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Our top choices for Far Southwest Side holiday rentals

1. Sentral Michigan Avenue

Sentral Michigan Avenue
4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (1,404 reviews)
"10/10 2nd time staying here!"
United States
Rosa
The price is 3.478.020 ₫
4.082.846 ₫ total
includes taxes & fees
22 Nov - 23 Nov
Sentral Michigan Avenue

2. Kasa Lake Shore Chicago

Kasa Lake Shore Chicago
4.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (83 reviews)
"The bathroom was really clean. The beds were really comfortable"
United States
Jair
The price is 4.141.725 ₫
6.453.321 ₫ total
includes taxes & fees
22 Nov - 23 Nov
Kasa Lake Shore Chicago

3. Level Chicago – Old Town

Level Chicago – Old Town
4.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (558 reviews)
"Super clean and friendly staff! Would definitely stay here again"
United States
Robert Edward
The price is 4.398.975 ₫
5.798.593 ₫ total
includes taxes & fees
23 Nov - 24 Nov
Level Chicago – Old Town

4. Wrigleyville Suites

Wrigleyville Suites
2.0 star property
Lakeview
9.4 out of 10, Exceptional, (49 reviews)
"Clean room"
United States
Michael
The price is 4.266.187 ₫
5.008.075 ₫ total
includes taxes & fees
9 Nov - 10 Nov
Wrigleyville Suites
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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Top Far Southwest Side Hotel Reviews