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Bed and Breakfast in North Side

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Check prices for these dates

Next weekend
2 Jan - 4 Jan
In two weeks
9 Jan - 11 Jan
In one month
23 Jan - 25 Jan
In two months
20 Feb - 22 Feb

Our top choices for North Side bed & breakfast

Free WiFi, bed sheets
Dorothy's

Dorothy's

Dorothy's
3.0 star property
Lakeview
8.4 out of 10, Very good, (98)
"Can’t beat the price or location. Everything seemed clean and I loved the waffles. "
United States
Ashley
The price is NZ$140
includes taxes & fees
30 Dec - 31 Dec
Dorothy's
Exterior
The Villa Toscana

The Villa Toscana

The Villa Toscana
2.5 star property
Lakeview
7.8 out of 10, Good, (628)
"Good location. Nice room. Shared bath. Excellent value. "
United States
Daniel
The price is NZ$146
includes taxes & fees
30 Dec - 31 Dec
The Villa Toscana
Front of property
Ray's Bucktown B&B

Ray's Bucktown B&B

Ray's Bucktown B&B
3.5 star property
Bucktown
9.8 out of 10, Exceptional, (384)
"Absolutely one of the best stays I’ve ever had. "
United States
Michelle
The price is NZ$315
includes taxes & fees
14 Jan - 15 Jan 2026
Ray's Bucktown B&B
Lobby sitting area
Villa D' Citta

Villa D' Citta

Villa D' Citta
3.5 star property
Lincoln Park
9.4 out of 10, Exceptional, (113)
"Great place"
United States
Jeffrey
The price is NZ$414
includes taxes & fees
7 Jan - 8 Jan 2026
Villa D' Citta
Private kitchen
The Sono Chicago

The Sono Chicago

The Sono Chicago
3.5 star property
Near North Side
10.0 out of 10, Exceptional, (487)
"The Sono was welcoming, clean and very comfortable. It was easy to find and provided parking! We would absolutely stay here again and would recommend it to friends. "
United States
Ellen
The price is NZ$266
includes taxes & fees
30 Dec - 31 Dec
The Sono Chicago
Staircase
The Publishing House B&B

The Publishing House B&B

The Publishing House B&B
3.5 star property
Downtown Chicago
9.8 out of 10, Exceptional, (190)
"Wonderful staff, beautiful hotel and great breakfast!"
United States
Veronica
The price is NZ$480
includes taxes & fees
11 Jan - 12 Jan 2026
The Publishing House B&B
Exterior
House 5863 - Chicago Bed and Breakfast

House 5863 - Chicago Bed and Breakfast

House 5863 - Chicago Bed and Breakfast
3.5 star property
Edgewater
9.2 out of 10, Wonderful, (497)
"Nice shared spaces"
United States
Erica
The price is NZ$284
includes taxes & fees
4 Jan - 5 Jan 2026
House 5863 - Chicago Bed and Breakfast
Property entrance
Harvey House Bed & Breakfast

Harvey House Bed & Breakfast

Harvey House Bed & Breakfast
4.0 star property
Oak Park
9.8 out of 10, Exceptional, (121)
"Great hospitality. The suites have a lot of space and amenities. Beautiful location in the heart of Oak Park "
United States
Elizabeth
The price is NZ$439
includes taxes & fees
1 Jan - 2 Jan 2026
Harvey House Bed & Breakfast
Property entrance
Wicker Park Inn

Wicker Park Inn

Wicker Park Inn
3.5 star property
West Town
9.0 out of 10, Wonderful, (257)
"The Wicker Park Inn is clean, beautifully decorated, and the staff is friendly and helpful!"
United States
Elizabeth R
Wicker Park Inn
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 North Side Hotel Reviews

City Suites Hotel

City Suites Hotel

10/10 Excellent
"Our room was immaculate. "
JAMES 1-night trip
Posted 2 days ago
City Suites Hotel

Find out more about North Side

North Side B&B information

Number of reviews
2,551
Accommodation
7 B&B
Lowest Price
NZ$140
Highest Price
NZ$480

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