Find hotels in Southwest Side, IL from $63
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Go beyond your typical stay in Southwest Side
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Check prices for these dates
Tonight
Aug 25 - Aug 26Tomorrow
Aug 26 - Aug 27This 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
Kevin
$115 nightly
$136 total
Sep 7 - Sep 8
Total with taxes and fees
3. Rainbow Motel
Rainbow MotelGarfield Ridge
Noel
$77 nightly
$90 total
Sep 14 - Sep 15
Total with taxes and fees
4. Hilton Vacation Club Hotel Blake Chicago
Hilton Vacation Club Hotel Blake ChicagoDowntown Chicago
Melanie
$161 nightly
$191 total
Sep 1 - Sep 2
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
$203 nightly
$241 total
Aug 30 - Aug 31
Total with taxes and fees
6. Congress Plaza Hotel
Congress Plaza HotelDowntown Chicago
Mia
$113 nightly
$135 total
Sep 8 - Sep 9
Total with taxes and fees
7. LIVN - West Loop Chicago
LIVN - West Loop ChicagoDowntown Chicago
patrick
$152 nightly
$178 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
$156 nightly
$185 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.
$159 nightly
$189 total
Sep 9 - Sep 10
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 31 - Sep 1
Total with taxes and fees
12. Aloft by Marriott Chicago Mag Mile
Aloft by Marriott Chicago Mag MileDowntown Chicago
Jerry
$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
$127 nightly
$151 total
Aug 30 - Aug 31
Total with taxes and fees
14. Hyatt Place Chicago/Downtown - The Loop
Hyatt Place Chicago/Downtown - The LoopDowntown Chicago
Christina
$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
Sarah
$109 nightly
$129 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
$179 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
$144 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
$145 nightly
$173 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
The Wade
8/10 Good
"Would stay here again. Loved the view. And easy access to everything downtown"
Hyatt Regency Chicago
10/10 Excellent
"We had a wonderful stay"
Hotel Riu Plaza Chicago
10/10 Excellent
"Very friendly helpful staff. Love the location."
L7 Chicago by LOTTE
10/10 Excellent
"Wonderful experience."
Crowne Plaza Chicago West Loop by IHG
10/10 Excellent
"excellent stay! awesome staff!"
The Chicago Hotel Collection Ambassador Gold Coast
8/10 Good
"The international breakfast was amazing. The valet was prompt."
Congress Plaza Hotel
8/10 Good
"The location is very convenient and parking was easy."
Eurostars Magnificent Mile
10/10 Excellent
"Best hotel experience I’ve had in a while! Staff was very helpful and the room was great!"
Hilton Chicago
8/10 Good
"The location of this hotel is incredible, and the amenities were great (very nice gym, pool, etc…all in good order). A few frustrations with our stay, housekeeping didn’t visit at all 2 of the 4 days we were there and we needed to contact the desk for towels etc… Also the street noise was VERY loud at night, especially on weekend nights. Highly recommend earplugs to sleep with. Staff were all nice and friendly. Although there were staff in the lobby trying to stop and sell everyone some sort of Hilton timeshare (that was kind of annoying). We will be happy to stay again, but will bring earplugs (and better pillows) for our next stay."
More cheap stays in Southwest Side
Motel 6 Naperville, IL
1585 Naperville Wheaton Road Naperville IL
$56 nightly
$63 total
Sep 14 - Sep 15
Total with taxes and fees
Red Roof Inn PLUS+ Chicago - Willowbrook
7535 Kingery Highway Willowbrook IL
$63 nightly
$70 total
Sep 1 - Sep 2
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
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! (1,033 reviews)
Travelodge by Wyndham Downtown Chicago
65 E Harrison St Chicago IL
$122 nightly
$144 total
Aug 30 - Aug 31
Total with taxes and fees
7.6/10 Good! (2,816 reviews)
Hampton Inn Chicago Downtown/Magnificent Mile
160 E Huron Street Chicago IL
$148 nightly
$176 total
Sep 8 - Sep 9
Total with taxes and fees
8/10 Very Good! (1,528 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
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