A curved pathway with a metal fence, flowering trees, and a street lamp.

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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 Northwest 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 ￥5,338
￥11,792 total
includes taxes & fees
Nov 24 - Nov 25
Dorothy's
A fire pit surrounded by glass pebbles, with a television displaying a football game in the background.

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 ￥8,678
￥16,525 total
includes taxes & fees
Nov 24 - Nov 25
The Villa Toscana
A modern living room with leather sofas, a dining area, and large windows offering a view of greenery.

3. 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 ￥18,757
￥31,682 total
includes taxes & fees
Nov 11 - Nov 12
House 5863 - Chicago Bed and Breakfast
A spacious kitchen with white cabinetry, a central island with bar stools, pendant lighting, and a large window with a view.

4. 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 ￥23,140
￥27,164 total
includes taxes & fees
Nov 9 - Nov 10
The Sono Chicago
A bathroom with a glass-tiled wall, a sink, and a shower area.

5. 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 ￥32,692
￥36,906 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.

6. 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 ￥32,502
￥38,154 total
includes taxes & fees
Dec 2 - Dec 3
Villa D' Citta
A well-lit hallway with a wooden dresser, a table with chairs, and a blue patterned rug.

7. 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 ￥40,755
￥45,230 total
includes taxes & fees
Nov 9 - Nov 10
Harvey House Bed & Breakfast
A brick building with a sign for The Wicker Park Inn, including a phone number and website.

8. 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 ￥38,424
￥45,106 total
includes taxes & fees
Nov 16 - Nov 17
Wicker Park Inn
A hotel room with a bed, a bathroom with a shower, a sink, and a framed picture on the wall.

9. 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 ￥50,120
￥56,581 total
includes taxes & fees
Dec 2 - Dec 3
The Publishing House B&B
A modern kitchen with white cabinets, a stainless steel refrigerator, a microwave, and a gas stove.

10. Pristine Apartment with Free Street Parking

Pristine Apartment with Free Street Parking
Humboldt Park
The price is ￥38,494
￥41,623 total
includes taxes & fees
Nov 30 - Dec 1
Pristine Apartment with Free Street Parking
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 Northwest Side Hotel Reviews

L7 Chicago by LOTTE

L7 Chicago by LOTTE

10/10 Excellent
"Hotel is in a convenient location to walk around the city. We tried Perrilla’s happy hour and was definitely worth it. Overall I had a great experience and we recommend people to stay here."
Juan 2-night trip
Posted 1 hour ago
L7 Chicago by LOTTE

Find out more about Northwest Side

Northwest Side B&B information

Number of reviews
611
Accommodation
10 B&B
Lowest Price
￥11,792
Highest Price
￥56,581

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