Find hotels in Southwest Side, IL from ฿1,985
Change your mindBook hotels with free cancellation
Be pickySearch almost a million properties worldwide
Go beyond your typical stay in Southwest Side
Pet friendly
Apartment
Apart hotel
Family friendly
Waterpark
Condo
Check prices for these dates
Tonight
18 Sep - 19 SepTomorrow
19 Sep - 20 SepThis weekend
18 Sep - 20 SepNext weekend
25 Sep - 27 SepOur 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
฿5,058
฿6,271 total
includes taxes & fees
28 Sept - 29 Sept
2. Carlton Inn Midway
Carlton Inn MidwayArcher Heights
Icaro
฿3,485
฿4,091 total
includes taxes & fees
24 Sept - 25 Sept
3. Rainbow Motel
Rainbow MotelGarfield Ridge
Noel
฿2,561
฿3,006 total
includes taxes & fees
24 Sept - 25 Sept
4. Hyatt Regency Chicago
Hyatt Regency ChicagoDowntown Chicago
Krystal
฿11,282
฿14,600 total
includes taxes & fees
2 Oct - 3 Oct
5. InterContinental Chicago Magnificent Mile by IHG
InterContinental Chicago Magnificent Mile by IHGDowntown Chicago
Darryl Halbert
฿9,344
฿12,278 total
includes taxes & fees
20 Sept - 21 Sept
6. Embassy Suites by Hilton Chicago Downtown Magnificent Mile
Embassy Suites by Hilton Chicago Downtown Magnificent MileDowntown Chicago
Melissa
฿7,609
฿10,023 total
includes taxes & fees
27 Sept - 28 Sept
7. Sable at Navy Pier Chicago, Curio Collection by Hilton
Sable at Navy Pier Chicago, Curio Collection by HiltonDowntown Chicago
Shanequa
฿9,600
฿12,565 total
includes taxes & fees
27 Sept - 28 Sept
8. Hotel Riu Plaza Chicago
Hotel Riu Plaza ChicagoDowntown Chicago
Mya
฿8,215
฿10,719 total
includes taxes & fees
20 Sept - 21 Sept
9. Hyatt Place Chicago/Downtown - The Loop
Hyatt Place Chicago/Downtown - The LoopDowntown Chicago
LISA
฿7,351
฿8,739 total
includes taxes & fees
27 Sept - 28 Sept
10. Hilton Chicago/Magnificent Mile Suites
Hilton Chicago/Magnificent Mile SuitesDowntown Chicago
Brian
฿6,788
฿8,070 total
includes taxes & fees
27 Sept - 28 Sept
11. L7 Chicago by LOTTE
L7 Chicago by LOTTEDowntown Chicago
Andrea
฿8,536
฿10,149 total
includes taxes & fees
21 Sept - 22 Sept
12. Homewood Suites by Hilton Chicago West Loop Fulton Mkt Area
Homewood Suites by Hilton Chicago West Loop Fulton Mkt AreaDowntown Chicago
Brock
฿9,520
฿11,318 total
includes taxes & fees
2 Oct - 3 Oct
13. Hilton Vacation Club Hotel Blake Chicago
Hilton Vacation Club Hotel Blake ChicagoDowntown Chicago
Ann
฿8,274
฿9,838 total
includes taxes & fees
20 Sept - 21 Sept
14. Crowne Plaza Chicago West Loop by IHG
Crowne Plaza Chicago West Loop by IHGDowntown Chicago
Victoria
฿5,652
฿6,720 total
includes taxes & fees
20 Sept - 21 Sept
15. DoubleTree by Hilton Chicago - Magnificent Mile
DoubleTree by Hilton Chicago - Magnificent MileDowntown Chicago
Madelyn
฿6,788
฿8,070 total
includes taxes & fees
27 Sept - 28 Sept
16. Embassy Suites by Hilton Chicago Downtown River North
Embassy Suites by Hilton Chicago Downtown River NorthDowntown Chicago
Shweta
฿6,732
฿8,004 total
includes taxes & fees
20 Sept - 21 Sept
17. Aloft by Marriott Chicago Mag Mile
Aloft by Marriott Chicago Mag MileDowntown Chicago
Carmina
18. Fairmont Chicago at Millennium Park
Fairmont Chicago at Millennium ParkDowntown Chicago
Amit
฿8,175
฿10,907 total
includes taxes & fees
20 Sept - 21 Sept
19. Hyatt Place Chicago/River North
Hyatt Place Chicago/River NorthDowntown Chicago
Terri
฿7,355
฿8,744 total
includes taxes & fees
27 Sept - 28 Sept
20. Hilton Chicago
Hilton ChicagoDowntown Chicago
Alan
฿6,853
฿9,124 total
includes taxes & fees
25 Sept - 26 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.
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 Chicago
10/10 Excellent
"Really great stay and experience"
River Hotel
10/10 Excellent
"The help of staff"
Travelodge by Wyndham Downtown Chicago
8/10 Good
"Did have a messed up air conditioner when we first got there. They fixed it immediately and we got it replaced. Other than that good stay."
Congress Plaza Hotel
8/10 Good
"Overall this was a great hotel. The room was clean and all staff were friendly. My only complaints were how much light was still allowed into the room even with the curtains closed and since it's an older building sound carried quite a bit more from room to room than I was expecting."
The Chicago Hotel Collection - Magnificent Mile
8/10 Good
"I enjoyed my stay. Nice hotel and nice staff"
The Chicago Hotel Collection Ambassador Gold Coast
10/10 Excellent
"Habitación limpia y un excelente servicio"
Eurostars Magnificent Mile
10/10 Excellent
"The room was amazing, I booked a king room and got upgraded to a king suite, it was stunning! The views, the room, the service… 100/10!"
The Wade
10/10 Excellent
"."
More cheap stays in Southwest Side
Motel 6 Elk Grove Village, IL - O'Hare
2881 Touhy Ave Elk Grove Village IL
฿1,757
฿1,985 total
19 Oct - 20 Oct
includes taxes & fees
7.8/10 Good! (2,004 reviews)
Motel 6 Naperville, IL
1585 Naperville Wheaton Road Naperville IL
฿1,903
฿2,122 total
4 Oct - 5 Oct
includes taxes & fees
Sleep Inn Midway Airport Bedford Park
6650 S Cicero Ave Chicago IL
฿3,685
฿4,329 total
14 Oct - 15 Oct
includes taxes & fees
8/10 Very good! (2,107 reviews)
Travelodge by Wyndham Downtown Chicago
65 E Harrison St Chicago IL
฿5,120
฿6,087 total
27 Sept - 28 Sept
includes taxes & fees
7.8/10 Good! (2,841 reviews)
Holiday Inn Express Chicago - Magnificent Mile by IHG
640 N Wabash Ave Chicago IL
฿6,456
฿7,676 total
27 Sept - 28 Sept
includes taxes & fees
8.4/10 Very good! (1,338 reviews)
Hampton Inn Chicago Downtown/Magnificent Mile
160 E Huron Street Chicago IL
฿6,504
฿7,732 total
20 Sept - 21 Sept
includes taxes & fees
8/10 Very good! (1,619 reviews)
