A nighttime city skyline reflected in a calm body of water, with illuminated buildings and a bridge.

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Check prices for these dates

Next weekend
Nov 13 - Nov 15
In two weeks
Nov 20 - Nov 22
In one month
Dec 4 - Dec 6
In two months
Jan 1 - Jan 3

Our top choices for North Side bed & breakfast

A modern living room with a sofa, a coffee table, and a dining area with a table and chairs.

1. Dorothy's

Dorothy's
2.0 star property
Lakeview
8.6 out of 10, Excellent, (196 reviews)
"I enjoyed my stay"
United States
Kellen
The price is P2,151
P4,751 total
includes taxes & fees
Nov 24 - Nov 25
Dorothy's
A narrow stone pathway leading to a house with a green porch and a large tree overhanging the path.

2. The Villa Toscana

The Villa Toscana
2.5 star property
Lakeview
8.2 out of 10, Very good, (687 reviews)
"Nice house set back from the street. Clean room. Nice atmosphere. Would stay again."
United States
John
The price is P3,484
P6,634 total
includes taxes & fees
Nov 24 - Nov 25
The Villa Toscana
A patio with a grill, outdoor seating, and potted plants.

3. Ray's Bucktown B&B

Ray's Bucktown B&B
3.5 star property
Bucktown
9.8 out of 10, Exceptional, (423 reviews)
"Thank you again for an amazing stay at Rays!"
United States
Lora
The price is P13,122
P14,814 total
includes taxes & fees
Nov 8 - Nov 9
Ray's Bucktown B&B
A grand foyer with a wooden staircase, a chandelier, and a large window.

4. Villa D' Citta

Villa D' Citta
3.5 star property
Lincoln Park
9.4 out of 10, Exceptional, (129 reviews)
"Very elegant !"
United States
Hernando
The price is P13,095
P15,373 total
includes taxes & fees
Dec 2 - Dec 3
Villa D' Citta
A brick building with a sign for The Wicker Park Inn, including a phone number and website.

5. Wicker Park Inn

Wicker Park Inn
3.5 star property
West Town
9.0 out of 10, Wonderful, (286 reviews)
"Loved the location"
United States
Mary
The price is P15,423
P18,105 total
includes taxes & fees
Nov 16 - Nov 17
Wicker Park Inn
A spacious kitchen with white cabinetry, a central island with bar stools, pendant lighting, and a large window with a view.

6. The Sono Chicago

The Sono Chicago
3.5 star property
Near North Side
9.8 out of 10, Exceptional, (573 reviews)
"I like that it had a balcony food choice wasn’t my type of style end up ordering food off of site but definitely had all the amenities for you to be ready for the next day. Will be staying again little bit pricey for a short weekend stay but I will definitely be coming back. Very great part of the town hope to own my own own home in this place one day."
United States
Tavarion
The price is P9,288
P10,903 total
includes taxes & fees
Nov 9 - Nov 10
The Sono Chicago
A modern living room with leather sofas, a dining area, and large windows offering a view of greenery.

7. House 5863 - Chicago Bed and Breakfast

House 5863 - Chicago Bed and Breakfast
3.5 star property
Edgewater
9.2 out of 10, Wonderful, (524 reviews)
"Honestly great, clean, and did not hear neighbors. Would stay again!"
United States
Malena
The price is P7,541
P12,737 total
includes taxes & fees
Nov 17 - Nov 18
House 5863 - Chicago Bed and Breakfast
A wooden staircase with built-in seating and potted plants, leading to a modern interior with large windows and a mezzanine level.

8. The Publishing House B&B

The Publishing House B&B
3.5 star property
Downtown Chicago
9.8 out of 10, Exceptional, (222 reviews)
"We enjoyed amazing breakfast. Everything was great. I enjoyed playing with 2 dogs. It was fun."
Japan
Nobue
The price is P20,668
P23,332 total
includes taxes & fees
Nov 8 - Nov 9
The Publishing House B&B
A well-lit hallway with a wooden dresser, a table with chairs, and a blue patterned rug.

9. Harvey House Bed & Breakfast

Harvey House Bed & Breakfast
4.0 star property
Oak Park
9.8 out of 10, Exceptional, (138 reviews)
"We had a comfortable stay. Bed was great, host was very accommodating and location was great!"
United States
Monica
The price is P16,385
P18,184 total
includes taxes & fees
Nov 17 - Nov 18
Harvey House Bed & Breakfast
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

Wrigleyville Suites

Wrigleyville Suites

10/10 Excellent
"Clean room"
Michael 1-night trip
Posted 22 hours ago
Wrigleyville Suites

Find out more about North Side

North Side B&B information

Number of reviews
611
Accommodation
4 B&B
Lowest Price
P4,751
Highest Price
P23,332