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Check prices for these dates

Next weekend
Oct 16 - Oct 18
In two weeks
Oct 23 - Oct 25
In one month
Nov 6 - Nov 8
In two months
Dec 4 - Dec 6

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, (189 reviews)
"Space was so clean and modern. Breakfast was good also. Very nice stay."
United States
Steven
The price is ￥7,295
￥14,091 total
includes taxes & fees
Nov 2 - Nov 3
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
8.0 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 ￥11,569
￥19,900 total
includes taxes & fees
Nov 2 - Nov 3
The Villa Toscana
A bathroom with a glass-tiled wall, a sink, and a shower area.

3. Ray's Bucktown B&B

Ray's Bucktown B&B
3.5 star property
Bucktown
9.8 out of 10, Exceptional, (419 reviews)
"Thank you again for an amazing stay at Rays!"
United States
Lora
The price is ￥30,865
￥34,843 total
includes taxes & fees
Oct 13 - Oct 14
Ray's Bucktown B&B
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 ￥40,757
￥45,232 total
includes taxes & fees
Nov 5 - Nov 6
Harvey House Bed & Breakfast
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, (521 reviews)
"good"
United States
jiantao
The price is ￥19,895
￥33,097 total
includes taxes & fees
Oct 27 - Oct 28
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.

6. The Sono Chicago

The Sono Chicago
3.5 star property
Near North Side
10.0 out of 10, Exceptional, (564 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 ￥29,369
￥34,477 total
includes taxes & fees
Oct 29 - Oct 30
The Sono Chicago
A grand foyer with a wooden staircase, a chandelier, and a large window.

7. 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 ￥39,767
￥46,683 total
includes taxes & fees
Oct 26 - Oct 27
Villa D' Citta
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, (285 reviews)
The price is ￥41,749
￥49,010 total
includes taxes & fees
Nov 1 - Nov 2
Wicker Park Inn
A wooden staircase with built-in seating and potted plants, leading to a modern interior with large windows and a mezzanine level.

9. The Publishing House B&B

The Publishing House B&B
3.5 star property
Downtown Chicago
9.8 out of 10, Exceptional, (219 reviews)
"Beautiful space"
United States
Mary
The price is ￥35,555
￥40,139 total
includes taxes & fees
Oct 25 - Oct 26
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 ￥55,020
￥63,790 total
includes taxes & fees
Nov 3 - Nov 4
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 Far Southwest Side Hotel Reviews

Sports Illustrated Resorts Chicago

Sports Illustrated Resorts Chicago

8/10 Good
"The staff was lovely as was the room. The lobby area is in need of a serious renovation, but otherwise, it’s a great property."
Marjorie 2-night trip
Posted 3 hours ago
Sports Illustrated Resorts Chicago

Find out more about Far Southwest Side

Far Southwest Side B&B information

Number of reviews
2,921
Accommodation
9 B&B
Lowest Price
￥14,091
Highest Price
￥63,790

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