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Our top choices for Southwest Side hotels
Holiday Inn Chicago – Midway Airport S by IHG
Holiday Inn Chicago – Midway Airport S by IHGWest Lawn
8.4 out of 10, Very good, (1,008 reviews)
"Great stay!"
Nancy
The price is £125
includes taxes & fees
10 May - 11 May
Carlton Inn Midway
Carlton Inn MidwayArcher Heights
6.2 out of 10, (1,004 reviews)
"It is a good place to stay."
Paul Adrian
The price is £93
includes taxes & fees
6 May - 7 May
Rainbow Motel
Rainbow MotelGarfield Ridge
5.4 out of 10, (21 reviews)
"Did not have a spa at all. The deluxe bedroom has no spa :(
Very very disappointing "
Mauricio
The price is £67
includes taxes & fees
29 Apr - 30 Apr
Skylark Motel
Skylark MotelGarfield Ridge
4.6 out of 10, (124 reviews)
"This place should shut down. It is the worst accommodation I have ever stayed at. "
Roop
The price is £79
includes taxes & fees
3 May - 4 May
Sable at Navy Pier Chicago, Curio Collection by Hilton
Sable at Navy Pier Chicago, Curio Collection by HiltonDowntown Chicago
9.4 out of 10, Exceptional, (2,476 reviews)
"Great place to stay "
Mark
The price is £195
includes taxes & fees
26 May - 27 May
Palmer House a Hilton Hotel
Palmer House a Hilton HotelDowntown Chicago
8.6 out of 10, Excellent, (2,416 reviews)
"We had a wonderful stay. Enjoyed breakfast at the hotel, with wonderful, attentive staff. "
Cynthia
The price is £148
includes taxes & fees
25 May - 26 May
The Chicago Hotel Collection Ambassador Gold Coast
The Chicago Hotel Collection Ambassador Gold CoastDowntown Chicago
8.2 out of 10, Very good, (1,391 reviews)
"Great stay, love the surrounding area. Rooms a bit small but overall a great stay. "
Eric
The price is £116
includes taxes & fees
29 Apr - 30 Apr
Silversmith Hotel Chicago Downtown
Silversmith Hotel Chicago DowntownDowntown Chicago
9.2 out of 10, Wonderful, (2,245 reviews)
"Super nice staff, nice room, great location. We really enjoyed our stay. "
Jim
The price is £127
includes taxes & fees
25 May - 26 May
Hotel Riu Plaza Chicago
Hotel Riu Plaza ChicagoDowntown Chicago
9.4 out of 10, Exceptional, (3,983 reviews)
"Enjoyed the stay"
Adam
The price is £159
includes taxes & fees
25 May - 26 May
Hilton Garden Inn Chicago Downtown South Loop
Hilton Garden Inn Chicago Downtown South LoopDowntown Chicago
8.8 out of 10, Excellent, (1,966 reviews)
"Easy check in and clean rooms, comfortable beds and easy access to everything downtown."
Megan
The price is £115
includes taxes & fees
26 May - 27 May
River Hotel
River HotelDowntown Chicago
8.8 out of 10, Excellent, (5,143 reviews)
"Very convenient location, kind staff, and comfy rooms. "
Molly Christina
The price is £126
includes taxes & fees
25 May - 26 May
FOUND Hotel Chicago River North
FOUND Hotel Chicago River NorthDowntown Chicago
8.4 out of 10, Very good, (573 reviews)
"Great location great staff great hotel!"
Refak
The price is £79
includes taxes & fees
30 Apr - 1 May
Congress Plaza Hotel
Congress Plaza HotelDowntown Chicago
8.0 out of 10, Very good, (10,156 reviews)
"Great stay"
Matthew
The price is £117
includes taxes & fees
8 May - 9 May
Aloft Chicago Mag Mile
Aloft Chicago Mag MileDowntown Chicago
8.6 out of 10, Excellent, (3,213 reviews)
"The design of the property and location is great!"
Fedna
The price is £131
includes taxes & fees
10 May - 11 May
The Chicago Hotel Collection - Magnificent Mile
The Chicago Hotel Collection - Magnificent MileDowntown Chicago
7.6 out of 10, Good, (1,344 reviews)
"It was a great stay and good getaway "
Ciara
The price is £89
includes taxes & fees
29 Apr - 30 Apr
Hilton Chicago
Hilton ChicagoDowntown Chicago
8.6 out of 10, Excellent, (2,759 reviews)
"Clean room and great location "
Diana
The price is £161
includes taxes & fees
25 May - 26 May
Staypineapple, An Iconic Hotel, The Loop
Staypineapple, An Iconic Hotel, The LoopDowntown Chicago
9.4 out of 10, Exceptional, (1,053 reviews)
"Wonderful restaurant, amazing food."
Robert
The price is £139
includes taxes & fees
25 May - 26 May
Freehand Chicago
Freehand ChicagoDowntown Chicago
8.0 out of 10, Very good, (2,920 reviews)
"Great stay"
Agnes Nmabila
The price is £99
includes taxes & fees
29 Apr - 30 Apr
Travelodge by Wyndham Downtown Chicago
Travelodge by Wyndham Downtown ChicagoDowntown Chicago
7.4 out of 10, Good, (2,579 reviews)
"Perfect location for a good price that aside, mid hotel "
Nicolas Esteban
The price is £80
includes taxes & fees
29 Apr - 30 Apr
Best Western Grant Park Hotel
Best Western Grant Park HotelDowntown Chicago
8.2 out of 10, Very good, (2,682 reviews)
"Great location, right across the street from the park."
Jamison
The price is £113
includes taxes & fees
26 May - 27 May
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Stay near popular Great Lakes attractions
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Explore attractions like Balzekas Museum of Lithuanian Culture and Ephraim Bajar Cultural Center as you discover things to see and do in Southwest Side.
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More cheap stays in Southwest Side
Red Roof Inn PLUS+ Chicago - Willowbrook
7535 Kingery Highway Willowbrook IL
The price is £51 per night from 6 May to 7 May
£51
6 May - 7 May
includes taxes & fees
6.4/10 (1,098 reviews)
Hotels in Southwest Side with star rating
5 Star Hotels
10 properties
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