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Check prices for these dates

Next weekend
24 Oct - 26 Oct
In two weeks
31 Oct - 2 Nov
In one month
14 Nov - 16 Nov
In two months
12 Dec - 14 Dec

Featured B&B in South Side

Private kitchen
The Sono Chicago
The Sono Chicago
3.5 star property
10.0 out of 10, Exceptional, (479)
"Loved the shared kitchen access! "
The price is S$300
includes taxes & fees
26 Oct - 27 Oct
The Sono Chicago
Staircase
The Publishing House B&B
The Publishing House B&B
3.5 star property
9.8 out of 10, Exceptional, (186)
"Wonderful staff, beautiful hotel and great breakfast!"
The price is S$321
includes taxes & fees
26 Oct - 27 Oct
The Publishing House B&B
Free WiFi, bed sheets
Dorothy's
Dorothy's
3.0 star property
8.4 out of 10, Very good, (81)
"Clean room beautiful.yards convenient"
The price is S$135
includes taxes & fees
15 Oct - 16 Oct
Dorothy's
Exterior
House 5863 - Chicago Bed and Breakfast
House 5863 - Chicago Bed and Breakfast
3.5 star property
9.0 out of 10, Wonderful, (485)
"The space was neat and clean. The bed was really nice comfortable and the breakfast being available whenever was nice to have! Other guests were not an issue and checkin/checkout was very easy."
The price is S$245
includes taxes & fees
19 Oct - 20 Oct
House 5863 - Chicago Bed and Breakfast
Exterior
The Villa Toscana
The Villa Toscana
2.5 star property
7.8 out of 10, Good, (611)
"Amazing location for the North Halsltead area, but also good for transport in and around the city. Uniquely weird location and place. "
The price is S$156
includes taxes & fees
12 Nov - 13 Nov
The Villa Toscana
Lobby sitting area
Villa D' Citta
Villa D' Citta
3.5 star property
9.4 out of 10, Exceptional, (110)
"Great place"
The price is S$401
includes taxes & fees
28 Oct - 29 Oct
Villa D' Citta
Property entrance
Harvey House Bed & Breakfast
Harvey House Bed & Breakfast
4.0 star property
9.8 out of 10, Exceptional, (117)
"Large uniquely, decorated rooms,very comfortable ,great breakfast, great breakfast space, fun conversations at breakfast"
The price is S$333
includes taxes & fees
10 Nov - 11 Nov
Harvey House Bed & Breakfast
Property entrance
Wicker Park Inn
Wicker Park Inn
3.5 star property
9.0 out of 10, Wonderful, (253)
"This was a great alternative to a typical hotel. The staff was extremely helpful and courteous. The room was very nice and the amenities were great. I would definitely stay again!"
Wicker Park Inn
Front of property
Ray's Bucktown B&B
Ray's Bucktown B&B
3.5 star property
9.8 out of 10, Exceptional, (380)
"Ray's is such a fun, quirky place to stay - tons of creativity has gone into making it a unique stay. The breakfast is fabulous, on-site parking is convenient, and there is excellent attention to safety and security. I thoroughly enjoyed my stay and look forward to visiting again!"
The price is S$300
includes taxes & fees
29 Oct - 30 Oct
Ray's Bucktown B&B
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 South Side Hotel Reviews

Best Western Inn & Suites - Midway Airport

Best Western Inn & Suites - Midway Airport

10/10 Excellent
"It's a nice hotel to convenient to everything we needed. Parking was easy. Close to airport but not noisy"
Melanie 3-night trip
Posted 3 days ago
Best Western Inn & Suites - Midway Airport

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