Find hotels in Southwest Side, IL from £44
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18 Sept - 20 SeptOur top choices for Southwest Side hotels
1. Holiday Inn Chicago – Midway Airport S by IHG
Holiday Inn Chicago – Midway Airport S by IHGWest Lawn
Fabian
£139
includes taxes & fees
27 Sept - 28 Sept
2. Carlton Inn Midway
Carlton Inn MidwayArcher Heights
Icaro
£91
includes taxes & fees
13 Sept - 14 Sept
3. Rainbow Motel
Rainbow MotelGarfield Ridge
Noel
£67
includes taxes & fees
14 Sept - 15 Sept
4. Congress Plaza Hotel
Congress Plaza HotelDowntown Chicago
Manuel
£142
includes taxes & fees
27 Sept - 28 Sept
5. Travelodge by Wyndham Downtown Chicago
Travelodge by Wyndham Downtown ChicagoDowntown Chicago
Matthew
£144
includes taxes & fees
29 Sept - 30 Sept
6. The Chicago Hotel Collection Ambassador Gold Coast
The Chicago Hotel Collection Ambassador Gold CoastDowntown Chicago
Laura
£157
includes taxes & fees
12 Oct - 13 Oct
7. Best Western Grant Park Hotel
Best Western Grant Park HotelDowntown Chicago
Diego
£157
includes taxes & fees
29 Sept - 30 Sept
8. Hilton Chicago
Hilton ChicagoDowntown Chicago
Lori
£216
includes taxes & fees
27 Sept - 28 Sept
9. River Hotel
River HotelDowntown Chicago
steve
£159
includes taxes & fees
27 Sept - 28 Sept
10. Sable at Navy Pier Chicago, Curio Collection by Hilton
Sable at Navy Pier Chicago, Curio Collection by HiltonDowntown Chicago
Ashraf
£269
includes taxes & fees
27 Sept - 28 Sept
11. Warwick Allerton - Chicago
Warwick Allerton - ChicagoDowntown Chicago
Ana
£132
includes taxes & fees
1 Oct - 2 Oct
12. Silversmith Hotel Chicago Downtown
Silversmith Hotel Chicago DowntownDowntown Chicago
Kun
£183
includes taxes & fees
21 Sept - 22 Sept
13. citizenM Chicago Downtown
citizenM Chicago DowntownDowntown Chicago
Germaine
£170
includes taxes & fees
20 Sept - 21 Sept
14. Club Quarters Hotel, Central Loop, Chicago
Club Quarters Hotel, Central Loop, ChicagoDowntown Chicago
Jacqueline
£152
includes taxes & fees
13 Sept - 14 Sept
15. Hotel Felix River North/Magnificent Mile
Hotel Felix River North/Magnificent MileDowntown Chicago
Scott
£144
includes taxes & fees
27 Sept - 28 Sept
16. The Chicago Hotel Collection - Magnificent Mile
The Chicago Hotel Collection - Magnificent MileDowntown Chicago
Patricia
£124
includes taxes & fees
20 Sept - 21 Sept
17. LIVN - West Loop Chicago
LIVN - West Loop ChicagoDowntown Chicago
Tomas
£172
includes taxes & fees
20 Sept - 21 Sept
18. Hilton Chicago/Magnificent Mile Suites
Hilton Chicago/Magnificent Mile SuitesDowntown Chicago
Jeremy
£179
includes taxes & fees
1 Oct - 2 Oct
19. Eurostars Magnificent Mile
Eurostars Magnificent MileDowntown Chicago
Brennique
£175
includes taxes & fees
27 Sept - 28 Sept
20. Crowne Plaza Chicago West Loop by IHG
Crowne Plaza Chicago West Loop by IHGDowntown Chicago
Phillip
£144
includes taxes & fees
20 Sept - 21 Sept
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.
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 fascinating museums.
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.
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.
Union Stock Yard Gate
You can find out about the history of Chicago with a trip to Union Stock Yard Gate.
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
Fairmont Chicago at Millennium Park
10/10 Excellent
"We had a wonderful two-night stay at Fairmont Chicago last weekend. We were so happy and pleasantly surprised when the hotel upgraded us to a beautiful suite. The suite was spacious, comfortable, and very nice, which made our stay even more special. We also really enjoyed the Gold Lounge. It was beautiful, comfortable, and offered a wonderful place to relax and enjoy food and drinks. The service was excellent, and everyone was friendly and welcoming. We truly enjoyed our stay and were very happy with our experience at Fairmont Chicago. We would definitely love to stay here again!"
The Chicago Hotel Collection Ambassador Gold Coast
10/10 Excellent
"Property was clean in perfect location. Close to restaurants, shopping, and the beach"
The Chicago Hotel Collection - Magnificent Mile
10/10 Excellent
"Room was comfortable & very clean. Staff was very accommodating."
Congress Plaza Hotel
8/10 Good
"My stay was great. But the hallway was off putting."
Warwick Allerton - Chicago
10/10 Excellent
"It was our first time in Chicago, and we would definitely stay here again. The hotel is clean, quiet, and so pretty. (with an art deco vibe) It’s also located in a great area, very easily walkable to most shops/attractions/etc that were already on our list. The staff was so friendly. I wish I got the name of the lovely lady who was so generous to my friends and I. Overall such a nice comfy place to stay at!"
Club Quarters Hotel, Central Loop, Chicago
10/10 Excellent
"I really liked the fact they had water stations with bottles you could fill up"
The Wade
8/10 Good
"Staff was friendly, bar was nice, but don’t go to Timmy’s for food or good drinks. And don’t drink the water in the room"
Travelodge by Wyndham Downtown Chicago
8/10 Good
"We utilize public transportation so we have no opinions about parking, but there was a public lot literally across the street. Staff was helpful and kind. We called down once for more toilet paper and it was delivered minutes later. Our room was clean and our housekeeper was respectful of our stuff that was strewn everywhere. In our room the air conditioning was sufficient. It was a window unit installed in the windows of our "seating area" and there was a wall that blocked the air from getting to the "bedroom area". So if you expect to feel air movement/airflow then that's unfortunate. We kept the unit running on low so that the whole space would continue to stay cool. Other than that, there are no complaints. I like when we come back late, there is security present to make sure those coming in are staying at the hotel. The locaction is conveniently close to a lot to do and see and eat. Very walkable to many restaurants and public transportation options."
Hyatt Regency Chicago
10/10 Excellent
"great location"
More cheap stays in Southwest Side
Motel 6 Elk Grove Village, IL - O'Hare
2881 Touhy Ave Elk Grove Village IL
£44
1 Oct - 2 Oct
includes taxes & fees
7.8/10 Good! (2,005 reviews)
Motel 6 Naperville, IL
1585 Naperville Wheaton Road Naperville IL
£47
28 Sept - 29 Sept
includes taxes & fees
Sleep Inn Midway Airport Bedford Park
6650 S Cicero Ave Chicago IL
£92
4 Oct - 5 Oct
includes taxes & fees
Travelodge by Wyndham Downtown Chicago
65 E Harrison St Chicago IL
£144
29 Sept - 30 Sept
includes taxes & fees
7.6/10 Good! (2,827 reviews)
Holiday Inn Express Chicago - Magnificent Mile by IHG
640 N Wabash Ave Chicago IL
£175
20 Sept - 21 Sept
includes taxes & fees
8.4/10 Very good! (1,329 reviews)
Hampton Inn Chicago Downtown/Magnificent Mile
160 E Huron Street Chicago IL
£178
27 Sept - 28 Sept
includes taxes & fees
8/10 Very good! (1,596 reviews)
Hotels in Southwest Side with star rating
5 Star Hotels
9 properties
4 Star Hotels
149 properties
3 Star Hotels
230 properties
2 Star Hotels
225 properties
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- Flights to Chicago
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- Art Institute of Chicago
- Visit Downtown Chicago
- Visit Grand Boulevard
- Visit Little Village
- Visit Near South Side
- Visit South Loop
- Visit The Loop
- Chicago Holidays
- Visit Chicago
- Cicero Holidays
- Downtown Chicago Holidays
- Grant Park
- Lincoln Park Zoo
- Romantic Holiday Packages Far Southwest Side
- Millennium Park
- Navy Pier
- Visit Oak Park
- Robie House
- Willis Tower
