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
    Sign in
    today icon
    Change your mind
    Book hotels with free cancellation

Compare 1698 Apartments in Westchester with updated reviews, rates, and availability.

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, (118)
"Great location walking distance of restaurants and some nightlife. Good neighborhood very safe college kids walking the streets not occasion. Are you really lazy lots of amenities more than usual in places like this and enjoyed our state would stay there again"
1F Chicago's Little italy Graystone nearDowntown
Vintage Graystone in Little Italy near the loop UIC United Ct & McCormick Place
Open Concept Living Room
Vintage Graystone in Little Italy near the loop UIC United Ct & McCormick Place
10.0 out of 10, Exceptional, (211)
"Enough room for 2 kids and parents qith room to spare"
Vintage Graystone in Little Italy near the loop UIC United Ct & McCormick Place
Wrigley/Lakeview Gem- Walk to Wrigley Field/ Parking available!
Living area
Wrigley/Lakeview Gem- Walk to Wrigley Field/ Parking available!
9.6 out of 10, Exceptional, (11)
"Great location, cute place."
Wrigley/Lakeview Gem- Walk to Wrigley Field/ Parking available!
New Garden Studio near Wrigley/DePaul/Dwtn
New Garden Studio near Wrigley/DePaul/Dwtn
9.6 out of 10, Exceptional, (7)
"All good"
New Garden Studio near Wrigley/DePaul/Dwtn
Beautiful apartment in peaceful Elk Grove
Lobby
Beautiful apartment in peaceful Elk Grove
Beautiful apartment in peaceful Elk Grove
Clarendon Hills Garden
Room
Clarendon Hills Garden
10.0 out of 10, Exceptional, (2)
"Very clean for being in the basement. Great for the price we got it at! Felt very safe in it's location within a beautiful neighborhood with sidewalks. Walked to the market apx 15 min walk there. There were a TON of LOUD cicadas which was a little eek but I believe that only happens every 17 years? Would of been nice to have a wall separating unit stays instead of just a door. Wasn't sure if someone could come down stairs from the upstairs that wasn't part of our rental. over all though we had a...
The price is SAR 188
SAR 435 total
includes taxes & fees
22 Nov - 23 Nov
Clarendon Hills Garden
Cozy modern unit w/ easy access to downtown Chi
Living area
Cozy modern unit w/ easy access to downtown Chi
9.4 out of 10, Exceptional, (34)
"Clean, exactly as described and reasonably priced. Also a great location to access public transit & lots of restaurants nearby. Had a great stay!"
Cozy modern unit w/ easy access to downtown Chi
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, (163)
"The location is close to the bus, and then easy to the Metro. It was about a 40ish min travel to the Art Institute when we were there. Roscoe Village is picturesque. There is a Starbucks at the end of the street if you want your pumpkin spice latte, but they've also got plenty of local talent- the owner of Rudy's Bakery (try the butter cookies YUM!!)-was lovely. There were plenty of other places--we just didn't have time! We arrived on Halloween; the entire neighborhood came out on their front...
Roscoe Village Inn | Guesthouse | Walk to Chicago's Wrigley Field
Chic & Historic Apartment Steps from Mag Mile
Living area
Chic & Historic Apartment Steps from Mag Mile
9.8 out of 10, Exceptional, (26)
"Very nice neighborhood, walking distance to Michigan Avenue, great food options, place has everything you need, I’ll stay there again, "
Chic & Historic Apartment Steps from Mag Mile
Cozy 1-bedroom apartment just 6 minutes drive to Morton Arboretum
Living area
Cozy 1-bedroom apartment just 6 minutes drive to Morton Arboretum
9.6 out of 10, Exceptional, (12)
"It was a perfect place for a quick overnight trip."
The price is SAR 212
SAR 359 total
includes taxes & fees
24 Nov - 25 Nov
Cozy 1-bedroom apartment just 6 minutes drive to Morton Arboretum
Beautiful Unit CHI in Prime River North - 3
Living Room / Dining Room with Fully stocked kitchen
Beautiful Unit CHI in Prime River North - 3
10.0 out of 10, Exceptional, (13)
"I had an amazing stay! The place was exactly as described—spotlessly clean, beautifully decorated, and super comfortable. The host was incredibly welcoming and provided excellent local recommendations. The location was perfect, with easy access to restaurants and attractions. I couldn’t have asked for a better experience. I’ll definitely be back!"
Beautiful Unit CHI in Prime River North - 3
Wrigley/Southport Corridor Garden Oasis +parking!
Living area
Wrigley/Southport Corridor Garden Oasis +parking!
9.8 out of 10, Exceptional, (66)
"This little apartment is close to my cousin in Wrigleyville and a perfect location to get downtown and to see a Bears game (they are terrible right now). Entry instructions were easy and apartment was very clean."
Wrigley/Southport Corridor Garden Oasis +parking!
Chic, Cozy home, by Blue Line Train Stop + Free parking
Private kitchen
Chic, Cozy home, by Blue Line Train Stop + Free parking
9.6 out of 10, Exceptional, (35)
"Very nice apartment. Could use more pillows (or fluffier). Just as advertised. "
Chic, Cozy home, by Blue Line Train Stop + Free parking
Prime Location - Close to Public Transit, Little Italy, the Medical District and UIC by AllSet Turnover
Bright, open-concept living space and kitchen
Prime Location - Close to Public Transit, Little Italy, the Medical District and UIC by AllSet Turnover
8.0 out of 10, Very Good, (10)
"10 min walk from nearest train station"
Prime Location - Close to Public Transit, Little Italy, the Medical District and UIC by AllSet Turnover
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, (124)
"Location was perfect, mostly clean, just needed wash cloths, some papertowels & at least an extra roll of TP. Louder group up top but expected that being in an apartment. Overall we would stay again. "
Walk to Wrigley Field/Monthly Discounts Available
Oak Park Queen
Interior
Oak Park Queen
9.2 out of 10, Wonderful, (9)
"I was mostly confused about how to go about checking in so i had to call. We were told we would get an email soon telling us everything we needed to know which is fine, but we didnt know that till almost check in time. A minor inconvenience but not serious. Loved the area!"
The price is SAR 507
SAR 971 total
includes taxes & fees
25 Nov - 26 Nov
Oak Park Queen
Sunny Coach House in Historic Oak Park
Living area
Sunny Coach House in Historic Oak Park
9.8 out of 10, Exceptional, (47)
"Hosts were great place check on easy! Would stay again."
Sunny Coach House in Historic Oak Park
Enjoy Evanston! Slow Down After a Busy Day Sight Seeing - Walking Distance from Public Transportation by AllSet Turnover
Flooring,Chair,Furniture,Living Room,Room
Enjoy Evanston! Slow Down After a Busy Day Sight Seeing - Walking Distance from Public Transportation by AllSet Turnover
8.4 out of 10, Very Good, (17)
"Grandparents visiting the kids. Fabulous week. It was wonderful having such a comfortable place to stay. Although an older home , it was neat, clean and well supplied. It's upstairs so you need to be able to climb. "
Enjoy Evanston! Slow Down After a Busy Day Sight Seeing - Walking Distance from Public Transportation by AllSet Turnover
Stylish Luxe King bed w/Free Parkng near DT Oak Pk
Living room offers comfortable chair, loveseat and a sofa that turns into a bed.
Stylish Luxe King bed w/Free Parkng near DT Oak Pk
9.6 out of 10, Exceptional, (70)
"Booked this place for my family who visited for my wedding. Everything was clean and just as described. The location was super easy to find and instructions were clear. Good location close to Downtown Oak Park and close enough to talk to the train station if needed. Ali was very nice and available via message. Thank you so much!!"
Stylish Luxe King bed w/Free Parkng near DT Oak Pk
Breathtaking Downtown Penthouse B - Sleeps 11
Breathtaking Downtown Penthouse B - Sleeps 11
8.8 out of 10, Excellent, (19)
"Roof deck was great. Awesome location. Would stay there again"
Breathtaking Downtown Penthouse B - Sleeps 11
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.
Don't see what you're looking for?
See all available properties in Westchester
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Other property types in Westchester

Sentral Michigan Avenue
Garden
Sentral Michigan Avenue
4.0 star property
9.2 out of 10, Wonderful, (592)
"Great stay. Will stay again!"
The price is SAR 405
SAR 585 total
includes taxes & fees
24 Nov - 25 Nov
Sentral Michigan Avenue
Sonder Market Hall
Living area
Sonder Market Hall
3.5 star property
8.6 out of 10, Excellent, (208)
"My stay at Sonder was an absolute delight! The property is very clean and the view and vibe was very cozy and perfect! The manager Jess went above and beyond helping out with questions and took great care of me! I will definitely be coming back! "
The price is SAR 211
SAR 247 total
includes taxes & fees
22 Dec - 23 Dec
Sonder Market Hall
Sonder South Wabash
Living area
Sonder South Wabash
3.5 star property
9.0 out of 10, Wonderful, (395)
"Nice"
The price is SAR 455
SAR 534 total
includes taxes & fees
19 Dec - 20 Dec
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.

Frequently asked questions

What's it like to stay at an apartment in Westchester?
There are plenty of places to stay with in the larger Chicago area, with 4616 lodging choices including 2260 apartments. You might want to visit the area’s shops and enjoy its restaurants. Discover top sights in the region such as Wrigley Field and Millennium Park.
Are you thinking about an apartment for your stay?
An apartment comes equipped with a kitchen, so you can cook some of your meals, and often has more space than a traditional hotel room. Apartments are a good option for couples who want a more local feel, but also for families who want the conveniences of home.
What's the top apartment for a stay in Westchester?
Here are some of the favorite apartments in the area to choose from: Wrigley/Southport Corridor Garden Oasis +parking!: Located 13.1 mi/21.1 km away in Chicago. Amenities include Smart TVs. Stay in “STYLE” Apartment, close to CHI downtown: It’s situated in Chicago, 10.3 mi/16.6 km away. Includes Smart TVs. Vintage Graystone in Little Italy near the loop UIC United Ct & McCormick Place: 11.2 mi/18.1 km away in Chicago. Free WiFi and Smart TVs are included. Roscoe Village Inn | Guesthouse | Walk to Chicago’s Wrigley Field: It’s situated in Chicago, 12.3 mi/19.8 km from Westchester.
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 temp of 71°F, while the coldest months are January and February with an average of 31°F. The snowiest months in Westchester are January, November, February, and December, with each month seeing an average of 5 inches 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 Edge Ice Arena, or get out into nature at a spot like Millennium Park. You’ll find favorite places to visit like Wrigley Field and Michigan Avenue in the larger area.
What's the best way to get to and around Westchester?
Knowing a bit about the transportation options can save you time when you get to your destination. Fly into Chicago Midway Airport (MDW), which is located 8.4 mi (13.4 km) from the heart of the city. Otherwise, look for flights into Chicago O’Hare Intl. Airport (ORD), which is 8.9 mi (14.3 km) away. If you’d like to venture out around the area, consider renting a car to take in more sights.