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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 Northwest Side bed & breakfast

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 Rp2.214.564
Rp2.599.596 total
includes taxes & fees
1 Jan - 2 Jan 2026
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, (189)
"Wonderful staff, beautiful hotel and great breakfast!"
United States
Veronica
The price is Rp4.203.645
Rp4.745.495 total
includes taxes & fees
11 Jan - 12 Jan 2026
The Publishing House B&B
Living area
Dorothy's

Dorothy's

Dorothy's
3.0 star property
Lakeview
8.4 out of 10, Very good, (97)
"Can’t beat the price or location. Everything seemed clean and I loved the waffles. "
United States
Ashley
The price is Rp671.080
Rp1.375.043 total
includes taxes & fees
18 Jan - 19 Jan 2026
Dorothy's
Courtyard
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 Rp1.524.190
Rp2.782.633 total
includes taxes & fees
4 Jan - 5 Jan 2026
House 5863 - Chicago Bed and Breakfast
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 Rp3.453.545
Rp4.054.162 total
includes taxes & fees
7 Jan - 8 Jan 2026
Villa D' Citta
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 Rp3.869.250
Rp4.294.030 total
includes taxes & fees
5 Jan - 6 Jan 2026
Harvey House Bed & Breakfast
Double Room, Private Bathroom (Venetian) | Terrace/patio
The Villa Toscana

The Villa Toscana

The Villa Toscana
2.5 star property
Lakeview
7.8 out of 10, Good, (627)
"Good location. Nice room. Shared bath. Excellent value. "
United States
Daniel
The price is Rp603.972
Rp1.380.084 total
includes taxes & fees
28 Dec - 29 Dec
The Villa Toscana
Spa
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, (383)
"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 Rp2.645.230
Rp2.986.138 total
includes taxes & fees
27 Dec - 28 Dec
Ray's Bucktown B&B
Property entrance
Wicker Park Inn

Wicker Park Inn

Wicker Park Inn
3.5 star property
West Town
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
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

Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites

10/10 Excellent
"Excellent check in check out. Staff is amazing. We had a small suite. It was perfect. Clean. Location is perfect"
Marybeth 1-night trip
Posted 9 hours ago
Hilton Chicago/Magnificent Mile Suites

Find out more about Northwest Side

Northwest Side B&B information

Number of reviews
2,548
Accommodation
9 B&B
Lowest Price
Rp1.375.043
Highest Price
Rp4.745.495