South Side Hotels with Early Check In
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Top South Side Hotels with Early Check in

Freehand Chicago
Freehand Chicago
8.0 out of 10, Very good, (2302)
The price is RM513
RM676 total
includes taxes & fees
22 Sept - 23 Sept

Carleton of Oak Park
Carleton of Oak Park
9.0 out of 10, Wonderful, (1012)

The Drake
The Drake
8.8 out of 10, Excellent, (1281)
The price is RM775
RM910 total
includes taxes & fees
22 Sept - 23 Sept

Villa Dubois Guest House
Villa Dubois Guest House
8.0 out of 10, Very good, (69)
The price is RM397
RM614 total
includes taxes & fees
15 Sept - 16 Sept

Chicago Marriott Midway
Chicago Marriott Midway
8.4 out of 10, Very good, (883)
The price is RM678
RM797 total
includes taxes & fees
20 Sept - 21 Sept

Sentral Michigan Avenue
Sentral Michigan Avenue
9.2 out of 10, Wonderful, (917)
The price is RM676
RM916 total
includes taxes & fees
22 Sept - 23 Sept

Fairfield Inn & Suites Chicago Downtown / Magnificent Mile
Fairfield Inn & Suites Chicago Downtown / Magnificent Mile
9.0 out of 10, Wonderful, (1001)
The price is RM713
RM837 total
includes taxes & fees
14 Sept - 15 Sept

Aloft Chicago Mag Mile
Aloft Chicago Mag Mile
8.6 out of 10, Excellent, (2820)
The price is RM755
RM887 total
includes taxes & fees
14 Sept - 15 Sept
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.
Top South Side Hotel Reviews
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