Southwest Side Hotels from S$81
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28 Aug - 30 AugOur top choices for Southwest Side hotels
1. Holiday Inn Chicago โ Midway Airport S by IHG
Holiday Inn Chicago โ Midway Airport S by IHGWest Lawn
Diane
S$183
includes taxes & fees
9 Sept - 10 Sept
2. Rainbow Motel
Rainbow MotelGarfield Ridge
Noel
S$115
includes taxes & fees
26 Aug - 27 Aug
3. Carlton Inn Midway
Carlton Inn MidwayArcher Heights
Kevin
S$156
includes taxes & fees
23 Aug - 24 Aug
4. Sable at Navy Pier Chicago, Curio Collection by Hilton
Sable at Navy Pier Chicago, Curio Collection by HiltonDowntown Chicago
Dawn
S$305
includes taxes & fees
30 Aug - 31 Aug
5. Congress Plaza Hotel
Congress Plaza HotelDowntown Chicago
Christina
S$158
includes taxes & fees
8 Sept - 9 Sept
6. Hilton Chicago
Hilton ChicagoDowntown Chicago
Konner
S$293
includes taxes & fees
9 Sept - 10 Sept
7. Hilton Garden Inn Chicago Central Loop
Hilton Garden Inn Chicago Central LoopDowntown Chicago
Theresa
S$256
includes taxes & fees
7 Sept - 8 Sept
8. Homewood Suites by Hilton Chicago Downtown South Loop
Homewood Suites by Hilton Chicago Downtown South LoopDowntown Chicago
AMBER
S$236
includes taxes & fees
7 Sept - 8 Sept
9. Holiday Inn & Suites Chicago - Downtown by IHG
Holiday Inn & Suites Chicago - Downtown by IHGDowntown Chicago
Cesar
S$253
includes taxes & fees
7 Sept - 8 Sept
10. Best Western Grant Park Hotel
Best Western Grant Park HotelDowntown Chicago
Melissa
S$216
includes taxes & fees
31 Aug - 1 Sept
11. citizenM Chicago Downtown
citizenM Chicago DowntownDowntown Chicago
lakadria
S$257
includes taxes & fees
8 Sept - 9 Sept
12. Hyatt House Chicago/West Loop-Fulton Market
Hyatt House Chicago/West Loop-Fulton MarketDowntown Chicago
Patrick
S$307
includes taxes & fees
30 Aug - 31 Aug
13. La Quinta Inn & Suites by Wyndham Chicago Downtown
La Quinta Inn & Suites by Wyndham Chicago DowntownDowntown Chicago
Shilpa
S$258
includes taxes & fees
30 Aug - 31 Aug
14. LondonHouse Chicago, Curio Collection by Hilton
LondonHouse Chicago, Curio Collection by HiltonDowntown Chicago
Luis
S$352
includes taxes & fees
30 Aug - 31 Aug
15. Silversmith Hotel Chicago Downtown
Silversmith Hotel Chicago DowntownDowntown Chicago
Xiao
S$257
includes taxes & fees
30 Aug - 31 Aug
16. Palmer House a Hilton Hotel
Palmer House a Hilton HotelDowntown Chicago
G.
S$300
includes taxes & fees
7 Sept - 8 Sept
17. Fairfield Inn & Suites Chicago Downtown / Magnificent Mile
Fairfield Inn & Suites Chicago Downtown / Magnificent MileDowntown Chicago
Karaline
S$204
includes taxes & fees
30 Aug - 31 Aug
18. Hotel Riu Plaza Chicago
Hotel Riu Plaza ChicagoDowntown Chicago
Peter
S$318
includes taxes & fees
1 Sept - 2 Sept
19. Hampton Inn Majestic Chicago Theatre District
Hampton Inn Majestic Chicago Theatre DistrictDowntown Chicago
Richard
S$250
includes taxes & fees
7 Sept - 8 Sept
20. Club Quarters Hotel, Central Loop, Chicago
Club Quarters Hotel, Central Loop, ChicagoDowntown Chicago
Sarah
S$201
includes taxes & fees
23 Aug - 24 Aug
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 galleries.
Balzekas Museum of Lithuanian Culture
10.0/10 (1 review)
You can spend time studying the exhibits at Balzekas Museum of Lithuanian Culture in Chicago. Stroll along the lakeside in this vibrant area or visit 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 theatre 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
River Hotel
10/10 Excellent
"Our stay at the River Hotel was fantastic! Check-in was easy and fast, the staff was friendly and welcoming, and the location was perfect. Itโs within walking distance of so many great places, which made exploring the area incredibly convenient. Overall, we had a wonderful stay and would definitely come back!"
Crowne Plaza Chicago West Loop by IHG
10/10 Excellent
"Great experience in the high Room suite which had a pull out sofa bed."
Hotel Riu Plaza Chicago
10/10 Excellent
"Very nice hotel ! Situation perfect! Clean, room are spacious, bed is comfortable, staff very nice."
The Royal Sonesta Chicago Downtown
10/10 Excellent
"Property was clean, staff was helpful and breakfast was perfect. Great for solo traveling and being in a location close to everything."
Hyatt Regency O'Hare Chicago
10/10 Excellent
"Excellent"
Club Quarters Hotel, Central Loop, Chicago
10/10 Excellent
"Great stay, clean simple rooms with kind staff. Perfect for a business trip."
L7 Chicago by LOTTE
10/10 Excellent
"Great location, great value for money"
Fairmont Chicago at Millennium Park
10/10 Excellent
"Spacious, clean room with nice city view. Comfortable beds, loved to have a couch. Very friendly staff during check-in. Great location, block from RiverWalk and London House, where we had dinner. Great stay all together. Highly recommend."
The Chicago Hotel Collection - Magnificent Mile
10/10 Excellent
"Room was nice and the hotel overall was great. Will def stay here again."
More cheap stays in Southwest Side
Motel 6 Naperville, IL
1585 Naperville Wheaton Road Naperville IL
S$81
8 Sept - 9 Sept
includes taxes & fees
Red Roof Inn PLUS+ Chicago - Willowbrook
7535 Kingery Highway Willowbrook IL
S$90
30 Aug - 31 Aug
includes taxes & fees
Quality Inn & Suites Orland Park - Chicago
8800 W 159th St Orland Park IL
S$132
30 Aug - 31 Aug
includes taxes & fees
7.4/10 Good! (1,007 reviews)
Holiday Inn Chicago โ Midway Airport S by IHG
7353 S Cicero Avenue Chicago IL
S$183
9 Sept - 10 Sept
includes taxes & fees
Travelodge by Wyndham Downtown Chicago
65 E Harrison St Chicago IL
S$184
31 Aug - 1 Sept
includes taxes & fees
7.6/10 Good! (2,792 reviews)
Hampton Inn Chicago Downtown/Magnificent Mile
160 E Huron Street Chicago IL
S$233
7 Sept - 8 Sept
includes taxes & fees
8/10 Very good! (1,523 reviews)
Hotels in Southwest Side with star rating
5 Star Hotels
9 properties
4 Star Hotels
126 properties
3 Star Hotels
194 properties
2 Star Hotels
189 properties
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- Art Institute of Chicago
- Visit Back of the Yards
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- Cloud Gate
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- Visit South Side
- University of Illinois Chicago
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