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Check prices for these dates

Next weekend
28 Feb - 2 Mar
In two weeks
7 Mar - 9 Mar
In one month
21 Mar - 23 Mar
In two months
18 Apr - 20 Apr

Compare 1872 Apartments in Oak Park with updated reviews, rates, and availability.

Bella Villa on Taylor Street Chicago’s Little Italy 1 mile west the Loop & UIC
Living Room

Bella Villa on Taylor Street Chicago’s Little Italy 1 mile west the Loop & UIC

10.0 out of 10, Exceptional, (275)
"In town for an event, the amenities and neighbourhood were very nice, the only down side was the noise considering that a we had early morning obligations"
Bella Villa on Taylor Street Chicago’s Little Italy 1 mile west the Loop & UIC
1F Chicago's Little italy Graystone nearDowntown
Enjoy the Linden trees from the sunny bay window.

1F Chicago's Little italy Graystone nearDowntown

10.0 out of 10, Exceptional, (124)
"Clearly a lot of thought went into preparing the property and provided a beautiful place to come back to after being out all day. "
1F Chicago's Little italy Graystone nearDowntown
Lakeview/LincolnPark 2BR/1BA Updated Vintage Apartment in walkable neighborhood
Exterior detail

Lakeview/LincolnPark 2BR/1BA Updated Vintage Apartment in walkable neighborhood

9.8 out of 10, Exceptional, (130)
"We stayed two nights when in town to visit our daughter who attends college in Chicago. From start to finish we thoroughly enjoyed our stay! This is a beautiful property and a great location. The property managers were amazing throughout our stay. Simply gorgeous and can’t wait to come back."
Lakeview/LincolnPark 2BR/1BA Updated Vintage Apartment in walkable neighborhood
Walk to Wrigley Field/Monthly Discounts Available
Panoramic view of Living room with 50 inch flatscreen TV!

Walk to Wrigley Field/Monthly Discounts Available

9.6 out of 10, Exceptional, (133)
"We’ll make this our home away from home whenever we get back to Wrigleyville. Enjoyed a family/friends reunion for a week. Great location and great host. The roomy flat has everything one needs to be comfortable. We enjoyed great food from Wrigleyville Dogs (next door) including delicious Greek gyro sandwiches and also made home cooked meals in a fully equipped kitchen. Awesome experience - highly recommend."
Walk to Wrigley Field/Monthly Discounts Available
Skyline Serenity: Sauna, Hot Tub, Peloton, Views, Free Parking, Wifi
Miscellaneous

Skyline Serenity: Sauna, Hot Tub, Peloton, Views, Free Parking, Wifi

10.0 out of 10, Exceptional, (5)
"This apartment has almost everything you could hope for! From the shoe covers and socks by the front door, to a heated towel rack in the bathroom. The only thing missing is a soaking tub! If you’re looking for a fantastic view of the city with spacious accommodations, look no further! The host was more than accommodating and very quick to reply when I had questions "
Skyline Serenity: Sauna, Hot Tub, Peloton, Views, Free Parking, Wifi
Beautiful apartment in peaceful Elk Grove
Lobby

Beautiful apartment in peaceful Elk Grove

Beautiful apartment in peaceful Elk Grove
Chic & Historic Apartment Steps from Mag Mile
Living area

Chic & Historic Apartment Steps from Mag Mile

9.8 out of 10, Exceptional, (31)
"Great amenities, great location, spacious and comfortable. Check in a few days prior was difficult as the owner/manager didn’t message me or email me back… I had to call VRBO to have them investigate. Once they were made aware, smooth sailing from then on. Also, they listed a jacuzzi on site which was an error,and that was disappointing as I planned on that. Overall, despite these two things, great place ti stay! "
Chic & Historic Apartment Steps from Mag Mile
Roscoe Village Inn -Guesthouse - Walk to Chicago's Wrigley Field
Private kitchen

Roscoe Village Inn -Guesthouse - Walk to Chicago's Wrigley Field

10.0 out of 10, Exceptional, (168)
"The flat is really very nice - clean, attractive, comfortable & spacious. The neighborhood is quiet, and the El train is not far away, which brought us to the Loop area in less than an hour. There isn't much in the way of a proper grocery store within walking distance, but if you have a car, that isn't a big problem, and finding street parking was no problem. The check-in was uncomplicated and straightforward. Everything was very pleasant, except the weather while we were there - and frankly...
Roscoe Village Inn -Guesthouse - Walk to Chicago's Wrigley Field
Remodeled West Loop Apartment Near United Center
Living area

Remodeled West Loop Apartment Near United Center

9.2 out of 10, Wonderful, (34)
"Beautiful apartment! We really enjoyed our time in Chicago. We ended up just parking across the street. It was easier, and there was always a spot available. There are many stairs leading up to the third floor apartment, so keep that in mind if you have mobility issues. The host texts you right back if you have concerns or questions."
Remodeled West Loop Apartment Near United Center
2-bedroom apartment just 2 minutes drive to Wrigley Field
Exterior

2-bedroom apartment just 2 minutes drive to Wrigley Field

2.0 star property
9.6 out of 10, Exceptional, (5)
"My wife and I were attending a show and stayed for a night. It's fairly close to the Aragon Ballroom and has lots of dining options nearby. The host was attentive and easy to reach. He even shoveled the snow at 11pm; as it had snowed during the show and when it was over several inches had fallen. Well done sir, cleanest walk in the neighborhood.Everything in the apartment was clean and comfortable."
The price is AED 364
AED 939 total
includes taxes & fees
24 Feb - 25 Feb
2-bedroom apartment just 2 minutes drive to Wrigley Field
NEW, clean & sunny, 2bd, private deck, 15min to Wrigley!
Living area

NEW, clean & sunny, 2bd, private deck, 15min to Wrigley!

10.0 out of 10, Exceptional, (1)
NEW, clean & sunny, 2bd, private deck, 15min to Wrigley!
3F Vintage Graystone in Little Italy near loop UIC United Ct & McCormick Place
Open Concept Living Room

3F Vintage Graystone in Little Italy near loop UIC United Ct & McCormick Place

10.0 out of 10, Exceptional, (222)
"I’ve stayed at this host’s properties several times, and the places are all lovely and welcoming with lots of extra touches and conveniences!"
3F Vintage Graystone in Little Italy near loop UIC United Ct & McCormick Place
Entire Below Level Studio w/ Private Sauna
Cozy living room equipped with games, Nintendo Wii, smart TV & fold down couch.

Entire Below Level Studio w/ Private Sauna

10.0 out of 10, Exceptional, (31)
"We loved the area and the place was easy to navigate as well as clean. LOVE the sauna. We will definitely be reaching back out when we visit in the spring."
Entire Below Level Studio w/ Private Sauna
Large, sunny 3 bedroom apartment two blocks from down town Oak Park.
Large sunny living room great for get togethers with friends and family.

Large, sunny 3 bedroom apartment two blocks from down town Oak Park.

10.0 out of 10, Exceptional, (102)
"Stayed with my husband and our two preteens. I grew up in Oak Park and chose this based off of location and it was perfect. Walkable neighborhood, close to the El and downtown Oak Park. The house was clean and comfortable, on top of having the quintessential Oak Park / Chicago vibe Communication was easy so was check in and out. I would choose to stay here again for sure!"
Large, sunny 3 bedroom apartment two blocks from down town Oak Park.
Luxurious HUGE Penthouse with 4000+ Games, Arcades
Game room

Luxurious HUGE Penthouse with 4000+ Games, Arcades

10.0 out of 10, Exceptional, (1)
"The spot was wonderfuke management was responsive. The space was big and comfortable. Games were available. We did have to deal with missing players ok fusball table and pool may need new accessories but we still enjoyed our time there overall i would recomended. When i advised management of fusball table thry offered to send someone, so props to their respokse time."
Luxurious HUGE Penthouse with 4000+ Games, Arcades
Stylish, Inviting 2-BR near Logan Square and Wrigley Field
Living area

Stylish, Inviting 2-BR near Logan Square and Wrigley Field

10.0 out of 10, Exceptional, (42)
"Neighborhood is awesome and quiet, house is very welcoming and SO charming. Super cozy and comfortable. The hosts also went above and beyond to help us enjoy our 1st trip to Chicago. Would definitely return!"
Stylish, Inviting 2-BR near Logan Square and Wrigley Field
Spacious Bronzeville Gem Garden lvl Near Downtown, University of Chicago, Museum
forrestville home

Spacious Bronzeville Gem Garden lvl Near Downtown, University of Chicago, Museum

9.6 out of 10, Exceptional, (69)
"Nice place, not alot of parking "
Spacious Bronzeville Gem Garden lvl Near Downtown, University of Chicago, Museum
5 Bedroom Wrigleyville experience right by stadium
Exterior detail

5 Bedroom Wrigleyville experience right by stadium

10.0 out of 10, Exceptional, (49)
"The property was spacious, clean and was in an excellent location for walking to restaurants and having food delivered and using ride share. Parking was very easy and the beds were all very comfortable. "
5 Bedroom Wrigleyville experience right by stadium
Clarendon Hills Garden
Room

Clarendon Hills Garden

9.6 out of 10, Exceptional, (5)
"It did the job for me at $100 a night less than the hotel that my seminars were. It is a very old house so don't expect perfection. It was clean and that is what mattered to me."
Clarendon Hills Garden
2 New Construction Suites Same Place

2 New Construction Suites Same Place

9.2 out of 10, Wonderful, (19)
"Places were clean and the location is great. Dan was also very quick to respond."
2 New Construction Suites Same Place
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

Large, sunny 3 bedroom apartment two blocks from down town Oak Park.
Large sunny living room great for get togethers with friends and family.

Large, sunny 3 bedroom apartment two blocks from down town Oak Park.

10.0 out of 10, Exceptional, (102)
"Stayed with my husband and our two preteens. I grew up in Oak Park and chose this based off of location and it was perfect. Walkable neighborhood, close to the El and downtown Oak Park. The house was clean and comfortable, on top of having the quintessential Oak Park / Chicago vibe Communication was easy so was check in and out. I would choose to stay here again for sure!"
Large, sunny 3 bedroom apartment two blocks from down town Oak Park.
Chic Suite/Mins to L Train /Laundry/Free Parking
Master bedroom with a queen bed. diff pillows styles, comfy sheets and linens

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

9.6 out of 10, Exceptional, (36)
"I texted the host a question and he almost immediately got back to me and talked me through the entire check-in process, and he didn’t hang up until he was sure we were able to get in! This was my first out-of-state trip with my boyfriend, so it was an enormous relief to have such a dedicated host to help us out! Additionally, the interior was tidy and very pleasantly decorated!"
The price is AED 193
AED 584 total
includes taxes & fees
25 Feb - 26 Feb
Chic Suite/Mins to L Train /Laundry/Free Parking
Oak Park Queen
Interior

Oak Park Queen

9.4 out of 10, Exceptional, (12)
"Wonderful place. Stayed four nights and went in and out to visit family in Oak Park and nearby neighborhoods. Everything you will need when looking for a place to stay. Clean, roomy, comfy and had everything we needed!Consider staying here!"
The price is AED 422
AED 853 total
includes taxes & fees
24 Feb - 25 Feb
Oak Park Queen
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

What's it like to stay at an apartment in Oak Park?
You’ll find 56 apartments to choose from in Oak Park for your trip. Take time to enjoy the array of shops and top-notch restaurants in this walkable area. Take time to visit top sights in the region such as Wrigley Field and Michigan Avenue.
Why would you choose an apartment versus a traditional hotel?
Offering a kitchen for convenient meals, an apartment often has more space than a traditional hotel room. Apartments are a good option for solo travelers who want to live like locals, and also for families wanting the conveniences of home.
What's the best apartment for my stay in Oak Park?
Here are some of the top apartments in the area to choose from: Oak Park Queen: Includes free WiFi and Smart TVs. Access to a hot tub is available on site. Wrigley/Southport Corridor Garden Oasis +parking!: It’s situated in Chicago, 7.6 mi/12.2 km away. Includes Smart TVs. 3F Vintage Graystone in Little Italy near loop UIC United Ct & McCormick Place: 6.2 mi/10 km away in Chicago. Free WiFi and Smart TVs are included. Near Oak Park with all the comforts of home. 10 min ride to downtown Chicago: It’s located in Chicago, 1.2 mi/1.9 km from Oak Park. Includes free WiFi, separate dining areas, and Smart TVs.
How many apartments can I expect to find in Oak Park?
Expedia has 56 apartments to book in Oak Park.
What will the weather be like when I travel to Oak Park?
Weather is only one factor, but it can really affect your travel plans, especially if you’re planning an extended stay in Oak Park. 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 should I see in Oak Park?
Travelers come to Oak Park for its restaurants and shops. Enjoy the outdoors at Oak Park Conservatory and Mills Park, or simply take in cultural attractions like Ernest Hemingway Museum and House and Madison Street Theatre. Other popular places to visit in the area include Wrigley Field and Michigan Avenue.
What's the best way to get to and around Oak Park?
Knowing a bit about the transportation options can you save you a headache when you get to your destination. 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. Nearby metro stations include Ridgeland Station (Green Line), Oak Park Station (Green Line), and Oak Park Station (Blue Line). If you want to venture outside of the area, hop on a train at Oak Park Station.