriott Chicago Mag MileDowntown Chicago
Odessia
$154 nightly
$183 total
Sep 7 - Sep 8
Total with taxes and fees
13. Fairfield Inn & Suites Chicago Downtown / Magnificent Mile
Fairfield Inn & Suites Chicago Downtown / Magnificent MileDowntown Chicago
Karaline
$142 nightly
$168 total
Sep 7 - Sep 8
Total with taxes and fees
14. Hyatt Place Chicago/Downtown - The Loop
Hyatt Place Chicago/Downtown - The LoopDowntown Chicago
LISA
$169 nightly
$201 total
Sep 7 - Sep 8
Total with taxes and fees
15. Silversmith Hotel Chicago Downtown
Silversmith Hotel Chicago DowntownDowntown Chicago
Xiao
$186 nightly
$222 total
Sep 7 - Sep 8
Total with taxes and fees
16. Le Méridien Essex Chicago
Le Méridien Essex ChicagoDowntown Chicago
Jesse
$184 nightly
$219 total
Aug 30 - Aug 31
Total with taxes and fees
17. Club Quarters Hotel, Central Loop, Chicago
Club Quarters Hotel, Central Loop, ChicagoDowntown Chicago
Youssef
$122 nightly
$145 total
Aug 30 - Aug 31
Total with taxes and fees
18. Hilton Garden Inn Chicago Downtown South Loop
Hilton Garden Inn Chicago Downtown South LoopDowntown Chicago
Dhannetta
$152 nightly
$181 total
Sep 7 - Sep 8
Total with taxes and fees
19. DoubleTree by Hilton Chicago - Magnificent Mile
DoubleTree by Hilton Chicago - Magnificent MileDowntown Chicago
MAGALY
$146 nightly
$171 total
Sep 1 - Sep 2
Total with taxes and fees
20. Hilton Chicago/Magnificent Mile Suites
Hilton Chicago/Magnificent Mile SuitesDowntown Chicago
Terrie
$148 nightly
$175 total
Sep 1 - Sep 2
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
Hotel Riu Plaza Chicago
10/10 Excellent
"❤️"
L7 Chicago by LOTTE
10/10 Excellent
"Loved the downtown location and wonderful staff."
Crowne Plaza Chicago West Loop by IHG
8/10 Good
"Loved our stay"
The Wade
10/10 Excellent
"Good stay, great location"
The Royal Sonesta Chicago Downtown
10/10 Excellent
"Perfect location! Very clean rooms and helpful staff. Would definitely recommend"
River Hotel
10/10 Excellent
"Overall a great stay location is perfect and the view was amazing. Room was basic and simple but it was clean. Everything worked so I’d recommend it for future travelers."
Fairmont Chicago at Millennium Park
10/10 Excellent
"Great place, friendly/helpful staff, clean/nice rooms (although not a lot of insulation between rooms), good location to parks, museums, and shopping."
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
7.8/10 Good! (1,462 reviews)
Red Roof Inn PLUS+ Chicago - Willowbrook
7535 Kingery Highway Willowbrook IL
$63 nightly
$70 total
Sep 2 - Sep 3
Total with taxes and fees
Quality Inn & Suites Orland Park - Chicago
8800 W 159th St Orland Park IL
$89 nightly
$100 total
Sep 20 - Sep 21
Total with taxes and fees
Travelodge by Wyndham Downtown Chicago
65 E Harrison St Chicago IL
$115 nightly
$135 total
Aug 30 - Aug 31
Total with taxes and fees
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
8.2/10 Very Good! (1,000 reviews)
Hampton Inn Chicago Downtown/Magnificent Mile
160 E Huron Street Chicago IL
$148 nightly
$176 total
Sep 7 - Sep 8
Total with taxes and fees
8/10 Very Good! (1,532 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