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Check prices for these dates

Next weekend
Oct 9 - Oct 11
In two weeks
Oct 16 - Oct 18
In one month
Oct 30 - Nov 1
In two months
Nov 27 - Nov 29

Our top choices for Far Southwest 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, (186 reviews)
"Space was so clean and modern. Breakfast was good also. Very nice stay."
United States
Steven
The price is ₩60,816
₩118,905 total
includes taxes & fees
Nov 1 - Nov 2
Dorothy's
A bathroom with a glass-tiled wall, a sink, and a shower area.

2. Ray's Bucktown B&B

Ray's Bucktown B&B
3.5 star property
Bucktown
9.8 out of 10, Exceptional, (416 reviews)
"The breakfast is fantastic!! Very unique and fun decor!"
United States
Susan
The price is ₩294,673
₩332,656 total
includes taxes & fees
Oct 13 - Oct 14
Ray's Bucktown B&B
A fire pit surrounded by glass pebbles, with a television displaying a football game in the background.

3. The Villa Toscana

The Villa Toscana
2.5 star property
Lakeview
8.0 out of 10, Very good, (679 reviews)
"Was a nice house the room we stayed in was cozy bed was really comfortable and in walking distance to wrigley field would definitely stay here again"
United States
John
The price is ₩88,468
₩158,135 total
includes taxes & fees
Nov 1 - Nov 2
The Villa Toscana
A well-lit hallway with a wooden dresser, a table with chairs, and a blue patterned rug.

4. Harvey House Bed & Breakfast

Harvey House Bed & Breakfast
4.0 star property
Oak Park
9.8 out of 10, Exceptional, (135 reviews)
"We had a comfortable stay. Bed was great, host was very accommodating and location was great!"
United States
Monica
The price is ₩397,313
₩440,943 total
includes taxes & fees
Oct 6 - Oct 7
Harvey House Bed & Breakfast
A spacious kitchen with white cabinetry, a central island with bar stools, pendant lighting, and a large window with a view.

5. The Sono Chicago

The Sono Chicago
3.5 star property
Near North Side
9.8 out of 10, Exceptional, (560 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 ₩329,873
₩387,241 total
includes taxes & fees
Oct 25 - Oct 26
The Sono Chicago
A wooden staircase with built-in seating and potted plants, leading to a modern interior with large windows and a mezzanine level.

6. The Publishing House B&B

The Publishing House B&B
3.5 star property
Downtown Chicago
9.8 out of 10, Exceptional, (217 reviews)
"The best hotel breakfast I have ever had. I will return for the breakfast!"
United States
Kathryn
The price is ₩327,918
₩370,186 total
includes taxes & fees
Nov 1 - Nov 2
The Publishing House B&B
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, (519 reviews)
"good"
United States
jiantao
The price is ₩171,045
₩284,546 total
includes taxes & fees
Oct 5 - Oct 6
House 5863 - Chicago Bed and 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, (284 reviews)
"Great location. Staff was very helpful.👍"
United States
Michael
The price is ₩371,141
₩435,677 total
includes taxes & fees
Nov 1 - Nov 2
Wicker Park Inn
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, (126 reviews)
"What a pleasant stay, staff was welcoming and wanting to make sure our needs were met with our expectations. Meals were abundant and homemade. Rooms w/bath were clean with abundant towels. We will stay again."
United States
Jeffrey
The price is ₩341,886
₩401,345 total
includes taxes & fees
Oct 7 - Oct 8
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 Far Southwest Side Hotel Reviews

Hampton Inn Chicago Downtown/Magnificent Mile

Hampton Inn Chicago Downtown/Magnificent Mile

10/10 Excellent
"Nice place! Perfect location!"
Franchisca 4-night trip
Posted 1 hour ago
Hampton Inn Chicago Downtown/Magnificent Mile

Find out more about Far Southwest Side

Far Southwest Side B&B information

Number of reviews
1,743
Accommodation
9 B&B
Lowest Price
₩118,905
Highest Price
₩440,943