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Check prices for these dates

Next weekend
15 Aug - 17 Aug
In two weeks
22 Aug - 24 Aug
In one month
5 Sept - 7 Sept
In two months
3 Oct - 5 Oct
Your Perfect 2BR Home w/ Parking
Prepare meals in the fully equipped kitchen with a gas stove, microwave, and dishwasher.

Your Perfect 2BR Home w/ Parking

8.0 out of 10, Very good, (4)
"Great location, close to United Center. Our host was super and was able to help me when I couldn't follow the instructions (lol). Wish I could have had a longer stay."
The price is HK$863
HK$1,989 total
includes taxes & fees
3 Sept - 4 Sept
Your Perfect 2BR Home w/ Parking
Your 2BR Home in the City
TV

Your 2BR Home in the City

The price is HK$895
HK$1,977 total
includes taxes & fees
18 Aug - 19 Aug
Your 2BR Home in the City
Upscale 4BR Retreat: Wicker Park
Kitchen features a microwave, stove, oven, and sink with a faucet.

Upscale 4BR Retreat: Wicker Park

9.0 out of 10, Wonderful, (4)
"Place was clean, safe, parking was easy along side streets. Very spacious and reasonably priced! Will stay again! "
The price is HK$958
HK$3,137 total
includes taxes & fees
12 Aug - 13 Aug
Upscale 4BR Retreat: Wicker Park
Bright & Roomy 4BR in Pilsen
Enjoy cooking and dining in this well-equipped kitchen with a refrigerator, microwave, and oven.

Bright & Roomy 4BR in Pilsen

7.8 out of 10, Good, (7)
The price is HK$981
HK$3,175 total
includes taxes & fees
12 Aug - 13 Aug
Bright & Roomy 4BR in Pilsen
Spacious 3-bedroom apartment in gorgeous Chicago with WiFi, AC
Interior

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

6.0 out of 10, (2)
"The property was great and exactly what we needed for our stay. We had 2 kids and 3 adults. The space was well laid out and the neighborhood was perfect. We could walk easily to grab coffee/snacks plus a grocery store with a park right around the corner. The property manager made check in and out very easy and was easily reached if there were questions!"
Spacious 3-bedroom apartment in gorgeous Chicago with WiFi, AC
Michigan Ave 2BR: Balcony, Exclusive Access
Relax by the pool surrounded by lush flower beds and a glass wall offering a city view.

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
Cozy Studio in Hyde Park-Walk to Lake & University
Compact kitchen with a stainless steel sink, gas stove, and ample countertop space.

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 HK$746
HK$1,538 total
includes taxes & fees
10 Aug - 11 Aug
Cozy Studio in Hyde Park-Walk to Lake & University
1F Chicago's Little italy Graystone nearDowntown
Stately entrance with a black door, flanked by white columns and a potted plant with vibrant flowers.

1F Chicago's Little italy Graystone nearDowntown

10.0 out of 10, Exceptional, (150)
"This is an awesome place to stay in Chicago."
1F Chicago's Little italy Graystone nearDowntown
Logan Square Oasis with 3 Beds and 2 Baths.
Enjoy cooking in this well-equipped kitchen with a central island, stainless steel appliances, and ample cabinetry.

Logan Square Oasis with 3 Beds and 2 Baths.

9.4 out of 10, Exceptional, (19)
"It was amazing property. Anything and everything you could ever want. Perfect location "
Logan Square Oasis with 3 Beds and 2 Baths.
Chic 1-bedroom apartment,15mims from downtown
Relax in this stylish living room with a tufted sofa, framed artwork, and a coffee table.

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
Spacious 3-bedroom apartment near downtown, FREE PARKING
Enjoy cooking in this kitchen with a central island, microwave, and coffee maker.

Spacious 3-bedroom apartment near downtown, FREE PARKING

10.0 out of 10, Exceptional, (1)
"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 HK$942
HK$3,322 total
includes taxes & fees
2 Sept - 3 Sept
Spacious 3-bedroom apartment near downtown, FREE PARKING
Bella Villa on Taylor Street Chicago’s Little Italy 1 mile west the Loop & UIC
Relax in this serene space with a large bed and two bedside lamps.

Bella Villa on Taylor Street Chicago’s Little Italy 1 mile west the Loop & UIC

10.0 out of 10, Exceptional, (301)
"Very clean, nice amenities, excellent designated parking..we have a ford flex...large car. "
Bella Villa on Taylor Street Chicago’s Little Italy 1 mile west the Loop & UIC
1 Mi to University of Chicago: Urban Escape!
Stunning historic building with a classic facade and symmetrical windows, set amidst a charming neighborhood.

1 Mi to University of Chicago: Urban Escape!

10.0 out of 10, Exceptional, (6)
"Quiet area. The owner was very welcoming and we had a very pleasant stay. Place was spacious and clean"
1 Mi to University of Chicago: Urban Escape!
Chic 2-bedroom in center of Lincoln Park/Depaul/Wrigley + Parking
Enjoy cooking in this well-equipped kitchen with a refrigerator, oven, and microwave.

Chic 2-bedroom in center of Lincoln Park/Depaul/Wrigley + Parking

2.0 star property
6.8 out of 10, (14)
"Affordable, easy to travel around, great communication, and lovely neighborhood. "
Chic 2-bedroom in center of Lincoln Park/Depaul/Wrigley + Parking
Spacious & private! Free parking! Great location!
Kitchen features a stainless steel refrigerator, oven, microwave, and sink with a faucet, along with white cabinetry and a black countertop.

Spacious & private! Free parking! Great location!

10.0 out of 10, Exceptional, (21)
"Good location and hosts were very responsive."
Spacious & private! Free parking! Great location!
Sunny Coach House in Historic Oak Park
Enjoy cooking and dining in this kitchen with a central island, wooden cabinets, and a microwave and refrigerator.

Sunny Coach House in Historic Oak Park

9.8 out of 10, Exceptional, (62)
"Great place to stay to explore the architectural richness of Oak Park neighborhoods."
Sunny Coach House in Historic Oak Park
3BR Luxury Modern Apartment
Relax on the balcony with a city view, featuring a metal railing and comfortable seating.

3BR Luxury Modern Apartment

2.0 star property
9.8 out of 10, Exceptional, (11)
"Our family of 5 really enjoyed our stay! The apartment was awesome with a great view of downtown Chicago, and the location was safe and close to the city."
3BR Luxury Modern Apartment
50th Floor Mag Mile VIEWS, Balcony, Pool, Gym
Pool

50th Floor Mag Mile VIEWS, Balcony, Pool, Gym

10.0 out of 10, Exceptional, (26)
"You pay for what you get- the view was spectacular ✨️. Grocery store downstairs next door to the property. The penthouse had everything I needed, well stocked up, From paper towels, detergent,dishes to food plastics storage bags. You name it, pretty sure it had, if not the owner was just a call away. "
50th Floor Mag Mile VIEWS, Balcony, Pool, Gym
Perfect 1BR in Lincoln Park - Steps to DePaul! by AllSet Turnover
Stylish residential building with a grid-patterned facade and large windows.

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

8.6 out of 10, Excellent, (20)
"Great little spot. Quiet when upstairs people aren't hm. Clean. Convenient."
Perfect 1BR in Lincoln Park - Steps to DePaul! by AllSet Turnover
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

Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical

Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical

10/10 Excellent
"Would stay here again!"
Hope 4-night trip
Posted 7 hours ago
Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical

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 5455 hotels and accommodation options including 2746 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?
Here are some of the favourite apartments in the area to choose from: Your Perfect 2BR Home w/ Parking: Located 15.6 mi/25.2 km away in Chicago . Bright & Roomy 4BR in Pilsen: It's located in Chicago , 14.4 mi/23.2 km away. Spacious 3-bedroom apartment near downtown, FREE PARKING: 14.7 mi/23.6 km away in Chicago . Spacious 3-bedroom apartment in gorgeous Chicago with WiFi, AC: It's situated in Chicago , 16.5 mi/26.6 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.