
Find hotels in Southwest Side, IL from ฿1,465
- Change your mindBook hotels with free cancellation
- Be pickySearch almost a million properties worldwide
Go beyond your typical stay in Southwest Side
Apart hotel
Check prices for these dates
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, (1,000 reviews)
The price is ฿2,566
฿3,322 total
includes taxes & fees
2 Feb - 3 Feb

Carlton Inn Midway
Carlton Inn MidwayArcher Heights
6.4 out of 10, (1,001 reviews)
The price is ฿2,730
฿3,205 total
includes taxes & fees
30 Jan - 31 Jan

Skylark Motel
Skylark MotelGarfield Ridge
4.6 out of 10, (119 reviews)
The price is ฿2,752
฿3,231 total
includes taxes & fees
2 Feb - 3 Feb

Rainbow Motel
Rainbow MotelGarfield Ridge
5.6 out of 10, (19 reviews)
The price is ฿2,999
฿3,831 total
includes taxes & fees
17 Feb - 18 Feb

Aloft Chicago Mag Mile
Aloft Chicago Mag MileDowntown Chicago
8.6 out of 10, Excellent, (3,058 reviews)
The price is ฿2,505
฿2,940 total
includes taxes & fees
5 Feb - 6 Feb

Hilton Chicago/Magnificent Mile Suites
Hilton Chicago/Magnificent Mile SuitesDowntown Chicago
9.0 out of 10, Wonderful, (3,765 reviews)
The price is ฿2,485
฿2,917 total
includes taxes & fees
8 Feb - 9 Feb

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, (2,353 reviews)
The price is ฿3,259
฿4,879 total
includes taxes & fees
9 Feb - 10 Feb

DoubleTree by Hilton Chicago - Magnificent Mile
DoubleTree by Hilton Chicago - Magnificent MileDowntown Chicago
8.8 out of 10, Excellent, (2,268 reviews)
The price is ฿2,637
฿3,096 total
includes taxes & fees
3 Feb - 4 Feb

Hyatt Centric The Loop Chicago
Hyatt Centric The Loop ChicagoDowntown Chicago
9.0 out of 10, Wonderful, (2,369 reviews)
The price is ฿2,951
฿4,238 total
includes taxes & fees
21 Feb - 22 Feb

River Hotel
River HotelDowntown Chicago
8.8 out of 10, Excellent, (4,974 reviews)
The price is ฿2,571
฿3,019 total
includes taxes & fees
30 Jan - 31 Jan

FOUND Hotel Chicago River North
FOUND Hotel Chicago River NorthDowntown Chicago
8.4 out of 10, Very good, (429 reviews)
The price is ฿1,824
฿2,141 total
includes taxes & fees
9 Feb - 10 Feb

Congress Plaza Hotel
Congress Plaza HotelDowntown Chicago
8.0 out of 10, Very good, (9,838 reviews)
The price is ฿4,174
฿4,900 total
includes taxes & fees
14 Feb - 15 Feb

The Godfrey Hotel Chicago
The Godfrey Hotel ChicagoDowntown Chicago
8.6 out of 10, Excellent, (2,017 reviews)
The price is ฿2,238
฿3,359 total
includes taxes & fees
24 Feb - 25 Feb

Warwick Allerton - Chicago
Warwick Allerton - ChicagoDowntown Chicago
8.6 out of 10, Excellent, (3,032 reviews)
The price is ฿2,050
฿3,314 total
includes taxes & fees
2 Feb - 3 Feb

Swissotel - Chicago
Swissotel - ChicagoDowntown Chicago
9.0 out of 10, Wonderful, (3,161 reviews)
The price is ฿3,524
฿5,226 total
includes taxes & fees
2 Feb - 3 Feb

Palmer House a Hilton Hotel
Palmer House a Hilton HotelDowntown Chicago
8.6 out of 10, Excellent, (2,275 reviews)
The price is ฿4,158
฿5,654 total
includes taxes & fees
21 Feb - 22 Feb

Hotel Riu Plaza Chicago
Hotel Riu Plaza ChicagoDowntown Chicago
9.4 out of 10, Exceptional, (3,253 reviews)
The price is ฿3,376
฿4,834 total
includes taxes & fees
11 Feb - 12 Feb

LondonHouse Chicago, Curio Collection by Hilton
LondonHouse Chicago, Curio Collection by HiltonDowntown Chicago
9.4 out of 10, Exceptional, (3,570 reviews)
The price is ฿4,285
฿5,030 total
includes taxes & fees
22 Feb - 23 Feb

Eurostars Magnificent Mile
Eurostars Magnificent MileDowntown Chicago
9.0 out of 10, Wonderful, (3,202 reviews)
The price is ฿2,672
฿3,136 total
includes taxes & fees
1 Mar - 2 Mar

Courtyard by Marriott Chicago Magnificent Mile
Courtyard by Marriott Chicago Magnificent MileDowntown Chicago
9.0 out of 10, Wonderful, (1,706 reviews)
The price is ฿3,129
฿3,673 total
includes taxes & fees
15 Feb - 16 Feb
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Save an average of 15% on thousands of hotels when you're signed in
Stay near popular Southwest Side attractions
Learn more about Southwest Side
Explore attractions like Balzekas Museum of Lithuanian Culture and Union Stock Yard Gate as you discover things to see and do in Southwest Side.

Photo by by Midway Intl Airport
Open Photo by by Midway Intl Airport
More cheap stays in Southwest Side

Motel 6 Naperville, IL
1585 Naperville Wheaton Road Naperville IL
The price is ฿1,314 per night from 10 Feb to 11 Feb
฿1,314
฿1,465 total
10 Feb - 11 Feb
includes taxes & fees
7.8/10 Good! (1,209 reviews)









































































