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Check prices for these dates

In two weeks
10 Jul - 12 Jul
In two months
21 Aug - 23 Aug
In three months
18 Sept - 20 Sept
In four months
16 Oct - 18 Oct

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
The price is HK$1,503
HK$3,176 total
includes taxes & fees
26 Jul - 27 Jul
Modern Luxury 2BR Near Downtown Chicago - Sleeps 6 & Designer Stay
Fridge, microwave, oven, stovetop

River North Rooftop With In and Out Parking 5

River North Rooftop With In and Out Parking 5
Downtown Chicago
9.6 out of 10, Exceptional, (5 reviews)
"Everything was amazing, property was even better than expected"
United States
Jacob
The price is HK$1,983
HK$4,136 total
includes taxes & fees
9 Jul - 10 Jul
River North Rooftop With In and Out Parking 5
Interior

9 Mi to Downtown! Pet-Friendly Unit Near UChicago

9 Mi to Downtown! Pet-Friendly Unit Near UChicago
Woodlawn
10.0 out of 10, Exceptional, (2 reviews)
"Great host very accommodating."
United States
Kali P.
The price is HK$698
HK$2,663 total
includes taxes & fees
3 Jul - 4 Jul
9 Mi to Downtown! Pet-Friendly Unit Near UChicago
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, (6 reviews)
"We had a very comfortable stay here. The hosts are exceptionally communicative and helpful. Loved having a place to park my car, and the hosts set it up so my license plate was recognized at the gate so that parking was free. The unit was very clean and spacious. Note, the kitchen does not have pots or pans to cook, so plan on eating out!"
United States
Jennifer M.
The price is HK$2,078
HK$4,693 total
includes taxes & fees
28 Jun - 29 Jun
River North Rooftop With In and Out Parking 3
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 HK$1,309
HK$1,731 total
includes taxes & fees
28 Jun - 29 Jun
LIVN Millennium Park Downtown Chicago 1 BR
1 bedroom, iron/ironing board, travel cot, WiFi

LIVN West Loop Chicago Queen Superior Studio

LIVN West Loop Chicago Queen Superior Studio
Downtown Chicago
9.2 out of 10, Wonderful, (9 reviews)
"The service was top notch at this property. The hosts were super responsive and professional. The location was incredible. Loved being able to cook in the apartment. The apartment was newly renovated and very urban chic. "
United States
Michelle R.
The price is HK$1,443
HK$1,906 total
includes taxes & fees
28 Jun - 29 Jun
LIVN West Loop Chicago Queen Superior Studio
Fridge, microwave, oven, stovetop

Beautiful Unit CHI in Prime River North - 2

Beautiful Unit CHI in Prime River North - 2
Downtown Chicago
8.6 out of 10, Excellent, (25 reviews)
"Great place to stay for our girls weekend. Very convenient to everything in the city! We had the second unit and just to know this is a walk up with about 40-45 stairs to get to the unit. "
United States
Dawn P.
The price is HK$1,309
HK$3,493 total
includes taxes & fees
3 Jul - 4 Jul
Beautiful Unit CHI in Prime River North - 2
1 bedroom, iron/ironing board, free WiFi, bed sheets

Cozy studio in Andersonville Chicago

Cozy studio in Andersonville Chicago
Edgewater
9.6 out of 10, Exceptional, (83 reviews)
"Great stay i loved it"
United States
Cedes W.
The price is HK$1,094
HK$1,862 total
includes taxes & fees
9 Jul - 10 Jul
Cozy studio in Andersonville Chicago
TV, offices

Modern West Loop Gem-City Views & Prime Location 6

Modern West Loop Gem-City Views & Prime Location 6
Downtown Chicago
10.0 out of 10, Exceptional, (24 reviews)
"Great location. "
United States
Tom S.
The price is HK$4,665
HK$9,182 total
includes taxes & fees
23 Jul - 24 Jul
Modern West Loop Gem-City Views & Prime Location 6
Exterior

Spacious 4BR Central Apartment w/ Skyline Views

Spacious 4BR Central Apartment w/ Skyline Views
Near North Side
10.0 out of 10, Exceptional, (21 reviews)
"Great place! The location is perfect. The apartment was comfortable for 5 people. Love the king beds in each room.It was clean and the staff was very helpful.Would definitely stay here again!"
United States
valerie h.
Spacious 4BR Central Apartment w/ Skyline Views
Dining

"Joy of Evanston" 1BDR, KING EXEC Suite, pool+Gym

"Joy of Evanston" 1BDR, KING EXEC Suite, pool+Gym
Downtown Evanston
10.0 out of 10, Exceptional, (17 reviews)
"We would recommend this location and suite to anyone who has a need to visit in the greater Chicago area as apposed to staying in the city."
United States
David W.
The price is HK$2,085
HK$3,802 total
includes taxes & fees
22 Jul - 23 Jul
"Joy of Evanston" 1BDR, KING EXEC Suite, pool+Gym
Terrace/patio

Cozy Neighborhood Escape: Near Northwestern-Chicago-Beaches & More

Cozy Neighborhood Escape: Near Northwestern-Chicago-Beaches & More
South Evanston
10.0 out of 10, Exceptional, (50 reviews)
"The place was awesome - very clean !! Great location !! "
United States
John R.
The price is HK$988
HK$2,120 total
includes taxes & fees
6 Jul - 7 Jul
Cozy Neighborhood Escape: Near Northwestern-Chicago-Beaches & More
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 O'Hare Chicago

Hyatt Regency O'Hare Chicago

10/10 Excellent
"Right next to the convention center and Rosemont Theatre which made it very easy to walk around. Breakfast was not included, but there were a lot of restaurant options available. Staff was extremely friendly and professional."
Evan 4-night trip
Posted less than an hour ago
Hyatt Regency O'Hare Chicago

Find out more about Westchester

Westchester Apartments information

Number of reviews
228
Accommodation
1412 Apartments
Lowest Price
HK$1,731
Highest Price
HK$9,182

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 holiday. You might want to visit the area's shops and enjoy its restaurants. Take the time to visit top sights in the region such as Wrigley Field and Michigan Avenue.
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?
Here are some of the top apartments in the area to choose from: 1 Queen Bed | Non-Smoking, Kitchen: Located 9.5 mi/15.3 km away in Lisle . Amenities include a Smart TV . LIVN West Loop Chicago 2 BR City View: It's located in Chicago , 12.4 mi/20 km away.
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 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 Galloping Ghost, or get out into nature at a spot like Millennium Park. You'll find favourite places to visit such as Wrigley Field and Michigan Avenue 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.

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