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Check prices for these dates

Next weekend
16 May - 18 May
In two weeks
23 May - 25 May
In one month
6 Jun - 8 Jun
In two months
4 Jul - 6 Jul

Compare 28 B&B in Oak Park with updated reviews, rates, and availability.

The Villa Toscana
Exterior

The Villa Toscana

2.5 star property
7.8 out of 10, Good, (549)
"Super cute house! Very detailed directions on check in, super easy excellent neighbourhood!"
The price is AED 294
AED 492 total
includes taxes & fees
8 May - 9 May
The Villa Toscana
The Publishing House B&B
Staircase

The Publishing House B&B

3.5 star property
9.8 out of 10, Exceptional, (171)
"Amazing stay! Great location and beautiful hotel that made you feel cozy"
The price is AED 837
AED 945 total
includes taxes & fees
26 May - 27 May
The Publishing House B&B
Ray's Bucktown B&B
Front of property

Ray's Bucktown B&B

3.5 star property
9.8 out of 10, Exceptional, (348)
"What a rad spot...great staff, A M A Z I N G breakfast (can I say Nutella and banana stuffed French toast?!), nice sauna on premise, clean rooms, so much to look at, and I parked in the garage! Will be back...daughters had a blast. "
The price is AED 599
AED 676 total
includes taxes & fees
7 May - 8 May
Ray's Bucktown B&B
Dorothy's
Free WiFi, bed sheets

Dorothy's

3.0 star property
8.0 out of 10, Very Good, (31)
"We love Dorothy's! This is such a great, inexpensive option for a stay in a fantastic neighborhood. Would recommend to anyone!"
The price is AED 239
AED 409 total
includes taxes & fees
8 May - 9 May
Dorothy's
The Sono Chicago
Private kitchen

The Sono Chicago

3.5 star property
10.0 out of 10, Exceptional, (452)
"Was very warm and welcoming.. room was clean and updated… staff was friendly..! Had a great time…"
The price is AED 511
AED 600 total
includes taxes & fees
11 May - 12 May
The Sono Chicago
Wicker Park Inn
Property entrance

Wicker Park Inn

3.5 star property
9.0 out of 10, Wonderful, (242)
"Great spot for a quick stay!"
The price is AED 1,046
AED 1,228 total
includes taxes & fees
6 May - 7 May
Wicker Park Inn
Villa D' Citta
Lobby sitting area

Villa D' Citta

3.5 star property
9.2 out of 10, Wonderful, (99)
"Wonderful place. "
The price is AED 841
AED 987 total
includes taxes & fees
12 May - 13 May
Villa D' Citta
Harvey House Bed & Breakfast
Property entrance

Harvey House Bed & Breakfast

4.0 star property
9.8 out of 10, Exceptional, (110)
"Awesome, comfortable stay good food options would recommend "
The price is AED 960
AED 1,066 total
includes taxes & fees
8 May - 9 May
Harvey House Bed & Breakfast
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...
The price is AED 528
AED 916 total
includes taxes & fees
6 May - 7 May
Wrigleyville Suites Room 1
House 5863 - Chicago Bed and Breakfast
Exterior

House 5863 - Chicago Bed and Breakfast

3.5 star property
9.0 out of 10, Wonderful, (472)
"Erick was very friendly and responsive. The neighborhood around was wonderful. We walked everywhere we went and were able to park on the street with no problems. We would stay again. Thank you!"
The price is AED 711
AED 1,057 total
includes taxes & fees
11 May - 12 May
House 5863 - Chicago Bed and Breakfast
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. "
The price is AED 298
AED 623 total
includes taxes & fees
6 May - 7 May
Dubois Guest House Room 201
Villa Dubois Guest Room 6
Fridge, microwave, oven, stovetop

Villa Dubois Guest Room 6

The price is AED 298
AED 623 total
includes taxes & fees
6 May - 7 May
Villa Dubois Guest Room 6
Villa Dubois Guest House Room 5
Fridge, oven, stovetop, coffee/tea maker

Villa Dubois Guest House Room 5

The price is AED 298
AED 623 total
includes taxes & fees
6 May - 7 May
Villa Dubois Guest House Room 5
Dubois Guest House Room 101
TV, fireplace, books

Dubois Guest House Room 101

The price is AED 298
AED 623 total
includes taxes & fees
6 May - 7 May
Dubois Guest House Room 101
Dubois Guest House Room 202
Fridge, microwave, oven, stovetop

Dubois Guest House Room 202

The price is AED 397
AED 742 total
includes taxes & fees
6 May - 7 May
Dubois Guest House Room 202
Villa Dubois Guest House Room 4
Fridge, microwave, oven, stovetop

Villa Dubois Guest House Room 4

The price is AED 397
AED 742 total
includes taxes & fees
7 May - 8 May
Villa Dubois Guest House Room 4
Villa Dubois Guest House Room 2
Fridge, microwave, oven, stovetop

Villa Dubois Guest House Room 2

The price is AED 298
AED 623 total
includes taxes & fees
6 May - 7 May
Villa Dubois Guest House Room 2
Dubois Guest House Room 203
Fridge, microwave, oven, stovetop

Dubois Guest House Room 203

The price is AED 397
AED 742 total
includes taxes & fees
6 May - 7 May
Dubois Guest House Room 203
Wrigleyville Suites Room 3
Fridge, microwave, oven, stovetop

Wrigleyville Suites Room 3

2.0 star property
The price is AED 528
AED 916 total
includes taxes & fees
6 May - 7 May
Wrigleyville Suites Room 3
Wrigleyville Suites Room 2
Fridge, microwave, oven, stovetop

Wrigleyville Suites Room 2

2.0 star property
2.0 out of 10, (1)
The price is AED 528
AED 916 total
includes taxes & fees
6 May - 7 May
Wrigleyville Suites Room 2
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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Other property types in Oak Park

Chic Suite/Mins to L Train /Laundry/Free Parking
Miscellaneous

Chic Suite/Mins to L Train /Laundry/Free Parking

9.6 out of 10, Exceptional, (41)
"We really enjoyed our stay and we also liked the location! "
The price is AED 331
AED 738 total
includes taxes & fees
3 Jun - 4 Jun
Chic Suite/Mins to L Train /Laundry/Free Parking
Cozy, Comfortable and Convenient apartment. Close to everything!
Smart TV, books

Cozy, Comfortable and Convenient apartment. Close to everything!

9.8 out of 10, Exceptional, (59)
"Amazing place and clean"
The price is AED 441
AED 998 total
includes taxes & fees
6 May - 7 May
Cozy, Comfortable and Convenient apartment. Close to everything!
Sentral Michigan Avenue
Interior

Sentral Michigan Avenue

4.0 star property
9.2 out of 10, Wonderful, (741)
"Great family place to stay. "
The price is AED 528
AED 727 total
includes taxes & fees
11 May - 12 May
Sentral Michigan Avenue
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.

Frequently asked questions

Searching for B&Bs in Oak Park?
Whether you’re passing through town and are looking for an accommodation that’s small and charming, or you’re traveling solo and hoping to get some local recommendations, B&Bs can be a great choice for many types of vacationers. While you’re enjoying your trip to Oak Park, Oak Park Conservatory and Mills Park are perfect spots to get in some fresh air and greenery.
Why consider B&Bs instead of traditional hotels?
With attentive service, opportunities to socialize with other guests, and of course a scrumptious breakfast, B&Bs all have a truly one-of-a-kind environment.
What are the best B&Bs in Oak Park?
Below are some B&Bs in the area: Harvey House Bed & Breakfast: 5 rooms. 0.3 mi (0.5 km) from the heart of Oak Park. Enjoy the deli and unique décor. The Villa Toscana: 9 rooms. 8.1 mi (13 km) from the downtown core. Dorothy’s: 7 rooms. Situated 8.1 mi (13 km) from the heart of Oak Park. Ray’s Bucktown B&B: 11 rooms. 5.8 mi (9.3 km) from the heart of downtown. Enjoy the free cooked breakfast and rooftop terrace. Wicker Park Inn: 11 rooms. Located 5.9 mi (9.5 km) from the core of Oak Park.
When should I stay at a B&B in Oak Park?
When you’re dreaming of a stay in Oak Park, year-round temperatures and rainfall may be important factors to consider. The hottest months are usually July and August with an average temp of 71°F, while the coldest months are January and February with an average of 31°F. Average annual precipitation for Oak Park is 48 inches.
What is there to do in Oak Park?
Travelers enjoy Oak Park for its array of dining options and major shopping area. When you want to explore some cultural attractions on your trip, Ernest Hemingway Museum and House and Madison Street Theatre are worthy sites to check out. You might put Unity Temple and Frank Lloyd Wright Historic District on your list if you want to see more of the area.
How can I get to and around Oak Park?
Planning your excursions in and around Oak Park is easier with these transportation options. Fly into Chicago Midway Airport (MDW), which is located 7 mi (11.3 km) away from the heart of the city. Otherwise, you can search for flights to Chicago O’Hare Intl. Airport (ORD), which is 8.9 mi (14.4 km) away. You can take advantage of metro transit at Ridgeland Station (Green Line), Oak Park Station (Green Line), and Oak Park Station (Blue Line). To see more of the larger area, hop aboard a train at Oak Park Station.