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Check prices for these dates

Next weekend
Aug 15 - Aug 17
In two weeks
Aug 22 - Aug 24
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Sep 5 - Sep 7
In two months
Oct 3 - Oct 5

B&B in Oak Lawn

Dorothy's
Relax in this stylish living area with a large sofa, glass coffee table, and patterned rug.

Dorothy's

3.0 star property
8.2 out of 10, Very Good, (62)
"Great to stay, close walk to many places. Cleaning lady was very helpful and friendly. Rooms a bit small but would definitely stay there again."
$112 nightly
The price is $125
Aug 13 - Aug 14
Total includes taxes and fees
Dorothy's
The Villa Toscana
Stroll through this charming neighborhood to a traditional two-story house with a cozy front porch and balcony.

The Villa Toscana

2.5 star property
7.8 out of 10, Good, (588)
"Was a great stay!"
$114 nightly
The price is $127
Aug 12 - Aug 13
Total includes taxes and fees
The Villa Toscana
Ray's Bucktown B&B
Experience the charm of this historic building, featuring a welcoming entrance, lush garden, and large windows offering views of the surrounding area.

Ray's Bucktown B&B

3.5 star property
9.8 out of 10, Exceptional, (369)
"We had an amazing stay at Ray's. They made the entire process from start to finish simple and easy. They went above and beyond for us in many ways and we will definitely be back! "
$185 nightly
The price is $208
Aug 11 - Aug 12
Total includes taxes and fees
Ray's Bucktown B&B
House 5863 - Chicago Bed and Breakfast
Stunning corner building with a brick facade and large windows, surrounded by lush greenery.

House 5863 - Chicago Bed and Breakfast

3.5 star property
9.0 out of 10, Wonderful, (478)
"Everything was taken care of! A wonderful stay. "
$180 nightly
The price is $212
Aug 11 - Aug 12
Total includes taxes and fees
House 5863 - Chicago Bed and Breakfast
The Publishing House B&B
Staircase leads to an upper level with potted plants and decorative shelves.

The Publishing House B&B

3.5 star property
9.8 out of 10, Exceptional, (181)
"What a lovely place to stay. This bnb was perect!"
$165 nightly
The price is $187
Sep 4 - Sep 5
Total includes taxes and fees
The Publishing House B&B
Wicker Park Inn
Welcome to The Wicker Park Inn, a charming urban B&B located at 1329 N. Wicker Park.

Wicker Park Inn

3.5 star property
9.0 out of 10, Wonderful, (250)
"This was a great alternative to a typical hotel. The staff was extremely helpful and courteous. The room was very nice and the amenities were great. I would definitely stay again!"
$220 nightly
The price is $259
Sep 2 - Sep 3
Total includes taxes and fees
Wicker Park Inn
Harvey House Bed & Breakfast
Enter a classic space with a traditional feel, featuring a dresser, lamp, and ornate rug.

Harvey House Bed & Breakfast

4.0 star property
9.8 out of 10, Exceptional, (114)
"Large uniquely, decorated rooms,very comfortable ,great breakfast, great breakfast space, fun conversations at breakfast"
$262 nightly
The price is $300
Aug 11 - Aug 12
Total includes taxes and fees
Harvey House Bed & Breakfast
The Sono Chicago
Enjoy cooking in this well-equipped kitchen with a central island, sink, and oven.

The Sono Chicago

3.5 star property
10.0 out of 10, Exceptional, (466)
"Loved the shared kitchen access! "
$206 nightly
The price is $242
Aug 18 - Aug 19
Total includes taxes and fees
The Sono Chicago
Deluxe Chicago 2 Bedroom Private Condo. Amazing Deal 1.5 mi from Wrigley!
Kitchen features a gas range, double sink, and dishwasher.

Deluxe Chicago 2 Bedroom Private Condo. Amazing Deal 1.5 mi from Wrigley!

9.8 out of 10, Exceptional, (143)
"We were thrilled with the little neighborhood and options for food, drinks and shopping. Super easy to hop on bus to and from Wrigley!"
Deluxe Chicago 2 Bedroom Private Condo. Amazing Deal 1.5 mi from Wrigley!
Villa D' Citta
Step into a grand lobby with a classic staircase, elegant seating area, and beautiful views.

Villa D' Citta

3.5 star property
9.4 out of 10, Exceptional, (105)
"Would stay again anytime!!"
$229 nightly
The price is $269
Aug 13 - Aug 14
Total includes taxes and fees
Villa D' Citta
Villa Dubois Guest Room 6
Fridge, microwave, oven, stovetop

Villa Dubois Guest Room 6

$205 nightly
The price is $237
Aug 11 - Aug 12
Total includes taxes and fees
Villa Dubois Guest Room 6
Wrigleyville Suites Room 1
Fridge, microwave, oven, stovetop

Wrigleyville Suites Room 1

2.0 star property
2.0 out of 10, (1)
"I would like to say that I was highly disappointed with the customer service, after already having the room booked for over a week I was contacted an hr and a half after check in on the day I was suppose to be there with additional requirements including a $200 fee (Hopefully I get that back) check in was at 3pm I wasnt able to get into my room till 6pm and I had a concert to attend at 8pm this rush caused more stress then it was worth but yes make sure the now $500 room is really worth it...
Wrigleyville Suites Room 1
Wrigleyville Suites Room 3
Fridge, microwave, oven, stovetop

Wrigleyville Suites Room 3

2.0 star property
$162 nightly
The price is $185
Aug 11 - Aug 12
Total includes taxes and fees
Wrigleyville Suites Room 3
Dubois Guest House Room 101
TV, fireplace, books

Dubois Guest House Room 101

$247 nightly
The price is $287
Aug 11 - Aug 12
Total includes taxes and fees
Dubois Guest House Room 101
Dubois Guest House Room 201
Fridge, microwave, oven, stovetop

Dubois Guest House Room 201

7.4 out of 10, Good, (3)
"We really enjoyed our stay. Cleanliness was top tier. "
$247 nightly
The price is $287
Aug 11 - Aug 12
Total includes taxes and fees
Dubois Guest House Room 201
Villa Dubois Guest House Room 5
Fridge, oven, stovetop, coffee/tea maker

Villa Dubois Guest House Room 5

$205 nightly
The price is $237
Aug 11 - Aug 12
Total includes taxes and fees
Villa Dubois Guest House Room 5
Villa Dubois Guest House Room 2
Fridge, microwave, oven, stovetop

Villa Dubois Guest House Room 2

$245 nightly
The price is $285
Aug 16 - Aug 17
Total includes taxes and fees
Villa Dubois Guest House Room 2
Dubois Guest House Room 202
Fridge, microwave, oven, stovetop

Dubois Guest House Room 202

2.0 out of 10, (1)
$171 nightly
The price is $196
Aug 11 - Aug 12
Total includes taxes and fees
Dubois Guest House Room 202
Wrigleyville Suites Room 2
Fridge, microwave, oven, stovetop

Wrigleyville Suites Room 2

2.0 star property
2.0 out of 10, (1)
Wrigleyville Suites Room 2
Rustic cottage-style condo within walking distance to downtown Homewood
Enjoy cooking in this well-equipped kitchen with a central island, sink, and ample counter space.

Rustic cottage-style condo within walking distance to downtown Homewood

8.8 out of 10, Excellent, (10)
"Great location, close to Credit Union 1 amphlitheater and walking distance to a good breakfast spot. Quiet neighborhood and clean apartment. Perfect space for a girls’ getaway."
Rustic cottage-style condo within walking distance to downtown Homewood
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 Oak Lawn Hotel Reviews

Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical

Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical

10/10 Excellent
"Front desk was extremely helpful, room was a great size and comfortable. The area felt very safe, walkable to quite a few things. Absolutely would stay here again! "
Andrea 2-night trip
Posted 5 hours ago
Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical

Frequently asked questions

What is the nightly rate for a B&B in Oak Lawn?
Prices for B&Bs in Oak Lawn often vary, but you can find a great deal from $127 with Expedia. All sorts of factors affect price, such as location and the time of year. It usually costs more to stay at Oak Lawn B&Bs over the weekend too. Travelers can find the best deals by being flexible with their dates, and by using our filters to sort prices from low to high.
When is the best time to book a Bed and Breakfast in Oak Lawn?
The best time to book a B&B in Oak Lawn is during the vibrant spring months of April to June. This period attracts travelers eager to enjoy the blooming beauty of local parks and gardens, as well as the lively atmosphere of community events. With temperatures typically ranging from the mid-50s to the low 80s Fahrenheit, visitors can comfortably explore outdoor attractions like the renowned Centennial Park, great for leisurely strolls or picnics.

April marks the beginning of the season, offering a wonderful opportunity to witness the awakening of nature and participate in various spring festivals that celebrate the local culture. As the weather warms up, May and June become increasingly popular months, particularly for families and those seeking weekend getaways.

If you're looking for a more budget-friendly option, consider visiting Oak Lawn in November. This time of year provides a quieter experience while still allowing you to enjoy the charm of the area, with fewer crowds and a cozy ambiance great for a relaxing retreat.
What is the difference between a Oak Lawn Bed & Breakfast and a hotel?
Every Oak Lawn B&B has its own unique feel. Whether it's a cozy reading space or a sunlit breakfast nook to enjoy your morning cup of coffee, the quaint details are what make bed and breakfasts a home away from home. Travelers can look forward to personal touches, thoughtful amenities and of course a scrumptious breakfast at Oak Lawn B&Bs.