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Check prices for these dates

In two weeks
Jul 31 - Aug 2
In two months
Sep 11 - Sep 13
In three months
Oct 9 - Oct 11
In four months
Nov 6 - Nov 8

Our top choices for Westchester apartments

Private kitchen

Modern Luxury 2BR Near Downtown Chicago - Sleeps 6 & Designer Stay

Modern Luxury 2BR Near Downtown Chicago - Sleeps 6 & Designer Stay
Westchester
10.0 out of 10, Exceptional, (1 review)
"Our family had a wonderful time! The apartment was beautiful,clean and cozy.Thank you for accomodating us."
United States
Manuel P.
The price is CA $269
CA $586 total
includes taxes & fees
Jul 20 - Jul 21
Modern Luxury 2BR Near Downtown Chicago - Sleeps 6 & Designer Stay
Smart TV

Luxury Retreat w/ King Bed, 3-in-1 Pool Table, 15 Min to Chicago, Free Parking

Luxury Retreat w/ King Bed, 3-in-1 Pool Table, 15 Min to Chicago, Free Parking
Oak Park
The price is CA $126
CA $342 total
includes taxes & fees
Jul 26 - Jul 27
Luxury Retreat w/ King Bed, 3-in-1 Pool Table, 15 Min to Chicago, Free Parking
Dining

Sleeps7 • 2BR • Coffee Station • Backyard w/ Grill

Sleeps7 • 2BR • Coffee Station • Backyard w/ Grill
Belmont Cragin
8.8 out of 10, Excellent, (3 reviews)
"I called the host about the thermostat not working and he said he would get in touch with somebody, never heard back from him and the problem was never solved. There were two window air conditioning units that I cleaned the filters myself as they were not very efficient."
United States
Raymond
The price is CA $98
CA $534 total
includes taxes & fees
Jul 19 - Jul 20
Sleeps7 • 2BR • Coffee Station • Backyard w/ Grill
Interior

Cozy Garden Suite minutes from O'hare and Rosemont + Free Parking

Cozy Garden Suite minutes from O'hare and Rosemont + Free Parking
Northlake
9.8 out of 10, Exceptional, (20 reviews)
"Great host and had everything you would need."
United States
Mj2green J.
The price is CA $210
CA $257 total
includes taxes & fees
Aug 3 - Aug 4
Cozy Garden Suite minutes from O'hare and Rosemont + Free Parking
Smart TV, computer monitors

3BR Near O'Hare • Office • Coffee Bar • Sleeps 9

3BR Near O'Hare • Office • Coffee Bar • Sleeps 9
O'Hare
10.0 out of 10, Exceptional, (2 reviews)
"The space was comfortable, clean and inviting.The host was fabulous! I recommend this place when visiting the Chicago area."
United States
Megan K.
The price is CA $90
CA $592 total
includes taxes & fees
Jul 19 - Jul 20
3BR Near O'Hare • Office • Coffee Bar • Sleeps 9
1 bedroom, iron/ironing board, travel crib, WiFi

LIVN West Loop Chicago Classic Queen Studio

LIVN West Loop Chicago Classic Queen Studio
Downtown Chicago
10.0 out of 10, Exceptional, (6 reviews)
The price is CA $219
CA $291 total
includes taxes & fees
Jul 19 - Jul 20
LIVN West Loop Chicago Classic Queen Studio
Dining

1BR Near O'Hare • Balcony • Workspace

1BR Near O'Hare • Balcony • Workspace
O'Hare
The price is CA $67
CA $375 total
includes taxes & fees
Jul 21 - Jul 22
1BR Near O'Hare • Balcony • Workspace
Coffee/tea maker, fridge, microwave, oven

Mins from O'Hare • Safe Location • Private Parking

Mins from O'Hare • Safe Location • Private Parking
O'Hare
10.0 out of 10, Exceptional, (1 review)
"I had no issues at all, they were in constant contact if i needed anything. The area was really nice and relaxing. Everything was 10 minutes or less drive. Truly a primed rental, would definitely go back"
United States
Daniel H.
The price is CA $135
CA $464 total
includes taxes & fees
Jul 22 - Jul 23
Mins from O'Hare • Safe Location • Private Parking
Interior

River North Rooftop With In and Out Parking 3

River North Rooftop With In and Out Parking 3
Downtown Chicago
9.8 out of 10, Exceptional, (7 reviews)
"Not a bad thing to say about this experience. Host was extremely responsive and helpful, looked exactly like the pictures, had everything we needed, location was perfect and the included parking was such a perk! Highly recommend staying here. I hope to be back! "
United States
Kara B.
The price is CA $372
CA $850 total
includes taxes & fees
Jul 19 - Jul 20
River North Rooftop With In and Out Parking 3
TV

Spacious 3 Bedroom Apartment - 10 Minutes to Downtown - Sleeps up to 10

Spacious 3 Bedroom Apartment - 10 Minutes to Downtown - Sleeps up to 10
Brighton Park
10.0 out of 10, Exceptional, (2 reviews)
"The rooms were spotless. The apartment was spacious. I enjoyed my stay. "
United States
Rachel
The price is CA $135
CA $413 total
includes taxes & fees
Aug 4 - Aug 5
Spacious 3 Bedroom Apartment - 10 Minutes to Downtown - Sleeps up to 10
Interior

Stylish Luxe King bed w/Free Parkng near DT Oak Pk

Stylish Luxe King bed w/Free Parkng near DT Oak Pk
Oak Park
9.6 out of 10, Exceptional, (105 reviews)
"Everything was good!"
United States
Brio
The price is CA $227
CA $457 total
includes taxes & fees
Aug 11 - Aug 12
Stylish Luxe King bed w/Free Parkng near DT Oak Pk
Interior

Modern Condo • Safe Chicago Stay Near O’Hare

Modern Condo • Safe Chicago Stay Near O’Hare
O'Hare
10.0 out of 10, Exceptional, (1 review)
"The overall experience was fantastic. The unit was clean and well stocked to meet all my needs for the stay. Staff were very responsive and helpful with all inquires"
United States
Jatin P.
The price is CA $85
CA $399 total
includes taxes & fees
Aug 3 - Aug 4
Modern Condo • Safe Chicago Stay Near O’Hare
1 bedroom, iron/ironing board, WiFi (free), bed sheets

Cozy studio in Andersonville Chicago

Cozy studio in Andersonville Chicago
Edgewater
9.6 out of 10, Exceptional, (87 reviews)
"Wonderful hosts…very kind and communicative. Awesome area… highly recommended!"
United States
Andrew C.
The price is CA $215
CA $358 total
includes taxes & fees
Aug 16 - Aug 17
Cozy studio in Andersonville Chicago
1 bedroom

Cozy King bed,Nsmk|Kitchen|Shower|Studio 6 Chicago

Cozy King bed,Nsmk|Kitchen|Shower|Studio 6 Chicago
Chicago
9.6 out of 10, Exceptional, (28 reviews)
"Nice, clean, and a quiet hotel"
United States
Anonymous traveller
The price is CA $153
CA $169 total
includes taxes & fees
Aug 17 - Aug 18
Cozy King bed,Nsmk|Kitchen|Shower|Studio 6 Chicago
TV, offices

LIVN Millennium Park Downtown Chicago 1 BR

LIVN Millennium Park Downtown Chicago 1 BR
Downtown Chicago
10.0 out of 10, Exceptional, (1 review)
"Great location to sights, shops, and food."
United States
Adrianna W.
The price is CA $365
CA $492 total
includes taxes & fees
Jul 20 - Jul 21
LIVN Millennium Park Downtown Chicago 1 BR
Coffee/tea maker, fridge, microwave, oven

Cozy, Comfortable and Convenient apartment. Close to everything!

Cozy, Comfortable and Convenient apartment. Close to everything!
Oak Park
9.8 out of 10, Exceptional, (77 reviews)
"The host responded quickly to my requests. Apartment was clean. Kitchen well stocked with cooking, utensils, spices, etc. He registered my car so I coiud park on the street without any problem. Close to the Blue Line stop to take the "L" into downtown Chicago."
United States
Michael
The price is CA $196
CA $469 total
includes taxes & fees
Aug 17 - Aug 18
Cozy, Comfortable and Convenient apartment. Close to everything!
Interior

King Size Bed, Near Hwy, Work Desk, Parking Just A Few Feet Away

King Size Bed, Near Hwy, Work Desk, Parking Just A Few Feet Away
Lockport
10.0 out of 10, Exceptional, (9 reviews)
"Great stay. Nice place. Easy access. Clean. "
United States
Juan S.
The price is CA $176
CA $367 total
includes taxes & fees
Jul 23 - Jul 24
King Size Bed, Near Hwy, Work Desk, Parking Just A Few Feet Away
TV, offices

Modern West Loop Gem-City Views & Prime Location 4

Modern West Loop Gem-City Views & Prime Location 4
Downtown Chicago
9.6 out of 10, Exceptional, (12 reviews)
"Amazing accommodation"
United States
Jiri N.
The price is CA $466
CA $1,152 total
includes taxes & fees
Aug 9 - Aug 10
Modern West Loop Gem-City Views & Prime Location 4
Design Apartment, Private Bathroom (The Oak Park Loft) | Exterior

The Oak Park Loft

The Oak Park Loft
2.0 star property
Oak Park
9.2 out of 10, Wonderful, (7 reviews)
"Good location, nice neighborhood, restaurants close"
United States
Linda
The price is CA $255
CA $447 total
includes taxes & fees
Aug 3 - Aug 4
The Oak Park Loft
TV

BF - Bright and Cozy 1BR Apartment in Logan Square!

BF - Bright and Cozy 1BR Apartment in Logan Square!
Logan Square
10.0 out of 10, Exceptional, (53 reviews)
"Perfect location for a peaceful stay in Chicago! Great place, great decoration, amenities, and Joan is a fantastic host. Highly recommended! "
United Kingdom
Fernando J.
The price is CA $112
CA $266 total
includes taxes & fees
Jul 19 - Jul 20
BF - Bright and Cozy 1BR Apartment in Logan Square!
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 Westchester Hotel Reviews

Hyatt Regency Chicago

Hyatt Regency Chicago

10/10 Excellent
"Todo bueno"
Joan 2-night trip
Posted less than an hour ago
Hyatt Regency Chicago

Find out more about Westchester

Westchester Apartments information

Number of reviews
263
Accommodation
1504 Apartments
Lowest Price
CA $169
Highest Price
CA $1,152

Frequently asked questions

What's it like to stay at an apartment in Westchester?
You'll find 5 apartments to choose from in Westchester for your trip. You might want to visit the area's shops and enjoy its restaurants. Discover top sights in the region such as United Center and Wrigley Field.
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: Bella Villa on Taylor Street Chicago's Little Italy 1 mile west the Loop & UIC: Located 11.2 mi/18.1 km away in Chicago. Free WiFi and Smart TVs are included. Access to onsite laundry facilities is available on site. Cozy 2-bedroom apartment in welcoming Chicago in the Wicker Park area: Located in Chicago, 11.6 mi/18.7 km away. Includes free WiFi and Smart TVs. Access to onsite laundry facilities is available on site. Archer #2 - New 3 Bedroom near McCormick Place, Wintrust Arena, Chinatown: Located in Chicago, 11.6 mi/18.7 km from Westchester. Includes free WiFi, private patios, and Smart TVs. Access to onsite laundry facilities is available on site.
How many apartments are there in Westchester?
Expedia has 5 apartments to book in 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 Galloping Ghost, or get out into nature at a spot like Millennium Park. You'll find favorite places to visit like United Center and Wrigley Field 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.

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