- Change your mindBook hotels with free cancellation
- Be pickySearch almost a million properties worldwide
Our top choices for South Side bed & breakfast

1. The Villa Toscana
The Villa ToscanaLakeview
8.2 out of 10, Very good, (690 reviews)
The price is HK$303
HK$670 total
includes taxes & fees
24 Nov - 25 Nov

3. The Sono Chicago
The Sono ChicagoNear North Side
9.8 out of 10, Exceptional, (575 reviews)
The price is HK$1,138
HK$1,336 total
includes taxes & fees
19 Nov - 20 Nov

4. Ray's Bucktown B&B
Ray's Bucktown B&BBucktown
9.8 out of 10, Exceptional, (424 reviews)
The price is HK$1,610
HK$1,817 total
includes taxes & fees
16 Nov - 17 Nov

5. Villa D' Citta
Villa D' CittaLincoln Park
9.4 out of 10, Exceptional, (129 reviews)
The price is HK$1,615
HK$1,896 total
includes taxes & fees
1 Dec - 2 Dec

6. Wicker Park Inn
Wicker Park InnWest Town
9.0 out of 10, Wonderful, (287 reviews)
The price is HK$1,573
HK$1,847 total
includes taxes & fees
16 Nov - 17 Nov

7. House 5863 - Chicago Bed and Breakfast
House 5863 - Chicago Bed and BreakfastEdgewater
9.2 out of 10, Wonderful, (525 reviews)
The price is HK$838
HK$1,457 total
includes taxes & fees
16 Nov - 17 Nov

8. The Publishing House B&B
The Publishing House B&BDowntown Chicago
9.8 out of 10, Exceptional, (226 reviews)
The price is HK$2,252
HK$2,543 total
includes taxes & fees
29 Nov - 30 Nov

9. Harvey House Bed & Breakfast
Harvey House Bed & BreakfastOak Park
9.8 out of 10, Exceptional, (138 reviews)
The price is HK$2,025
HK$2,247 total
includes taxes & fees
16 Nov - 17 Nov

10. Pristine Apartment with Free Street Parking
Pristine Apartment with Free Street ParkingHumboldt Park
The price is HK$1,906
HK$2,090 total
includes taxes & fees
30 Nov - 1 Dec
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.
Learn more about South Side
Discover the metropolitan area of South Side—museums, skyscrapers and top sights like Lake Michigan.
































