Search Apartments in Westchester

    Plan, book, stay with confidence
    bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    today icon
    Change your mind
    Book hotels with free cancellation
Property grounds
Wrigley/Southport Corridor Garden Oasis +parking!
9.8 out of 10, Exceptional, (38)
"The house was beautifully decorated, well-equipped with all necessary amenities, and perfectly located close to Wrigley Field and the local establishments. If available, I highly recommend upgrading to the garage option for parking, especially during Cubs home games. This worked out perfectly for us. Justin was very helpful and responsive to my questions. We would definitely stay here again."
Wrigley/Southport Corridor Garden Oasis +parking!
Exterior
Vintage Graystone in Little Italy near the loop UIC United Ct & McCormick Place
10.0 out of 10, Exceptional, (176)
"Great stay! All of the rooms were wonderful! Really close to food! There are a lot of stairs so make sure you are able to walk up but really great place!"
Vintage Graystone in Little Italy near the loop UIC United Ct & McCormick Place
Exterior
Cozy modern unit w/ easy access to downtown Chi
9.6 out of 10, Exceptional, (18)
"It’s really confortable clean and accesible easy"
Cozy modern unit w/ easy access to downtown Chi
Save an average of 15% on thousands of hotels when you're signed in
Smart TV, printers
Near Oak Park with all the comforts of home. 10 min ride to downtown Chicago
8.0 out of 10, Very good, (1)
Near Oak Park with all the comforts of home. 10 min ride to downtown Chicago
Iron/ironing board, WiFi, bed sheets
Chic Furnished Studio w/ Laundry
10.0 out of 10, Exceptional, (1)
"The property owner was very responsive to my questions. The apartment is in a quiet building that is very well maintained. Grocery store across the street is convenient. Apartment was very clean and made my weeklong stay in January comfortable. I will definitely stay here again next time I'm in Chicago. Pictures online are very accurate."
The price is HK$739
per night
22 May - 23 May
Chic Furnished Studio w/ Laundry
Property grounds
Cozy 2-Bedroom Apartment | Close to Wrigley
9.8 out of 10, Exceptional, (17)
"It was perfect for what we needed it for thank you"
Cozy 2-Bedroom Apartment | Close to Wrigley
Fridge, microwave, oven, stovetop
All Complete 2BR Apt in Lakeview
8.0 out of 10, Very good, (14)
"Check in had a slight snafu with them giving us the wrong door code but it was sorted pretty quickly. The apartment does the job. The beds aren't the most comfortable and the apartment definitely has poorly maintained college house vibes, but the neighborhood is extremely convenient and very walkable."
The price is HK$1,011
per night
28 May - 29 May
All Complete 2BR Apt in Lakeview
TV
Sophisticated 2BR Apt 5 mins Walk to Wrigley
9.0 out of 10, Wonderful, (24)
"My husband, son and a two other friends had a wonderful night. It was walking distance to Wrigley Field and plenty of restaurants. Checking in was very easy and the apartment was clean and spacious. I would book this place again in a second."
The price is HK$683
per night
26 May - 27 May
Sophisticated 2BR Apt 5 mins Walk to Wrigley
Fridge, microwave, oven, stovetop
Chic 1BR Apt w/ In-Unit Laundry
6.0 out of 10, (2)
"Great apartment. Clean, great amenities, very cute set up. Bed was huge and comfortable. Washer was a nice plus. Bathroom was large and an abundance of windows to add some natural lighting. Location couldn’t be better: just off the main strip but down a side street adding to the overall quiet. Area is top notch and having 2 supermarkets just minutes away by foot was a real plus. My only cons were the host: after booking, communication was non existent. I was asked to text a photo of my ID which...
The price is HK$824
per night
28 May - 29 May
Chic 1BR Apt w/ In-Unit Laundry
Fridge, microwave, stovetop, dishwasher
Chicago Dickens place 1 bd. Garden unit Centralized loc.
9.4 out of 10, Exceptional, (3)
"The place was as pictured and in a quiet and safe appearing neighborhood. The only thing that was not as expected was the cleanliness. There was debris in the doorway which I might expect in a lower level apartment, but it was throughout the kitchen and sitting area, I swept up 2 nails and a good size pile of debris. The bathroom had not been cleaned, there were dried water spots with toothpaste, I had to clean the bathroom before using it, including the toilet. There was a dirty coffee cup and...
Chicago Dickens place 1 bd. Garden unit Centralized loc.
Smart TV, offices
3B/3BA Luxury Navy Pier Corner Sky Loft with Pool & Gym
9.2 out of 10, Wonderful, (9)
"Lovely views of Navy Pier or city view out of all windows. Bedrooms are generous in size and comfortable. It's not the newest building, but the location to shopping, restaurants, coffee places was perfect. Gym and pool were great and used well during our stay. Appreciated having linens/towels and assorted goods in kitchen and laundry so we didn't have to buy them. Would stay again!"
3B/3BA Luxury Navy Pier Corner Sky Loft with Pool & Gym
Fridge, microwave, oven, stovetop
Lovely 2BR Rogers Park Home with Equipped Kitchen
10.0 out of 10, Exceptional, (5)
"Very clean, lots of welcoming touches. We liked the neighborhood and it was perfect for our needs. We used the extremely close public transportation for all our tourism and there were food shops as well as small restaurants very nearby. The kitchen had everything we needed. There were plenty of supplies such as paper towels, dishwashing liquid, dishwasher tabs, etc. I really had the idea that someone was trying to anticipate our needs. We knew that noise from the El might be an issue for us, and...
The price is HK$758
per night
23 May - 24 May
Lovely 2BR Rogers Park Home with Equipped Kitchen
Interior
Beautiful apartment in peaceful Elk Grove
Beautiful apartment in peaceful Elk Grove
Property grounds
Gorgeous Newly Renovated Apartment 10 Mins From Downtown/Navy Pier/Beach
2.0 out of 10, (1)
"We never heard back from the host and were forced to rebook at the last minute , causing a ton of stress and dysfunction while we were traveling for a wedding. This listing should be removed."
Gorgeous Newly Renovated Apartment 10 Mins From Downtown/Navy Pier/Beach
Outdoor dining
The Wrigleyville Garden- 200 Steps to Wrigley - Super Clean!
9.8 out of 10, Exceptional, (46)
"This location is perfect for games at Wrigley. The Metro station is 3 blocks away. This was one of the cleanest properties we have stayed in. When we arrived the carbon monoxide monitor was beeping and needed new battery. A call to the owner got a new carbon and smoke detector installed promptly. Great customer service. This unit is the lower level and down a few inside stairs to enter. The washer and dryer are shared with the building and coin operated. However, quarters were provide by the...
The Wrigleyville Garden- 200 Steps to Wrigley - Super Clean!
Fridge, microwave, oven, stovetop
Walk to Wrigley Field/Monthly Discounts Available
9.6 out of 10, Exceptional, (99)
"We took a trip to Chicago to take in a three game series between our beloved Padres and Cubs at one of baseball's cathedrals. We couldn't have been happier with our stay in this home as it was a stone's throw away from Wrigley Field and walking distance to bars and restaurants. The house was very well maintained and super comfortable. 6 stars out of 5."
Walk to Wrigley Field/Monthly Discounts Available
Property grounds
4-Bedroom Luxury Home w/ Rooftop & Skyline Views
10.0 out of 10, Exceptional, (9)
"We were all very happy with the accommodations of this property. Location was close to everything we had planned for the week, it was more than enough space for our crew of 8, all items needed to cook and clean during our stay were readily available, the grocery is directly across the street and there is a parking spot behind the property so you don’t have to find and walk from a street option. Overall everything was wonderful, the only odd issue we had was upon check in. The keys were not...
4-Bedroom Luxury Home w/ Rooftop & Skyline Views
Fridge, microwave, oven, stovetop
Fast Wi-Fi/4KTV/Free parking/Comfy beds/Getaway
The price is HK$1,146
per night
27 May - 28 May
Fast Wi-Fi/4KTV/Free parking/Comfy beds/Getaway
Pool
Stylish Luxe King bed w/Free Parkng near DT Oak Pk
9.8 out of 10, Exceptional, (63)
"This host, Ali, is the nicest, most efficient and most responsive of any of the properties I have stayed. The location is perfect for me and the neighborhood is safe and walkable. I believe this is the fourth year I have stayed here and it is always wonderful!"
Stylish Luxe King bed w/Free Parkng near DT Oak Pk
Exterior
Entire Below Level Studio w/ Private Sauna
10.0 out of 10, Exceptional, (9)
"The place was very clean and well appointed. Easy to check in and get in. Comfortable bed and good communication with owners. Could use a more comfortable couch, but we’d absolutely stay here again."
Entire Below Level Studio w/ Private Sauna
Don't see what you're looking for?
See all available properties in Westchester
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.

Other property types in Westchester

Interior
Sentral Michigan Avenue
4.0 star property
9.2 out of 10, Wonderful, (405)
"The check in was flawless and got to an impecable room."
The price is HK$976
per night
27 May - 28 May
Sentral Michigan Avenue
Interior
Sonder Market Hall
3.5 star property
8.2 out of 10, Very good, (83)
"Extremely clean and very modern room, very impressed with the quality and how easy it is to check in and get into a room. Highly recommend and will definitely come back in the future."
The price is HK$736
per night
27 May - 28 May
Sonder Market Hall
City view from property
Sonder South Wabash
3.5 star property
8.8 out of 10, Excellent, (297)
"Overall the stay was amazing. We will definitely be booking here again."
The price is HK$1,376
per night
10 Jun - 11 Jun
Sonder South Wabash
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.

Westchester Apartments information

Number of reviews
189
Accommodation
1655 Apartments
Lowest Price
HK$739
Highest Price
HK$1,146

Frequently asked questions

What's it like to stay at an apartment in Westchester?
There are plenty of places to stay in the larger Chicago area, with 4955 accommodation choices including 2464 apartments. You might want to visit the area’s shops and enjoy its restaurants. Take the time to visit some favourite sights in the wider region such as Wrigley Field and Grant Park.
Are you considering an apartment instead of a traditional hotel?
An apartment features a kitchen for convenient meals, and often has more space than a traditional hotel room. Apartments are a good option for solo travellers who want to live like locals, but also for families who want the conveniences of home.
What's a favourite apartment I should consider for a stay in Westchester?
Below you’ll find a top apartment in the area: Cozy modern unit w/ easy access to downtown Chi: Located 4.8 mi/7.7 km away in Oak Park . Free WiFi and a patio are included .
What can I expect from the weather in Westchester?
Weather is only one factor, but it can really affect your travel plans, especially if you are planning a longer stay in Westchester. The hottest months are usually July and August, with an average temperature of 22°C, while the coldest months are January and February, with an average of -1°C. The snowiest months in Westchester are January, November, February and December, with each month seeing an average of 13 cm of snowfall.
What should I see and do in Westchester?
Westchester is known for its restaurants and shops. Explore the area and family-friendly sights such as Norridge Park District, or get out into nature at a spot like Grant Park. You’ll find favourite places to visit such as Wrigley Field and Navy Pier in the wider area.
What's the best way to get to and around Westchester?
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 8.4 mi (13.4 km) away from the city centre. Otherwise, you can search for flights to Chicago O’Hare International Airport (ORD), which is 8.9 mi (14.3 km) away. If you’d like to explore around the area, consider renting a car to explore more sights.

Recent Hotel Reviews in Westchester
Expedia verified reviews