Find hotels in Southwest Side, IL from $60
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
Apart hotel
Condo
Family friendly
Waterpark
Check prices for these dates
Tonight
Sep 7 - Sep 8Tomorrow
Sep 8 - Sep 9This weekend
Sep 11 - Sep 13Next weekend
Sep 18 - Sep 20Our 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
$159 nightly
$185 total
Sep 8 - Sep 9
Total with taxes and fees
2. Carlton Inn Midway
Carlton Inn MidwayArcher Heights
Icaro
$104 nightly
$122 total
Sep 13 - Sep 14
Total with taxes and fees
3. Rainbow Motel
Rainbow MotelGarfield Ridge
Noel
$76 nightly
$90 total
Sep 13 - Sep 14
Total with taxes and fees
4. Congress Plaza Hotel
Congress Plaza HotelDowntown Chicago
Manuel
$104 nightly
$124 total
Sep 8 - Sep 9
Total with taxes and fees
5. Best Western Grant Park Hotel
Best Western Grant Park HotelDowntown Chicago
Diego
$169 nightly
$201 total
Sep 8 - Sep 9
Total with taxes and fees
6. The Chicago Hotel Collection Ambassador Gold Coast
The Chicago Hotel Collection Ambassador Gold CoastDowntown Chicago
Laura
$170 nightly
$202 total
Oct 5 - Oct 6
Total with taxes and fees
7. Sable at Navy Pier Chicago, Curio Collection by Hilton
Sable at Navy Pier Chicago, Curio Collection by HiltonDowntown Chicago
Ashraf
$244 nightly
$290 total
Sep 8 - Sep 9
Total with taxes and fees
8. Hilton Chicago
Hilton ChicagoDowntown Chicago
Lori
$224 nightly
$266 total
Sep 8 - Sep 9
Total with taxes and fees
9. Hilton Garden Inn Chicago Downtown South Loop
Hilton Garden Inn Chicago Downtown South LoopDowntown Chicago
Dhannetta
$174 nightly
$207 total
Sep 10 - Sep 11
Total with taxes and fees
10. LIVN - West Loop Chicago
LIVN - West Loop ChicagoDowntown Chicago
Tomas
$162 nightly
$190 total
Sep 8 - Sep 9
Total with taxes and fees
11. River Hotel
River HotelDowntown Chicago
steve
$175 nightly
$208 total
Sep 8 - Sep 9
Total with taxes and fees
12. Aloft by Marriott Chicago Mag Mile
Aloft by Marriott Chicago Mag MileDowntown Chicago
Odessia
$145 nightly
$172 total
Sep 10 - Sep 11
Total with taxes and fees
13. DoubleTree by Hilton Chicago - Magnificent Mile
DoubleTree by Hilton Chicago - Magnificent MileDowntown Chicago
Madelyn
$179 nightly
$213 total
Sep 8 - Sep 9
Total with taxes and fees
14. Sports Illustrated Resorts Chicago
Sports Illustrated Resorts ChicagoDowntown Chicago
Jose Rafael
$246 nightly
$293 total
Sep 10 - Sep 11
Total with taxes and fees
15. The Chicago Hotel Collection - Magnificent Mile
The Chicago Hotel Collection - Magnificent MileDowntown Chicago
Colten
$137 nightly
$163 total
Sep 29 - Sep 30
Total with taxes and fees
16. Hotel Saint Clair- Magnificent Mile
Hotel Saint Clair- Magnificent MileDowntown Chicago
LuShana
$138 nightly
$163 total
Sep 8 - Sep 9
Total with taxes and fees
17. Travelodge by Wyndham Downtown Chicago
Travelodge by Wyndham Downtown ChicagoDowntown Chicago
Matthew
$129 nightly
$151 total
Sep 8 - Sep 9
Total with taxes and fees
18. Hilton Chicago/Magnificent Mile Suites
Hilton Chicago/Magnificent Mile SuitesDowntown Chicago
moussa
$169 nightly
$201 total
Sep 8 - Sep 9
Total with taxes and fees
19. The Godfrey Hotel Chicago
The Godfrey Hotel ChicagoDowntown Chicago
Carol
$188 nightly
$224 total
Sep 8 - Sep 9
Total with taxes and fees
20. Courtyard by Marriott Chicago Magnificent Mile
Courtyard by Marriott Chicago Magnificent MileDowntown Chicago
Jyothi Swaroop
$187 nightly
$222 total
Sep 10 - Sep 11
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
L7 Chicago by LOTTE
10/10 Excellent
"Comfortable and clean"
Hilton Chicago
10/10 Excellent
"Loved our room! Beautiful view"
River Hotel
10/10 Excellent
"Great experience and a very good stay"
The Royal Sonesta Chicago Downtown
10/10 Excellent
"Clean and comfortable room"
Hyatt Regency Chicago
10/10 Excellent
"I booked a 2 queen bed room. It was very spacious and included a coach near the window. Staff could not have been more helpful and accommodating. Location is excellent for access to the riverwalk and boat cruises. Millennial Park is a few blocks away- easily walkable. There are several restaurants and a coffee shop shop/convenience store within hotel. Would definitely recommend this hotel."
InterContinental Chicago Magnificent Mile by IHG
10/10 Excellent
"An amazing and beautiful hotel in the most perfect location. All of the staff was wonderful, the restaurants were delicious, and the rooms were quiet. We will definitely stay here again on our next trip."
Travelodge by Wyndham Downtown Chicago
8/10 Good
"You cannot beat the location of this hotel. It was so easy to explore Chicago on foot from this location, great restaurants are nearby. The staff are beyond helpful and friendly. Yes the rooms are a little tired and dated but overall are clean. Would definitely stay again as you can’t beat the location and price."
The Wade
10/10 Excellent
"Great"
Kasa Magnificent Mile Chicago
10/10 Excellent
"We thoroughly enjoyed our stay at Kasa- check in instructions were clear and hassle free. The unit was spacious and clean, with a terrific view. Highly recommended!"
More cheap stays in Southwest Side
Motel 6 Elk Grove Village, IL - O'Hare
2881 Touhy Ave Elk Grove Village IL
$53 nightly
$60 total
Oct 1 - Oct 2
Total with taxes and fees
Motel 6 Naperville, IL
1585 Naperville Wheaton Road Naperville IL
$56 nightly
$63 total
Oct 8 - Oct 9
Total with taxes and fees
7.8/10 Good! (1,453 reviews)
Sleep Inn Midway Airport Bedford Park
6650 S Cicero Ave Chicago IL
$118 nightly
$139 total
Oct 4 - Oct 5
Total with taxes and fees
8/10 Very Good! (2,104 reviews)
Travelodge by Wyndham Downtown Chicago
65 E Harrison St Chicago IL
$129 nightly
$151 total
Sep 8 - Sep 9
Total with taxes and fees
7.6/10 Good! (2,837 reviews)
Holiday Inn Express Chicago - Magnificent Mile by IHG
640 N Wabash Ave Chicago IL
$189 nightly
$225 total
Sep 8 - Sep 9
Total with taxes and fees
8.4/10 Very Good! (1,322 reviews)
Hampton Inn Chicago Downtown/Magnificent Mile
160 E Huron Street Chicago IL
$195 nightly
$231 total
Sep 10 - Sep 11
Total with taxes and fees
Hotels in Southwest Side with star-rating
5 Star Hotels
9 properties
4 Star Hotels
150 properties
3 Star Hotels
229 properties
2 Star Hotels
221 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
