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Check prices for these dates

Next weekend
31 Oct - 2 Nov
In two weeks
7 Nov - 9 Nov
In one month
21 Nov - 23 Nov
In two months
19 Dec - 21 Dec

Featured B&B in South Side and around

Private kitchen
The Sono Chicago
The Sono Chicago
3.5 star property
10.0 out of 10, Exceptional, (479)
"Loved the shared kitchen access! "
United States
Jennifer M
The price is €167
includes taxes & fees
27 Oct - 28 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!"
United States
Veronica
The price is €209
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, (84)
"Clean room beautiful.yards convenient"
United States
Daniel
The price is €88
includes taxes & fees
27 Oct - 28 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, (488)
"Super cute and comfortable place to stay. Erick was very communicative and welcoming. Great snack bar!"
United States
Kirstyn
The price is €162
includes taxes & fees
3 Nov - 4 Nov
House 5863 - Chicago Bed and Breakfast
Exterior
The Villa Toscana
The Villa Toscana
2.5 star property
7.8 out of 10, Good, (612)
"Amazing location for the North Halsltead area, but also good for transport in and around the city. Uniquely weird location and place. "
United States
Scott
The price is €84
includes taxes & fees
27 Oct - 28 Oct
The Villa Toscana
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!"
United States
Tala
The price is €159
includes taxes & fees
29 Oct - 30 Oct
Ray's Bucktown B&B
Lobby sitting area
Villa D' Citta
Villa D' Citta
3.5 star property
9.4 out of 10, Exceptional, (110)
"Great place"
United States
Jeffrey
The price is €231
includes taxes & fees
10 Nov - 11 Nov
Villa D' Citta
Property entrance
Wicker Park Inn
Wicker Park Inn
3.5 star property
9.0 out of 10, Wonderful, (256)
"The Wicker Park Inn is clean, beautifully decorated, and the staff is friendly and helpful!"
United States
Elizabeth R
Wicker Park Inn
Property entrance
Harvey House Bed & Breakfast
Harvey House Bed & Breakfast
4.0 star property
9.8 out of 10, Exceptional, (118)
"Large uniquely, decorated rooms,very comfortable ,great breakfast, great breakfast space, fun conversations at breakfast"
United States
Bethany
The price is €221
includes taxes & fees
3 Nov - 4 Nov
Harvey House Bed & Breakfast
5 bedrooms, free WiFi, bed sheets
Five bedroom - 3 bath - Sleeps 12
Five bedroom - 3 bath - Sleeps 12
The price is €879
includes taxes & fees
11 Nov - 12 Nov
Five bedroom - 3 bath - Sleeps 12
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

Motel 6 - Chicago, IL

Motel 6 - Chicago, IL

10/10 Excellent
"Staff was nice room was nice"
Maria 1-night trip
Posted 2 days ago
Motel 6 - Chicago, IL

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