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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$3,277 total
includes taxes & fees
25 Jun - 26 Jun
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$1,984
HK$4,137 total
includes taxes & fees
9 Jul - 10 Jul
River North Rooftop With In and Out Parking 5
Desk, iron/ironing board, travel cot, WiFi

Chic Studio in the Heart of the Gold Coast

Chic Studio in the Heart of the Gold Coast
Downtown Chicago
9.8 out of 10, Exceptional, (7 reviews)
"This was a great stay! Great size and location. Would recommend it a lot."
United States
Dulce
The price is HK$1,215
HK$2,184 total
includes taxes & fees
21 Jul - 22 Jul
Chic Studio in the Heart of the Gold Coast
TV, offices

Sunlit 1BR Apartment | Warm & Welcoming Space

Sunlit 1BR Apartment | Warm & Welcoming Space
Downtown Chicago
8.0 out of 10, Very good, (3 reviews)
"Host was very friendly and informative. Place was clean and close to lots of fun. Trains loud and busy but knew that going in. "
United States
Tyler B.
The price is HK$1,082
HK$2,097 total
includes taxes & fees
5 Jul - 6 Jul
Sunlit 1BR Apartment | Warm & Welcoming Space
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$2,077
HK$4,741 total
includes taxes & fees
1 Jul - 2 Jul
River North Rooftop With In and Out Parking 3
TV, offices

Chicago-Themed 1BR in a Central Spot near Downtown

Chicago-Themed 1BR in a Central Spot near Downtown
Downtown Chicago
10.0 out of 10, Exceptional, (1 review)
"Clean spacious great location easy to get everywhere "
United States
Melissa M.
The price is HK$1,270
HK$2,346 total
includes taxes & fees
5 Jul - 6 Jul
Chicago-Themed 1BR in a Central Spot near Downtown
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$1,442
HK$1,926 total
includes taxes & fees
29 Jun - 30 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, WiFi, bed sheets

1BR Modern Luxe Apt with In-Unit Laundry

1BR Modern Luxe Apt with In-Unit Laundry
Downtown Chicago
8.8 out of 10, Excellent, (3 reviews)
"Great experience for me and my wife I would definitely come back "
United States
ShowtimeFam1
The price is HK$1,043
HK$2,041 total
includes taxes & fees
29 Jun - 30 Jun
1BR Modern Luxe Apt with In-Unit Laundry
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$1,843 total
includes taxes & fees
25 Jun - 26 Jun
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, (23 reviews)
"Great location. "
United States
Tom S.
The price is HK$4,642
HK$9,154 total
includes taxes & fees
23 Jul - 24 Jul
Modern West Loop Gem-City Views & Prime Location 6
2 bedrooms, iron/ironing board, travel cot, WiFi

Sunlit & Chic 2BR Retreat

Sunlit & Chic 2BR Retreat
Hyde Park
10.0 out of 10, Exceptional, (4 reviews)
"Wonderful condo! Very clean and great location! We enjoyed our stay very much."
United States
Misty H.
The price is HK$1,129
HK$2,279 total
includes taxes & fees
8 Jul - 9 Jul
Sunlit & Chic 2BR Retreat
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.
The price is HK$3,607
HK$6,995 total
includes taxes & fees
21 Jul - 22 Jul
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$2,078
HK$3,794 total
includes taxes & fees
22 Jul - 23 Jul
"Joy of Evanston" 1BDR, KING EXEC Suite, pool+Gym
3 bedrooms, iron/ironing board, travel cot, WiFi

Relaxing 3BR Getaway Close to Dining & Shopping

Relaxing 3BR Getaway Close to Dining & Shopping
Portage Park
9.6 out of 10, Exceptional, (5 reviews)
"Great stay for a family weekend - we were within easy uber distance of our family and downtown - where we went to watch the Chicago marathon."
United States
Surya B.
The price is HK$831
HK$2,000 total
includes taxes & fees
30 Jun - 1 Jul
Relaxing 3BR Getaway Close to Dining & Shopping
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$1,023
HK$2,169 total
includes taxes & fees
6 Jul - 7 Jul
Cozy Neighborhood Escape: Near Northwestern-Chicago-Beaches & More
TV, offices

1BR/1BA City Comfort

1BR/1BA City Comfort
Lincoln Square
8.0 out of 10, Very good, (10 reviews)
"Everything was great- great location, very clean and cute, and the hosts were communicative and attentive. "
United States
Elizabeth A.
The price is HK$1,043
HK$2,032 total
includes taxes & fees
6 Jul - 7 Jul
1BR/1BA City Comfort
TV, offices

1BR Well-Equipped Apartment

1BR Well-Equipped Apartment
Lakeview
9.0 out of 10, Wonderful, (9 reviews)
"Host was very accommodating verynice place"
United States
Tom M.
The price is HK$808
HK$1,688 total
includes taxes & fees
30 Jun - 1 Jul
1BR Well-Equipped Apartment
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

River Hotel

River Hotel

10/10 Excellent
"From the minute we checked in and met Jock at the front desk, we knew it was the right hotel! He was BEYOND the best staff member we’ve ever had the pleasure of meeting. He understood our needs and was extremely helpful in all areas of our stay! The hotel was very centrally located and a short walk to attractions in all directions. The hotel was clean and as crazy at this sounds, we even used our black light to check! An awesome place all around! I highly recommend staying here anytime you’re looking for hotels in the Chicago River Walk area! Shout out to our new friend Jock! Could not thank him enough for making our stay so comfortable!"
Cristi 1-night trip
Posted less than an hour ago
River Hotel

Find out more about Westchester

Westchester Apartments information

Number of reviews
33
Accommodation
1412 Apartments
Lowest Price
HK$2,465
Highest Price
HK$2,984

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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