Find hotels in Southwest Side, IL from $64
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Aug 31 - Sep 1Tomorrow
Sep 1 - Sep 2This weekend
Sep 4 - Sep 6Next weekend
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
$141 nightly
$164 total
Sep 7 - Sep 8
Total with taxes and fees
2. Carlton Inn Midway
Carlton Inn MidwayArcher Heights
Rahul Pandit
$119 nightly
$140 total
Sep 1 - Sep 2
Total with taxes and fees
3. Rainbow Motel
Rainbow MotelGarfield Ridge
Noel
$81 nightly
$95 total
Sep 11 - Sep 12
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
Ashraf
$197 nightly
$235 total
Sep 8 - Sep 9
Total with taxes and fees
5. Congress Plaza Hotel
Congress Plaza HotelDowntown Chicago
George
$112 nightly
$133 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 7 - Sep 8
Total with taxes and fees
7. Best Western Grant Park Hotel
Best Western Grant Park HotelDowntown Chicago
Melissa
$143 nightly
$170 total
Sep 7 - Sep 8
Total with taxes and fees
8. River Hotel
River HotelDowntown Chicago
Meri
$146 nightly
$174 total
Sep 7 - Sep 8
Total with taxes and fees
9. Hilton Chicago
Hilton ChicagoDowntown Chicago
Konner
$196 nightly
$231 total
Sep 10 - Sep 11
Total with taxes and fees
10. The Chicago Hotel Collection Ambassador Gold Coast
The Chicago Hotel Collection Ambassador Gold CoastDowntown Chicago
Alma
$152 nightly
$181 total
Sep 2 - Sep 3
Total with taxes and fees
11. LIVN - West Loop Chicago
LIVN - West Loop ChicagoDowntown Chicago
Courtney
$161 nightly
$189 total
Sep 7 - Sep 8
Total with taxes and fees
12. The Wade
The WadeDowntown Chicago
Ayomikun Jedidiah
$169 nightly
$201 total
Sep 7 - Sep 8
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
$142 nightly
$168 total
Sep 7 - Sep 8
Total with taxes and fees
15. Sports Illustrated Resorts Chicago
Sports Illustrated Resorts ChicagoDowntown Chicago
Jose Rafael
$222 nightly
$264 total
Sep 1 - Sep 2
Total with taxes and fees
16. Central Loop Hotel
Central Loop HotelDowntown Chicago
Yiyang
$137 nightly
$163 total
Sep 27 - Sep 28
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
$144 nightly
$172 total
Sep 1 - Sep 2
Total with taxes and fees
19. Hilton Chicago/Magnificent Mile Suites
Hilton Chicago/Magnificent Mile SuitesDowntown Chicago
susie
$161 nightly
$189 total
Sep 9 - Sep 10
Total with taxes and fees
20. Hyatt Centric The Loop Chicago
Hyatt Centric The Loop ChicagoDowntown Chicago
Tamika
$212 nightly
$252 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
Hyatt Regency O'Hare Chicago
10/10 Excellent
"Always love staying here!"
Club Quarters Hotel, Central Loop, Chicago
10/10 Excellent
"Staff is friendly and helpful. The only issue I had was no refrigerator in our rooms."
Congress Plaza Hotel
10/10 Excellent
"Check-in was super quick and staff was very efficient and helpful. Booked a standard room with a king size bed facing the lake and it was a very nice weekend stay. Room was very clean. The AC is off central heatingThe location is incredibly convenient if you’re going somewhere near the lake or downtown."
InterContinental Chicago Magnificent Mile by IHG
10/10 Excellent
"We needed a larger room than the one we received upon arrival and they were wonderful. They moved our luggage to a beautiful corner room that was twice the size of the first. Our stay was great, just wished we could have stayed longer."
The Chicago Hotel Collection Ambassador Gold Coast
8/10 Good
"Location near the lake and very walkable to train, bus stations, restaurants and stores. Room was not very well cleaned"
Hyatt Regency Chicago
8/10 Good
"The beds and pillows were so so.. clean rooms. The shower didn’t have great pressure and there was no bathroom fan. Great location Friendly staff Would stay there again"
Hilton Chicago
10/10 Excellent
"We stayed for one night at this beautiful and historic hotel. We enjoyed walking through the lobby looking at the history setup they had. The rooms were clean, the view from our room was amazing. We had a lake view + a view of the Buckingham Fountain. The staff was super helpful they were posted throughout the lobby floor ready to help and direct you to your destination. We had the breakfast buffet and the food was great, they had a good variety of breakfast food."
Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical
10/10 Excellent
"Nice Property for a long stay. 2 Blocks to Magnificent Miles"
The Royal Sonesta Chicago Downtown
10/10 Excellent
"Perfect location, within walking distance of so many shops and restaurants. Beautiful view from the river view rooms. Staff are so helpful with unloading and loading your vehicle and getting your luggage up to your room. Valet is easy and convenient."
More cheap stays in Southwest Side
Motel 6 Naperville, IL
1585 Naperville Wheaton Road Naperville IL
$57 nightly
$64 total
Sep 14 - Sep 15
Total with taxes and fees
7.8/10 Good! (1,443 reviews)
Red Roof Inn PLUS+ Chicago - Willowbrook
7535 Kingery Highway Willowbrook IL
$63 nightly
$70 total
Sep 7 - Sep 8
Total with taxes and fees
Quality Inn & Suites Orland Park - Chicago
8800 W 159th St Orland Park IL
$85 nightly
$95 total
Sep 27 - Sep 28
Total with taxes and fees
7.4/10 Good! (1,008 reviews)
Holiday Inn Chicago – Midway Airport S by IHG
7353 S Cicero Avenue Chicago IL
$141 nightly
$164 total
Sep 7 - Sep 8
Total with taxes and fees
8.2/10 Very Good! (1,015 reviews)
Travelodge by Wyndham Downtown Chicago
65 E Harrison St Chicago IL
$140 nightly
$164 total
Sep 8 - Sep 9
Total with taxes and fees
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! (1,560 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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