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Check prices for these dates

In two weeks
17 Oct - 19 Oct
In one month
31 Oct - 2 Nov
In two months
28 Nov - 30 Nov
In three months
26 Dec - 28 Dec

Apartments in Crestwood

Stylish 1BR in West Loop
Fridge, microwave, oven, stovetop

Stylish 1BR in West Loop

10.0 out of 10, Exceptional, (5)
"We stayed for 4th of July weekend and had a wonderful time. Property is close to coffee shops, book stores, and within walking distance of nice restaurants. Easy paid parking nearby. The apartment was clean and everything we needed"
The price is AED 338
AED 744 total
includes taxes & fees
6 Oct - 7 Oct
Stylish 1BR in West Loop
The One: A 1BR Stay That Feels Like Home
Fridge, microwave, oven, stovetop

The One: A 1BR Stay That Feels Like Home

9.0 out of 10, Wonderful, (2)
"Very nice condo in a quiet neighborhood"
The price is AED 338
AED 744 total
includes taxes & fees
27 Oct - 28 Oct
The One: A 1BR Stay That Feels Like Home
Sun-Drenched 1BR Apartment
Fridge, microwave, oven, stovetop

Sun-Drenched 1BR Apartment

10.0 out of 10, Exceptional, (1)
"The location was fantastic. We were just a couple blocks from the Green and Pink line on Clinton. There was a code to get into the building so it felt safe. The code to the door was great because there was no key to worry about since I had to work and my hubby was in and out of the apartment all day. There were a couple small things, the bed squeaks a lot. Also, it is very clear in the listing that the train is close. It is about 30ft straight out from the window. I'm not a light sleeper so I...
The price is AED 393
AED 808 total
includes taxes & fees
8 Oct - 9 Oct
Sun-Drenched 1BR Apartment
Twice as Nice: Chic 2BR Stay with Style & Space
Interior

Twice as Nice: Chic 2BR Stay with Style & Space

9.4 out of 10, Exceptional, (9)
"Had a very nice time in Chicago!"
The price is AED 419
AED 911 total
includes taxes & fees
3 Nov - 4 Nov
Twice as Nice: Chic 2BR Stay with Style & Space
West Loop Living – Bright 1BR
Fridge, microwave, oven, stovetop

West Loop Living – Bright 1BR

The price is AED 338
AED 744 total
includes taxes & fees
6 Oct - 7 Oct
West Loop Living – Bright 1BR
River North | Rooftop With In & Out Parking | 1
Fridge, microwave, oven, stovetop

River North | Rooftop With In & Out Parking | 1

10.0 out of 10, Exceptional, (1)
"Awesome location, great place would definitely recommend will hopefully return"
The price is AED 382
AED 1,153 total
includes taxes & fees
4 Nov - 5 Nov
River North | Rooftop With In & Out Parking | 1
River North | Rooftop With In & Out Parking | 5
TV, offices

River North | Rooftop With In & Out Parking | 5

10.0 out of 10, Exceptional, (2)
"Everything was amazing, property was even better than expected"
The price is AED 481
AED 1,290 total
includes taxes & fees
29 Oct - 30 Oct
River North | Rooftop With In & Out Parking | 5
Studio Gold Coast City Living
Dining

Studio Gold Coast City Living

The price is AED 338
AED 707 total
includes taxes & fees
6 Oct - 7 Oct
Studio Gold Coast City Living
Your Chicago get Away
Interior

Your Chicago get Away

8.4 out of 10, Very Good, (6)
"Clean, fun space and responsive host! Loved the views from our room!"
The price is AED 740
AED 1,545 total
includes taxes & fees
6 Oct - 7 Oct
Your Chicago get Away
Cozy Garden Unit 1st flr with private entrance and Turo vehicle available.
1 bedroom, desk, iron/ironing board, WiFi

Cozy Garden Unit 1st flr with private entrance and Turo vehicle available.

2.0 star property
9.6 out of 10, Exceptional, (5)
"Easy to locate shopping mall close by friendly neighborhood and safe. when you're looking at stay away from home that's where you want to be."
The price is AED 413
AED 725 total
includes taxes & fees
9 Oct - 10 Oct
Cozy Garden Unit 1st flr with private entrance and Turo vehicle available.
1BR Modern Luxe Apt with In-Unit Laundry
1 bedroom, WiFi, bed sheets

1BR Modern Luxe Apt with In-Unit Laundry

The price is AED 356
AED 765 total
includes taxes & fees
29 Oct - 30 Oct
1BR Modern Luxe Apt with In-Unit Laundry
South Loop | Rooftop With In & Out Parking
Outdoor dining

South Loop | Rooftop With In & Out Parking

8.0 out of 10, Very Good, (1)
"Really nice location and place. Only issue was some confusion with the parking "
The price is AED 720
AED 1,613 total
includes taxes & fees
30 Oct - 31 Oct
South Loop | Rooftop With In & Out Parking
Spacious 3-bedroom apartment near downtown, FREE PARKING
Private kitchen

Spacious 3-bedroom apartment near downtown, FREE PARKING

9.0 out of 10, Wonderful, (6)
"Nice place to stay. Good communication with the owner."
The price is AED 338
AED 1,391 total
includes taxes & fees
28 Oct - 29 Oct
Spacious 3-bedroom apartment near downtown, FREE PARKING
Modern 1BR in Historic HydePark
1 bedroom, iron/ironing board, travel crib, WiFi

Modern 1BR in Historic HydePark

7.6 out of 10, Good, (4)
"The location couldn't be beat. The beds were super comfortable and the room was perfect for my husband and I. We'll definitely stay here again!"
The price is AED 290
AED 692 total
includes taxes & fees
6 Oct - 7 Oct
Modern 1BR in Historic HydePark
Your Perfect 2BR Home
Fridge, microwave, oven, stovetop

Your Perfect 2BR Home

8.0 out of 10, Very Good, (10)
"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 AED 360
AED 870 total
includes taxes & fees
6 Oct - 7 Oct
Your Perfect 2BR Home
2BR • Sleeps 7 • Coffee Station • Backyard w/ Grill
Smart TV

2BR • Sleeps 7 • Coffee Station • Backyard w/ Grill

9.0 out of 10, Wonderful, (2)
"The house was amazing. The beds were so comfortable. The stay was so fun. Thank you for everything!"
The price is AED 270
AED 1,413 total
includes taxes & fees
6 Oct - 7 Oct
2BR • Sleeps 7 • Coffee Station • Backyard w/ Grill
Pet Friendly-Cozy 1-bedroom apartment just 6 minutes drive to Morton Arboretum
Property grounds

Pet Friendly-Cozy 1-bedroom apartment just 6 minutes drive to Morton Arboretum

9.8 out of 10, Exceptional, (29)
"We loved the location! It was perfect for us. Denise was very pleasant. We will definitely stay there again."
The price is AED 198
AED 385 total
includes taxes & fees
6 Oct - 7 Oct
Pet Friendly-Cozy 1-bedroom apartment just 6 minutes drive to Morton Arboretum
Bright 1BR Unit in a Prime Spot
Fridge, microwave, oven, stovetop

Bright 1BR Unit in a Prime Spot

10.0 out of 10, Exceptional, (1)
"We had a great stay. Location is in nice neighborhood with walking access to restaurants and university of Chicago. Apartment was clean and as pictured. Would stay again!!"
The price is AED 290
AED 688 total
includes taxes & fees
7 Oct - 8 Oct
Bright 1BR Unit in a Prime Spot
Charming 2-bedroom apartment with AC, WiFi in delightful Oak Park
Dining

Charming 2-bedroom apartment with AC, WiFi in delightful Oak Park

2.0 star property
The price is AED 314
AED 1,613 total
includes taxes & fees
7 Oct - 8 Oct
Charming 2-bedroom apartment with AC, WiFi in delightful Oak Park
The Oak Park Loft
Design Apartment, Private Bathroom (The Oak Park Loft) | View from property

The Oak Park Loft

2.0 star property
10.0 out of 10, Exceptional, (5)
"This apartment was is so cute! Hosts were awesome."
The price is AED 475
AED 951 total
includes taxes & fees
27 Oct - 28 Oct
The Oak Park Loft
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 Crestwood Hotel Reviews

Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites

10/10 Excellent
"Wonderful staff, super comfortable bed! Walkable to shopping, numerous food options and more. Would definitely stay again. "
Chad 1-night trip
Posted 14 hours ago
Hilton Chicago/Magnificent Mile Suites

Frequently asked questions

What's it like to stay at an apartment in Crestwood?
There are plenty of places to stay with in the larger Chicago area, with 5358 lodging choices including 2759 apartments. You might want to visit the area's shops and enjoy its restaurants. Make time to visit the region's favorite sights like Soldier Field.
How do you know if an apartment is the right choice for you?
Offering a kitchen for convenient meals, an apartment usually is more spacious than a traditional hotel room. Apartments are a good option for solo travelers who want to stay in at night and plan out their next day, but also for families who want the conveniences of home.
What's a favorite apartment for my stay in Crestwood?
Listed below are some of the top apartments in the area to choose from: Stylish 1BR in West Loop: Located 16.5 mi/26.6 km away in Chicago. Twice as Nice: Chic 2BR Stay with Style & Space: It's located in Chicago, 17.4 mi/28 km away. Cozy Studio in Hyde Park-Walk to Lake & University: 12.4 mi/20 km away in Chicago. Your Perfect 2BR Home w/ Parking: It's situated in Chicago, 15.6 mi/25.2 km from Crestwood.
What can I expect from the weather during my trip to Crestwood?
Weather is only one factor, but it can really affect your travel plans, especially when you're planning an extended stay in Crestwood. 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. Average annual precipitation for Crestwood is 47 inches.
What should I see in Crestwood?
Crestwood is known for its restaurants and shops. Explore the area and cultural attractions such as Moraine Valley Community College Fine and Performing Arts Center, or visit a family-friendly sight such as Hollywood Park. In the larger area, you'll find Soldier Field and Trinity Christian College.
What's the best way to get to and around Crestwood?
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 8.8 mi (14.2 km) away from the heart of the city. Otherwise, you can search for flights to Chicago O'Hare Intl. Airport (ORD), which is 23.2 mi (37.3 km) away. If you'd like to explore around the area, you may want to rent a car for your trip.