A greenhouse with a glass ceiling, various cacti, and a wooden structure in the center.

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Check prices for these dates

Next weekend
23 Oct - 25 Oct
In two weeks
30 Oct - 1 Nov
In one month
13 Nov - 15 Nov
In two months
11 Dec - 13 Dec

Our top choices for West Side bed & breakfast

A brick building with a sign for The Wicker Park Inn, including a phone number and website.

1. Wicker Park Inn

Wicker Park Inn
3.5 star property
West Town
9.0 out of 10, Wonderful, (285 reviews)
"Loved the location"
United States
Mary
The price is €278
includes taxes & fees
1 Nov - 2 Nov
Wicker Park Inn
A modern kitchen with white cabinets, a stainless steel refrigerator, a microwave, and a gas stove.

2. Pristine Apartment with Free Street Parking

Pristine Apartment with Free Street Parking
Humboldt Park
The price is €363
includes taxes & fees
27 Oct - 28 Oct
Pristine Apartment with Free Street Parking
A modern living room with a sofa, a coffee table, and a dining area with a table and chairs.

3. Dorothy's

Dorothy's
2.0 star property
Lakeview
8.6 out of 10, Excellent, (192 reviews)
"Fun unique apartment above a wonderful pizza place! Great location and the stay was just great!"
United States
Mick
The price is €88
includes taxes & fees
8 Nov - 9 Nov
Dorothy's
A fire pit surrounded by glass pebbles, with a television displaying a football game in the background.

4. The Villa Toscana

The Villa Toscana
2.5 star property
Lakeview
8.0 out of 10, Very good, (682 reviews)
"Nice house set back from the street. Clean room. Nice atmosphere. Would stay again."
United States
John
The price is €113
includes taxes & fees
2 Nov - 3 Nov
The Villa Toscana
A modern living room with leather sofas, a dining area, and large windows offering a view of greenery.

5. House 5863 - Chicago Bed and Breakfast

House 5863 - Chicago Bed and Breakfast
3.5 star property
Edgewater
9.2 out of 10, Wonderful, (522 reviews)
"Honestly great, clean, and did not hear neighbors. Would stay again!"
United States
Malena
The price is €179
includes taxes & fees
29 Oct - 30 Oct
House 5863 - Chicago Bed and Breakfast
A bathroom with a glass-tiled wall, a sink, and a shower area.

6. Ray's Bucktown B&B

Ray's Bucktown B&B
3.5 star property
Bucktown
9.8 out of 10, Exceptional, (420 reviews)
"Thank you again for an amazing stay at Rays!"
United States
Lora
The price is €203
includes taxes & fees
25 Oct - 26 Oct
Ray's Bucktown B&B
A spacious kitchen with white cabinetry, a central island with bar stools, pendant lighting, and a large window with a view.

7. The Sono Chicago

The Sono Chicago
3.5 star property
Near North Side
10.0 out of 10, Exceptional, (567 reviews)
"It was a very comfortable hotel. We loved the free street parking, easy access to public transportation, coffee, breakfast, bottled water, bubbly water and snacks. I will stay here again!"
United States
Christie
The price is €199
includes taxes & fees
29 Oct - 30 Oct
The Sono Chicago
A well-lit hallway with a wooden dresser, a table with chairs, and a blue patterned rug.

8. Harvey House Bed & Breakfast

Harvey House Bed & Breakfast
4.0 star property
Oak Park
9.8 out of 10, Exceptional, (136 reviews)
"We had a comfortable stay. Bed was great, host was very accommodating and location was great!"
United States
Monica
The price is €256
includes taxes & fees
5 Nov - 6 Nov
Harvey House Bed & Breakfast
A grand foyer with a wooden staircase, a chandelier, and a large window.

9. 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 €264
includes taxes & fees
26 Oct - 27 Oct
Villa D' Citta
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 West Side Hotel Reviews

LIVN - West Loop Chicago

LIVN - West Loop Chicago

10/10 Excellent
"Lovely stay! Highly recommend! Super comfortable bed. I slept amazing and I really enjoyed my stay. The stay was quite polite as well."
Erin 1-night trip
Posted less than an hour ago
LIVN - West Loop Chicago

Find out more about West Side

West Side B&B information

Number of reviews
2,230
Accommodation
3 B&B
Lowest Price
€88
Highest Price
€363

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