Find hotels in Southwest Side, IL from $64
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Aug 29 - Aug 30Tomorrow
Aug 30 - Aug 31Next weekend
Sep 4 - Sep 6In two weeks
Sep 11 - Sep 13Our 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
$137 nightly
$159 total
Sep 7 - Sep 8
Total with taxes and fees
2. Carlton Inn Midway
Carlton Inn MidwayArcher Heights
Rahul Pandit
$119 nightly
$140 total
Aug 31 - Sep 1
Total with taxes and fees
3. Rainbow Motel
Rainbow MotelGarfield Ridge
Noel
$81 nightly
$95 total
Sep 25 - Sep 26
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
$198 nightly
$236 total
Sep 7 - Sep 8
Total with taxes and fees
5. Congress Plaza Hotel
Congress Plaza HotelDowntown Chicago
George
$109 nightly
$130 total
Sep 8 - Sep 9
Total with taxes and fees
6. Hilton Vacation Club Hotel Blake Chicago
Hilton Vacation Club Hotel Blake ChicagoDowntown Chicago
Melanie
$181 nightly
$216 total
Sep 1 - Sep 2
Total with taxes and fees
7. Best Western Grant Park Hotel
Best Western Grant Park HotelDowntown Chicago
Diego
$143 nightly
$170 total
Sep 7 - Sep 8
Total with taxes and fees
8. River Hotel
River HotelDowntown Chicago
Meri
$137 nightly
$163 total
Aug 31 - Sep 1
Total with taxes and fees
9. Hilton Chicago
Hilton ChicagoDowntown Chicago
Konner
$194 nightly
$230 total
Sep 7 - Sep 8
Total with taxes and fees
10. The Chicago Hotel Collection Ambassador Gold Coast
The Chicago Hotel Collection Ambassador Gold CoastDowntown Chicago
Alma
$143 nightly
$170 total
Aug 31 - Sep 1
Total with taxes and fees
11. LIVN - West Loop Chicago
LIVN - West Loop ChicagoDowntown Chicago
Courtney
$136 nightly
$160 total
Aug 31 - Sep 1
Total with taxes and fees
12. The Wade
The WadeDowntown Chicago
Ayomikun Jedidiah
$149 nightly
$177 total
Aug 31 - Sep 1
Total with taxes and fees
13. 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
14. Fairfield Inn & Suites Chicago Downtown / Magnificent Mile
Fairfield Inn & Suites Chicago Downtown / Magnificent MileDowntown Chicago
Karaline
$123 nightly
$146 total
Sep 7 - Sep 8
Total with taxes and fees
15. Sports Illustrated Resorts Chicago
Sports Illustrated Resorts ChicagoDowntown Chicago
CHRISTIE
$213 nightly
$254 total
Sep 1 - Sep 2
Total with taxes and fees
16. Central Loop Hotel
Central Loop HotelDowntown Chicago
Yiyang
$147 nightly
$175 total
Sep 7 - Sep 8
Total with taxes and fees
17. Courtyard by Marriott Chicago Magnificent Mile
Courtyard by Marriott Chicago Magnificent MileDowntown Chicago
Jyothi Swaroop
$144 nightly
$171 total
Sep 7 - Sep 8
Total with taxes and fees
18. Club Quarters Hotel Wacker at Michigan, Chicago
Club Quarters Hotel Wacker at Michigan, ChicagoDowntown Chicago
Daphnie
$143 nightly
$170 total
Aug 31 - Sep 1
Total with taxes and fees
19. Hilton Chicago/Magnificent Mile Suites
Hilton Chicago/Magnificent Mile SuitesDowntown Chicago
susie
$162 nightly
$192 total
Sep 8 - Sep 9
Total with taxes and fees
20. Hyatt Centric The Loop Chicago
Hyatt Centric The Loop ChicagoDowntown Chicago
Tamika
$260 nightly
$309 total
Sep 7 - Sep 8
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
Congress Plaza Hotel
8/10 Good
"Best location in Chicago. Hotel is old an needs some repairs, but its clean and convenient to the many sites near Michigan Ave."
Hilton Chicago
10/10 Excellent
"Everything was great!our first time staying here would 100 recommend and would definitely stay again"
River Hotel
8/10 Good
"My room doesn’t have a little refrigerator. And how I use Cpap there aren’t enough power outlets to plug in it."
Hyatt Regency Chicago
10/10 Excellent
"My room was clean, the floor was quiet which means the soundproofing was good. The elevators were surprisingly fast given they have 34 floors. Staff were friendly and helpful. I felt prepared for my trip for that day."
Hyatt Regency O'Hare Chicago
10/10 Excellent
"Breakfast was not free, bed were not that comfortable...but hotel was very nice."
InterContinental Chicago Magnificent Mile by IHG
10/10 Excellent
"Staff was great and the fitness center and pool were incredible!"
The Chicago Hotel Collection Ambassador Gold Coast
10/10 Excellent
"Staff were amazing! Extremely helpful and accommodating, let us check in about 5 hours early. Definitely recommend"
Travelodge by Wyndham Downtown Chicago
8/10 Good
"The room was very large and the air conditioning worked well although it was very noisy."
The Wade
8/10 Good
"Great location, grew views of the lake, beds were comfortable"
More cheap stays in Southwest Side
Motel 6 Naperville, IL
1585 Naperville Wheaton Road Naperville IL
$57 nightly
$64 total
Sep 13 - Sep 14
Total with taxes and fees
Red Roof Inn PLUS+ Chicago - Willowbrook
7535 Kingery Highway Willowbrook IL
$63 nightly
$70 total
Sep 6 - Sep 7
Total with taxes and fees
Quality Inn & Suites Orland Park - Chicago
8800 W 159th St Orland Park IL
$83 nightly
$93 total
Sep 27 - Sep 28
Total with taxes and fees
Travelodge by Wyndham Downtown Chicago
65 E Harrison St Chicago IL
$116 nightly
$136 total
Aug 31 - Sep 1
Total with taxes and fees
7.6/10 Good! (2,808 reviews)
Holiday Inn Chicago – Midway Airport S by IHG
7353 S Cicero Avenue Chicago IL
$137 nightly
$159 total
Sep 7 - Sep 8
Total with taxes and fees
8.2/10 Very Good! (1,012 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
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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