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Check prices for these dates

In two weeks
19 Sep - 21 Sep
In two months
31 Oct - 2 Nov
In three months
28 Nov - 30 Nov
In four months
26 Dec - 28 Dec

Apartments in Crestwood

Our top choices for Crestwood apartments

Cozy Studio in Hyde Park-Walk to Lake & University
Microwave, oven, stovetop, coffee/tea maker

Cozy Studio in Hyde Park-Walk to Lake & University

10.0 out of 10, Exceptional, (2)
"This place was nice and clean and close to what I needed to do. I appreciated that it was affordable. "
The price is SAR 345
SAR 722 total
includes taxes & fees
10 Sep - 11 Sep
Cozy Studio in Hyde Park-Walk to Lake & University
1F Chicago's Little italy Graystone nearDowntown
Exterior

1F Chicago's Little italy Graystone nearDowntown

10.0 out of 10, Exceptional, (153)
"This is an awesome place to stay in Chicago."
1F Chicago's Little italy Graystone nearDowntown
3F Vintage Graystone in Little Italy near loop UIC United Ct & McCormick Place
Outdoor dining

3F Vintage Graystone in Little Italy near loop UIC United Ct & McCormick Place

10.0 out of 10, Exceptional, (251)
"Well stocked, spacious and beautifully decorated, excellent location, attentive host. We had a great stay!"
3F Vintage Graystone in Little Italy near loop UIC United Ct & McCormick Place
Stylish 4BR Stay-Prime Location - State rep
4 bedrooms, iron/ironing board, travel crib, WiFi

Stylish 4BR Stay-Prime Location - State rep

10.0 out of 10, Exceptional, (1)
"Incredibly clean and spacious apartment. The beds were comfortable, and we really appreciated having multiple bathrooms. The kitchen was well stocked and the location was a short Lyft/uber from everywhere we wanted to be. Would definitely stay here again."
The price is SAR 525
SAR 1,570 total
includes taxes & fees
16 Sep - 17 Sep
Stylish 4BR Stay-Prime Location - State rep
Your Chicago get Away
Interior

Your Chicago get Away

10.0 out of 10, Exceptional, (2)
"Clean, fun space and responsive host! Loved the views from our room!"
The price is SAR 1,026
SAR 1,952 total
includes taxes & fees
11 Sep - 12 Sep
Your Chicago get Away
Spacious 3-bedroom apartment near downtown, FREE PARKING
Private kitchen

Spacious 3-bedroom apartment near downtown, FREE PARKING

9.4 out of 10, Exceptional, (3)
"Extremely clean space that was perfect for our group. We didn't spend a lot of time in the home during our stay, but when we did it was fantastic. Only minor gripe would be the upstairs neighbors, they were occasionally quite loud and woke us up a few times in the middle of the night. Would absolutely stay here again, if/when we come back to the area."
The price is SAR 371
SAR 1,472 total
includes taxes & fees
9 Sep - 10 Sep
Spacious 3-bedroom apartment near downtown, FREE PARKING
Wicker Park - Loft Style Home in Lively Location with Plenty Amenities
Interior

Wicker Park - Loft Style Home in Lively Location with Plenty Amenities

Wicker Park - Loft Style Home in Lively Location with Plenty Amenities
Downtown Guild #4 | Mag Mile, Gold Coast, The Lake
Beach

Downtown Guild #4 | Mag Mile, Gold Coast, The Lake

9.6 out of 10, Exceptional, (17)
"This property and the owners are ideal! The apartment is very large and well appointed. I would definitely stay here again in the future and highly recommend!"
Downtown Guild #4 | Mag Mile, Gold Coast, The Lake
4 br/3ba, Great for Large Groups, Garage Parking. Spacious and updated!
Fridge, microwave, oven, stovetop

4 br/3ba, Great for Large Groups, Garage Parking. Spacious and updated!

10.0 out of 10, Exceptional, (5)
4 br/3ba, Great for Large Groups, Garage Parking. Spacious and updated!
Urban Farm Fun with Goats 10 Minutes To Downtown!
Interior

Urban Farm Fun with Goats 10 Minutes To Downtown!

8.0 out of 10, Very Good, (2)
"So overall the stay was amazing the goats and chickens were a perfect addition to the stay BUT the neighbors upstairs literally didn’t sleep at al they were banging around moving things at all hours of the night one night it was 2am and they were still going strong so that’s why my rating was low but the host was amazing and sweet. "
Urban Farm Fun with Goats 10 Minutes To Downtown!
Sleek & Functional 2-Bedroom Apt
Interior

Sleek & Functional 2-Bedroom Apt

10.0 out of 10, Exceptional, (2)
"I really enjoyed my stay at this property! Everything was exactly as described and the property was exceptionally clean and centrally located. The check-in process was smooth and the hosts were very communicative from booking to check-out. "
The price is SAR 353
SAR 825 total
includes taxes & fees
7 Sep - 8 Sep
Sleek & Functional 2-Bedroom Apt
Smart Simple and Spacious 4BR Apt State 203
Fridge, microwave, oven, stovetop

Smart Simple and Spacious 4BR Apt State 203

10.0 out of 10, Exceptional, (1)
"New apartment building with high tech entry keypad. Centralize location close to downtown and Chinatown. The area has a few other new apartment buildings and appears to be transforming into a trendy neighborhood in a few years. I enjoyed the apartment layout with 4 bedrooms and 3 bathrooms. It provided a lot of privacy. New appliances and great water pressure. Minor drawback is street parking. I stayed for only two nights over a weekend and was able to find parking within a half a block of...
The price is SAR 507
SAR 1,543 total
includes taxes & fees
16 Sep - 17 Sep
Smart Simple and Spacious 4BR Apt State 203
Spacious 4BR Near Wicker Park
Fridge, microwave, oven, stovetop

Spacious 4BR Near Wicker Park

10.0 out of 10, Exceptional, (2)
"Had an amazing stay at this Vrbo. Very cozy and comfortable for everyone!"
The price is SAR 503
SAR 1,543 total
includes taxes & fees
16 Sep - 17 Sep
Spacious 4BR Near Wicker Park
Modern 2b/2b family heaven with optional parking for up to 8 guests
Exterior

Modern 2b/2b family heaven with optional parking for up to 8 guests

9.2 out of 10, Wonderful, (5)
"Short walk to McCormick place. Would stay again."
Modern 2b/2b family heaven with optional parking for up to 8 guests
Perfect 1BR in Lincoln Park - Steps to DePaul! by AllSet Turnover
Exterior

Perfect 1BR in Lincoln Park - Steps to DePaul! by AllSet Turnover

8.8 out of 10, Excellent, (22)
"Great little spot. Quiet when upstairs people aren't hm. Clean. Convenient."
Perfect 1BR in Lincoln Park - Steps to DePaul! by AllSet Turnover
Studio Apt Comfy & Sunlit
Fridge, microwave, oven, stovetop

Studio Apt Comfy & Sunlit

The price is SAR 345
SAR 760 total
includes taxes & fees
16 Sep - 17 Sep
Studio Apt Comfy & Sunlit
Chic 1-bedroom apartment,15mims from downtown
Living area

Chic 1-bedroom apartment,15mims from downtown

9.0 out of 10, Wonderful, (2)
"Stayed here to work C2E2 for the weekend. Great big space with everything I needed to rest up after a long day of work."
Chic 1-bedroom apartment,15mims from downtown
Charming 1-bedroom apartment in brilliant Berwyn with AC, WiFi
1 bedroom, WiFi, bed sheets

Charming 1-bedroom apartment in brilliant Berwyn with AC, WiFi

Charming 1-bedroom apartment in brilliant Berwyn with AC, WiFi
Stylish 1BR in West Loop
Fridge, microwave, oven, stovetop

Stylish 1BR in West Loop

10.0 out of 10, Exceptional, (5)
The price is SAR 477
SAR 923 total
includes taxes & fees
16 Sep - 17 Sep
Stylish 1BR in West Loop
Your Perfect 2BR Home w/ Parking
Fridge, microwave, oven, stovetop

Your Perfect 2BR Home w/ Parking

8.6 out of 10, Excellent, (7)
"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 413
SAR 942 total
includes taxes & fees
16 Sep - 17 Sep
Your Perfect 2BR Home w/ Parking
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

The Allegro Royal Sonesta Hotel Chicago Loop

The Allegro Royal Sonesta Hotel Chicago Loop

10/10 Excellent
"loved our stay, great hotel and friendly staff"
Jared 2-night trip
Posted 19 hours ago
The Allegro Royal Sonesta Hotel Chicago Loop

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 5523 lodging choices including 2820 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: Cozy Studio in Hyde Park-Walk to Lake & University: Located 12.4 mi/20 km away in Chicago. Stylish 1BR in West Loop: It's located in Chicago, 16.5 mi/26.6 km away. Bright & Roomy 4BR in Pilsen: 14.4 mi/23.2 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.