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1 Aug - 3 Aug
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Apartments in Westchester

Clean & Equipped 1BR Apt
Dining

Clean & Equipped 1BR Apt

8.0 out of 10, Very Good, (6)
The price is SAR 353
SAR 711 total
includes taxes & fees
28 Jul - 29 Jul
Clean & Equipped 1BR Apt
Lakeview 2BR Apartment
Fridge, microwave, oven, stovetop

Lakeview 2BR Apartment

8.8 out of 10, Excellent, (3)
"Great location, charming building. The photos in the listing are very accurate. Super close to the L and restaurants."
The price is SAR 353
SAR 711 total
includes taxes & fees
27 Jul - 28 Jul
Lakeview 2BR Apartment
Cozy, Fully Set-Up 1BR Space
Fridge, microwave, oven, stovetop

Cozy, Fully Set-Up 1BR Space

9.4 out of 10, Exceptional, (6)
"Great place! 15 min walk to Wrigley "
The price is SAR 353
SAR 711 total
includes taxes & fees
27 Jul - 28 Jul
Cozy, Fully Set-Up 1BR Space
Luxurious 3 Bedroom Apartment in Chicago
Microwave, oven, stovetop, dishwasher

Luxurious 3 Bedroom Apartment in Chicago

9.6 out of 10, Exceptional, (12)
"Great property! Would visit again!"
Luxurious 3 Bedroom Apartment in Chicago
Cozy studio in Andersonville Chicago
1 bedroom, iron/ironing board, free WiFi, bed sheets

Cozy studio in Andersonville Chicago

9.2 out of 10, Wonderful, (14)
"It was a great location, internet was a little spotty on streaming services but we were in walking distance to so much it was worth it "
The price is SAR 319
SAR 616 total
includes taxes & fees
28 Jul - 29 Jul
Cozy studio in Andersonville Chicago
Charming 2BR in Vibrant Lakeview
Shower, hair dryer, towels

Charming 2BR in Vibrant Lakeview

9.6 out of 10, Exceptional, (4)
"This place was great! Loved my stay!"
The price is SAR 364
SAR 723 total
includes taxes & fees
27 Jul - 28 Jul
Charming 2BR in Vibrant Lakeview
Nice 1BR Spot, Unwind & Relax
TV

Nice 1BR Spot, Unwind & Relax

10.0 out of 10, Exceptional, (2)
"Great area and accommodation was nice. Host was great at communicating with. Ravenswood is a great location with lots of restaurants and little shops."
The price is SAR 330
SAR 676 total
includes taxes & fees
30 Jul - 31 Jul
Nice 1BR Spot, Unwind & Relax
Artistic Loft Rooftop | 13 mins DT | 4 mins Lake
Terrace/patio

Artistic Loft Rooftop | 13 mins DT | 4 mins Lake

10.0 out of 10, Exceptional, (35)
"This was convenient and check-in process was easy. We would stay here again."
Artistic Loft Rooftop | 13 mins DT | 4 mins Lake
4BR Home – Well-Furnished, Garage Included
Property grounds

4BR Home – Well-Furnished, Garage Included

4BR Home – Well-Furnished, Garage Included
Comfy 2BR in Heart of Lakeview
2 bedrooms, iron/ironing board, travel crib, WiFi

Comfy 2BR in Heart of Lakeview

8.0 out of 10, Very Good, (1)
"The location is very convenient—just a 15-minute walk from Boystown and 6 minutes from some great breakfast spots. One mattress should be replaced, as it is quite worn. Everything else was fine. I'm not a big fan of noisy window AC units, especially since I’m a light sleeper; even with earplugs, the noise was still bothersome. The lockbox for the key is a bit tricky—I imagine others might find it difficult to open as well. Overall, the place was more affordable than other options, so I’d give...
The price is SAR 364
SAR 723 total
includes taxes & fees
27 Jul - 28 Jul
Comfy 2BR in Heart of Lakeview
2-bedroom apartment just 2 minutes drive to Wrigley Field
Exterior

2-bedroom apartment just 2 minutes drive to Wrigley Field

2.0 star property
9.6 out of 10, Exceptional, (31)
"Easy to find, slept like a baby. "
The price is SAR 503
SAR 1,218 total
includes taxes & fees
27 Jul - 28 Jul
2-bedroom apartment just 2 minutes drive to Wrigley Field
Wrigley/Lakeview Gem- Walk to Wrigley Field/ Parking available!
Fridge, microwave, oven, stovetop

Wrigley/Lakeview Gem- Walk to Wrigley Field/ Parking available!

9.0 out of 10, Wonderful, (32)
"It was what I thought it would be "
Wrigley/Lakeview Gem- Walk to Wrigley Field/ Parking available!
Walk to Wrigley/ Boystown -Chicago 3BR/2Ba Duplex-paid parking available!
3 bedrooms, WiFi, bed sheets

Walk to Wrigley/ Boystown -Chicago 3BR/2Ba Duplex-paid parking available!

9.0 out of 10, Wonderful, (96)
"Nice property, enjoyed the stay."
Walk to Wrigley/ Boystown -Chicago 3BR/2Ba Duplex-paid parking available!
Spacious 3BR | 2BA Family-Friendly Home
TV, offices

Spacious 3BR | 2BA Family-Friendly Home

10.0 out of 10, Exceptional, (1)
"Good location! Brewery, coffee shop, sandwich shop and nice restaurants all within walking distance! Host was very responsive"
The price is SAR 431
SAR 778 total
includes taxes & fees
29 Jul - 30 Jul
Spacious 3BR | 2BA Family-Friendly Home
1BR Apt - Clean & Comfy
TV, offices

1BR Apt - Clean & Comfy

10.0 out of 10, Exceptional, (1)
"Great apartment, great location, and excellent host."
The price is SAR 353
SAR 711 total
includes taxes & fees
27 Jul - 28 Jul
1BR Apt - Clean & Comfy
Your Perfect 2BR Home w/ Parking
2 bedrooms, iron/ironing board, WiFi, bed sheets

Your Perfect 2BR Home w/ Parking

8.0 out of 10, Very Good, (1)
"Our stay was great, the apartment was close to the bus line and the train. The beds were very comfortable and it was a good size for our family. It was nice to have the off street parking in the back although the rear entrance was a bit disheveled. The building was secure but not entirely sound proof, but that is expected in a basement appartment. I would stay here again on a trip to Chicago. "
The price is SAR 428
SAR 803 total
includes taxes & fees
18 Aug - 19 Aug
Your Perfect 2BR Home w/ Parking
Michigan Ave 2BR: Balcony, Exclusive Access
Pool

Michigan Ave 2BR: Balcony, Exclusive Access

9.6 out of 10, Exceptional, (11)
"Roomy 2 bedroom with great hideaway beds.Excellent location easy to get everywhere. Super responsive hosts Nice building with gym and parking option for visitors "
Michigan Ave 2BR: Balcony, Exclusive Access
Spacious 3-bedroom apartment in gorgeous Chicago with WiFi, AC
Interior

Spacious 3-bedroom apartment in gorgeous Chicago with WiFi, AC

2.0 out of 10, (1)
"We showed up with our two grandchildren. The host does not have a working phone number in the account by the way. He said we didn’t actually have a reservation and would not give us access. We were left to find a hotel. Do not recommend 100%. "
Spacious 3-bedroom apartment in gorgeous Chicago with WiFi, AC
Relaxing Chicago Studio
Desk, iron/ironing board, WiFi, bed sheets

Relaxing Chicago Studio

10.0 out of 10, Exceptional, (2)
"Everything was as described, clean and enjoyable, had everything you might need. Its not the biggest studio, but they did a good job with the space. Its great for the price. "
The price is SAR 338
SAR 709 total
includes taxes & fees
11 Aug - 12 Aug
Relaxing Chicago Studio
Bright & Roomy 4BR in Pilsen
Microwave, oven, stovetop, dishwasher

Bright & Roomy 4BR in Pilsen

9.6 out of 10, Exceptional, (4)
"We had a great time and the host was very responsive. Pilsen is a great neighborhood, very safe, and super close to down town."
The price is SAR 582
SAR 957 total
includes taxes & fees
29 Jul - 30 Jul
Bright & Roomy 4BR in Pilsen
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

Hilton Garden Inn Chicago Downtown/Magnificent Mile

Hilton Garden Inn Chicago Downtown/Magnificent Mile

10/10 Excellent
"We enjoyed the location "
Terri 1-night trip
Posted 6 hours ago
Hilton Garden Inn Chicago Downtown/Magnificent Mile

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 5379 lodging choices including 2685 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 Michigan Avenue.
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: Clean & Equipped 1BR Apt: Located 12.7 mi/20.4 km away in Chicago. Lakeview 2BR Apartment: It's located in Chicago, 13.1 mi/21.1 km away. Cozy, Fully Set-Up 1BR Space: 13.6 mi/21.9 km away in Chicago. Luxurious 3 Bedroom Apartment in Chicago: Located in Chicago, 14.4 mi/23.1 km from Westchester. Includes Smart TVs. Access to onsite laundry facilities is available on site.
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 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.