A serene lake with reflections of trees and a cloudy sky.

Apartments in Crestwood

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for Crestwood apartments

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 NZ$368
includes taxes & fees
30 June - 1 July
LIVN West Loop Chicago Queen Superior Studio

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)
"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 NZ$1,068
includes taxes & fees
1 July - 2 July
River North Rooftop With In and Out Parking 3

LIVN Millennium Park Downtown Chicago 2BR

LIVN Millennium Park Downtown Chicago 2BR
Downtown Chicago
10.0 out of 10, Exceptional, (4 reviews)
"Excellent location... Very cleaned....it is perfect"
United States
Granada
The price is NZ$475
includes taxes & fees
1 July - 2 July
LIVN Millennium Park Downtown Chicago 2BR

Downtown Chicago Stay with Free In & Out Parking 5

Downtown Chicago Stay with Free In & Out Parking 5
Downtown Chicago
10.0 out of 10, Exceptional, (1 review)
"This VRBO was perfect for our family as we visited our college student in downtown Chicago. Plenty of space, sparkling clean, comfy beds. Only two things that I think could be improved/better communicated: only one key card is provided, and the beds are full size not queen (but they were SUPER comfortable!!!)"
United States
Gina C.
The price is NZ$2,035
includes taxes & fees
29 July - 30 July
Downtown Chicago Stay with Free In & Out Parking 5

Modern West Loop Gem-City Views & Prime Location 3

Modern West Loop Gem-City Views & Prime Location 3
Downtown Chicago
10.0 out of 10, Exceptional, (7 reviews)
"Loved the place 4 bedroom & 4 bathrooms was ideal for our stayGreat locationLoved the well stocked convenience store a block away "
United States
Tina Y.
The price is NZ$1,442
includes taxes & fees
2 July - 3 July
Modern West Loop Gem-City Views & Prime Location 3

South Loop Rooftop With In and Out Parking 2

South Loop Rooftop With In and Out Parking 2
Downtown Chicago
10.0 out of 10, Exceptional, (2 reviews)
"Great place to stay! Parking was easy and secure. The building was super clean and had lots of amenities. Host was very responsive to messages and very accommodating to our last minute schedule changes. "
United States
Kara V.
The price is NZ$1,072
includes taxes & fees
21 July - 22 July
South Loop Rooftop With In and Out Parking 2

2MI to Obama Center - Pet-Friendly near UOC!

2MI to Obama Center - Pet-Friendly near UOC!
Woodlawn
10.0 out of 10, Exceptional, (2 reviews)
"Great host very accommodating."
United States
Kali P.
The price is NZ$598
includes taxes & fees
3 July - 4 July
2MI to Obama Center - Pet-Friendly near UOC!

LIVN Millennium Park Downtown Chicago Studio

LIVN Millennium Park Downtown Chicago Studio
Downtown Chicago
10.0 out of 10, Exceptional, (3 reviews)
"Great location, lovely furnishings and amenities."
United States
Georgina E.
The price is NZ$356
includes taxes & fees
30 June - 1 July
LIVN Millennium Park Downtown Chicago Studio

River North Private Balcony With In and Out Parking

River North Private Balcony With In and Out Parking
Downtown Chicago
10.0 out of 10, Exceptional, (3 reviews)
"Place was easily accessible- very clean and an amazing alternative to hotel living for 2 colleagues. Coffee was available and all the basics of a hotel. "
United States
Rae M.
The price is NZ$1,307
includes taxes & fees
2 July - 3 July
River North Private Balcony With In and Out Parking

LIVN Millennium Park Downtown Chicago Prem Studio

LIVN Millennium Park Downtown Chicago Prem Studio
Downtown Chicago
10.0 out of 10, Exceptional, (3 reviews)
"The check in and out process was very quick. Communication with the host was great. "
United States
Raquel W.
The price is NZ$377
includes taxes & fees
30 June - 1 July
LIVN Millennium Park Downtown Chicago Prem Studio

Full Bed | Non Smoking

Full Bed | Non Smoking
Markham
10.0 out of 10, Exceptional, (211 reviews)
"Solid place to crash after a long day."
United States
Anonymous traveller
The price is NZ$223
includes taxes & fees
30 June - 1 July
Full Bed | Non Smoking

LIVN West Loop Chicago Classic Queen Studio

LIVN West Loop Chicago Classic Queen Studio
Downtown Chicago
10.0 out of 10, Exceptional, (5 reviews)
The price is NZ$368
includes taxes & fees
30 June - 1 July
LIVN West Loop Chicago Classic Queen Studio

The Oak Park Loft

The Oak Park Loft
2.0 star property
Oak Park
10.0 out of 10, Exceptional, (6 reviews)
"Good location, nice neighborhood, restaurants close"
United States
Linda
The price is NZ$524
includes taxes & fees
27 July - 28 July
The Oak Park Loft

LIVN Millennium Park Downtown Chicago Superior 1BR

LIVN Millennium Park Downtown Chicago Superior 1BR
Downtown Chicago
10.0 out of 10, Exceptional, (2 reviews)
"Excelente, well located. Recommended."
United States
Sandra S.
The price is NZ$438
includes taxes & fees
1 July - 2 July
LIVN Millennium Park Downtown Chicago Superior 1BR

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 NZ$377
includes taxes & fees
30 June - 1 July
LIVN Millennium Park Downtown Chicago 1 BR

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, (101 reviews)
"Everything was good!"
United States
Brio
The price is NZ$549
includes taxes & fees
6 July - 7 July
Stylish Luxe King bed w/Free Parkng near DT Oak Pk

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

Sleeps7 • 2BR • Coffee Station • Backyard w/ Grill
Belmont Cragin
10.0 out of 10, Exceptional, (2 reviews)
"My group and I traveled to town this weekend for a music festival and had the opportunity to stay at this place and had a great time. Communication with the host was very prompt when we had any questions which I appreciate a lot. Also, the place was clean and spacious for our group and easy to come in and out. Would recommend this place to others looking for a place to stay in town."
United States
Marcos B.
The price is NZ$714
includes taxes & fees
6 July - 7 July
Sleeps7 • 2BR • Coffee Station • Backyard w/ Grill

LIVN West Loop Chicago King Studio

LIVN West Loop Chicago King Studio
Downtown Chicago
10.0 out of 10, Exceptional, (4 reviews)
"Amazing studio apartment style room, super clean, very helpful staff, and great location."
United States
William
The price is NZ$396
includes taxes & fees
1 July - 2 July
LIVN West Loop Chicago King Studio

2 Full Beds | Non-Smoking, Kitchen

2 Full Beds | Non-Smoking, Kitchen
Chicago
10.0 out of 10, Exceptional, (26 reviews)
"Nice people,nice rooms!"
United States
Anonymous traveller
The price is NZ$223
includes taxes & fees
30 June - 1 July
2 Full Beds | Non-Smoking, Kitchen

Comfortable 3BR Getaway w/ Bonus Attic Lounge to Relax

Comfortable 3BR Getaway w/ Bonus Attic Lounge to Relax
Calumet Park
9.2 out of 10, Wonderful, (7 reviews)
"Lakeia was very accommodating throughout our stay."
United States
Timothy K.
The price is NZ$473
includes taxes & fees
7 July - 8 July
Comfortable 3BR Getaway w/ Bonus Attic Lounge to Relax
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Crestwood Hotel Reviews

Find out more about Crestwood

Crestwood Apartments information

Number of reviews
382
Accommodation
939 Apartments
Lowest Price
NZ$223
Highest Price
NZ$2,035

Frequently asked questions

What's it like to stay at an apartment in Crestwood?
There are plenty of places to stay in the larger Chicago area, with 5535 hotels and accommodation options including 1736 apartments. You might want to visit the area's shops and enjoy its restaurants. Discover the region's top sights such as Soldier Field.
How do you know if an apartment is the right choice for you?
An apartment features a kitchen for convenient meals, and is usually more spacious 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 a favourite apartment for a stay in Crestwood?
Below are some of the favourite apartments in the area to choose from: Bella Villa on Taylor Street Chicago's Little Italy 1 mile west the Loop & UIC: Located in Chicago , 15.1 mi/24.3 km from the heart of Crestwood. Includes free WiFi and a Smart TV . Access to on-site laundry facilities is available on site . Cozy 2-bedroom apartment in welcoming Chicago in the Wicker Park area: Located 17.6 mi/28.3 km away in Chicago . Free WiFi and a Smart TV are included . Access to on-site laundry facilities is available on site . McCormick 2BR with Skyline View Near Soldier Field & Museum Campus: Located in Chicago , 14.9 mi/24 km away. Includes free WiFi, a patio and a Smart TV . A fitness centre and on-site laundry facilities are on site . LIVN West Loop Chicago Queen Superior Studio: It's situated in Chicago , 16 mi/25.8 km from Crestwood.
What can I expect from the weather when I travel 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 temperature of 22°C, while the coldest months are January and February, with an average of -1°C. Average annual precipitation for Crestwood is 1187 mm.
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 one of the family-friendly sights such as Hollywood Park. In the wider 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 city centre. Otherwise, you can search for flights to Chicago O'Hare International 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.

Explore a world of travel with Expedia