Default HTG hotel image

Search B&B in Far Southwest Side

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
Oct 2 - Oct 4
In two weeks
Oct 9 - Oct 11
In one month
Oct 23 - Oct 25
In two months
Nov 20 - Nov 22

Our top choices for Far Southwest Side bed & breakfast

A wooden staircase with built-in seating and potted plants, leading to a modern interior with large windows and a mezzanine level.

1. 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 ₩450,164
₩508,190 total
includes taxes & fees
Sep 27 - Sep 28
The Publishing House B&B
A well-lit hallway with a wooden dresser, a table with chairs, and a blue patterned rug.

2. 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 ₩396,669
₩440,228 total
includes taxes & fees
Sep 28 - Sep 29
Harvey House Bed & Breakfast
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, (415 reviews)
"Superb breakfast and very friendly staff. Great place to stay!"
United States
mary
The price is ₩250,283
₩282,539 total
includes taxes & fees
Sep 28 - Sep 29
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.

4. The Sono Chicago

The Sono Chicago
3.5 star property
Near North Side
10.0 out of 10, Exceptional, (555 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 ₩287,324
₩337,294 total
includes taxes & fees
Oct 5 - Oct 6
The Sono Chicago
A modern living room with a sofa, a coffee table, and a dining area with a table and chairs.

5. Dorothy's

Dorothy's
2.0 star property
Lakeview
8.6 out of 10, Excellent, (184 reviews)
"Space was so clean and modern. Breakfast was good also. Very nice stay."
United States
Steven
The price is ₩102,001
₩167,820 total
includes taxes & fees
Sep 30 - Oct 1
Dorothy's
A brick building with a sign for The Wicker Park Inn, including a phone number and website.

6. Wicker Park Inn

Wicker Park Inn
3.5 star property
West Town
9.0 out of 10, Wonderful, (283 reviews)
"Great location. Staff was very helpful.👍"
United States
Michael
The price is ₩435,918
₩511,722 total
includes taxes & fees
Sep 28 - Sep 29
Wicker Park Inn
A fire pit surrounded by glass pebbles, with a television displaying a football game in the background.

7. The Villa Toscana

The Villa Toscana
2.5 star property
Lakeview
8.0 out of 10, Very good, (675 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 ₩116,728
₩191,969 total
includes taxes & fees
Sep 28 - Sep 29
The Villa Toscana
A modern living room with leather sofas, a dining area, and large windows offering a view of greenery.

8. 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)
"The city was working on the water, so we were unable to shower for two mornings. I just wish we had been informed ahead of time that there would be little to no water pressure, as we would have made arrangements to shower at our daughter’s place. Other than that the place was really comfortable and we will stay here again."
United States
Lisa
The price is ₩170,768
₩284,085 total
includes taxes & fees
Sep 30 - Oct 1
House 5863 - Chicago Bed and 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, (125 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 ₩341,332
₩400,694 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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Far Southwest Side Hotel Reviews

Hotel Saint Clair- Magnificent Mile

Hotel Saint Clair- Magnificent Mile

8/10 Good
"Hotel best feature was Location!!!"
Shirley 5-night trip
Posted 5 hours ago
Hotel Saint Clair- Magnificent Mile

Find out more about Far Southwest Side

Far Southwest Side B&B information

Number of reviews
2,464
Accommodation
9 B&B
Lowest Price
₩167,820
Highest Price
₩511,722