Find hotels in Southwest Side, IL from $61
Go beyond your typical stay in Southwest Side
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Compare 5,532 hotels, room rates, hotel reviews and availability. Most hotels are fully refundable.
Our top choices for Southwest Side hotels

Sable at Navy Pier Chicago, Curio Collection by Hilton
Sable at Navy Pier Chicago, Curio Collection by Hilton
9.4 out of 10, Exceptional, (2114)
$224 nightly
The price is $263
Sep 1 - Sep 2
Total with taxes and fees

Claridge House
Claridge House
8.8 out of 10, Excellent, (1348)
$145 nightly
The price is $170
Sep 3 - Sep 4
Total with taxes and fees

Freehand Chicago
Freehand Chicago
8.0 out of 10, Very Good, (2262)
$110 nightly
The price is $130
Sep 2 - Sep 3
Total with taxes and fees

Rainbow Motel
Rainbow Motel
5.0 out of 10, (10)
$87 nightly
The price is $103
Sep 4 - Sep 5
Total with taxes and fees

Carlton Inn Midway
Carlton Inn Midway
6.4 out of 10, (1009)
$119 nightly
The price is $140
Sep 1 - Sep 2
Total with taxes and fees

Skylark Motel
Skylark Motel
4.6 out of 10, (114)
$92 nightly
The price is $109
Sep 1 - Sep 2
Total with taxes and fees
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.
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Check out pet-friendly hotels in Southwest Side

Carlton Inn Midway
Carlton Inn Midway
6.4 out of 10, (1009)
$119 nightly
The price is $140
Sep 1 - Sep 2
Total with taxes and fees
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.
Stay near popular Southwest Side attractions
Marquette Park
Marquette Park
4.5/5(2 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 scene.
St. Bernard Hospital
St. Bernard Hospital
Though St. Bernard Hospital might be what brings you to town, perhaps you'll have a chance to explore more of Chicago while you are here.
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
Top Southwest Side Hotel Reviews
More cheap stays in Southwest Side
More cheap stays in Southwest Side

SureStay Plus Hotel by Best Western Chicago Lombard
222 E 22nd Street, Lombard, IL
$71 nightly
The price is $79 total per night from Sep 23 to Sep 24
$79 total
Sep 23 - Sep 24
Total with taxes and fees
Hotels in Southwest Side with star-rating
Hotels in Southwest Side with star-rating

5 Star Hotels
10 properties
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