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Check prices for these dates

In two weeks
22 May - 24 May
In two months
3 Jul - 5 Jul
In three months
31 Jul - 2 Aug
In four months
28 Aug - 30 Aug

Our top choices for Crestwood apartments

TV, offices

Modern Comfort: 1BR Unit w/ Laundry

Modern Comfort: 1BR Unit w/ Laundry
Downtown Chicago
8.8 out of 10, Excellent, (18 reviews)
"Great location, apt well equipped and host very responsive. Wonderful stay. "
United States
Gina G.
The price is AED 489
AED 943 total
includes taxes & fees
10 May - 11 May
Modern Comfort: 1BR Unit w/ Laundry
TV, offices

Sunlit 1BR Apartment | Warm & Welcoming Space

Sunlit 1BR Apartment | Warm & Welcoming Space
Downtown Chicago
10.0 out of 10, Exceptional, (2 reviews)
"Host was very friendly and informative. Place was clean and close to lots of fun. Trains loud and busy but knew that going in. "
United States
Tyler B.
The price is AED 687
AED 1,207 total
includes taxes & fees
10 May - 11 May
Sunlit 1BR Apartment | Warm & Welcoming Space
Interior

River North Rooftop With In and Out Parking 3

River North Rooftop With In and Out Parking 3
Downtown Chicago
9.6 out of 10, Exceptional, (5 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 AED 973
AED 2,208 total
includes taxes & fees
26 May - 27 May
River North Rooftop With In and Out Parking 3
Desk, iron/ironing board, travel crib, WiFi

Chic Studio in the Heart of the Gold Coast

Chic Studio in the Heart of the Gold Coast
Downtown Chicago
10.0 out of 10, Exceptional, (5 reviews)
"The communication was really effective and made for a smooth check in and check out process. Host was friendly and made great recommendations, 10/10 would stay again!"
United States
Seynabou
The price is AED 455
AED 845 total
includes taxes & fees
11 May - 12 May
Chic Studio in the Heart of the Gold Coast
1 bedroom, iron/ironing board, travel crib, WiFi

West Loop Living – Bright 1BR

West Loop Living – Bright 1BR
Downtown Chicago
9.8 out of 10, Exceptional, (10 reviews)
"Great spot next to the green line train a few restaurants and a Starbucks right up the street I will book again for sure "
United States
2k G.
The price is AED 646
AED 1,150 total
includes taxes & fees
10 May - 11 May
West Loop Living – Bright 1BR
TV, offices

LIVN Millennium Park Downtown Chicago 2BR

LIVN Millennium Park Downtown Chicago 2BR
Downtown Chicago
10.0 out of 10, Exceptional, (2 reviews)
"Excellent location... Very cleaned....it is perfect"
United States
Granada
The price is AED 602
AED 802 total
includes taxes & fees
13 May - 14 May
LIVN Millennium Park Downtown Chicago 2BR
TV, offices

Modern West Loop Gem-City Views & Prime Location 6

Modern West Loop Gem-City Views & Prime Location 6
Downtown Chicago
10.0 out of 10, Exceptional, (22 reviews)
"Everything was walking distance and had everything needed for a comfortable stay "
United States
Daniel
The price is AED 562
AED 2,058 total
includes taxes & fees
13 May - 14 May
Modern West Loop Gem-City Views & Prime Location 6
1 bedroom, iron/ironing board, travel crib, WiFi

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 AED 474
AED 647 total
includes taxes & fees
10 May - 11 May
LIVN West Loop Chicago King Studio
TV, offices

Chicago-Themed 1BR in a Central Spot near Downtown

Chicago-Themed 1BR in a Central Spot near Downtown
Downtown Chicago
10.0 out of 10, Exceptional, (1 review)
"Clean spacious great location easy to get everywhere "
United States
Melissa M.
The price is AED 558
AED 1,024 total
includes taxes & fees
11 May - 12 May
Chicago-Themed 1BR in a Central Spot near Downtown
Exterior

Spacious 4BR Central Apartment w/ Skyline Views

Spacious 4BR Central Apartment w/ Skyline Views
Near North Side
10.0 out of 10, Exceptional, (17 reviews)
"Great location, comfortable room, welcoming host."
United States
Treseanne A.
The price is AED 577
AED 1,740 total
includes taxes & fees
20 May - 21 May
Spacious 4BR Central Apartment w/ Skyline Views
1 bedroom, WiFi, bed sheets

1BR Modern Luxe Apt with In-Unit Laundry

1BR Modern Luxe Apt with In-Unit Laundry
Downtown Chicago
8.8 out of 10, Excellent, (3 reviews)
"Great experience for me and my wife I would definitely come back "
United States
ShowtimeFam1
The price is AED 635
AED 1,142 total
includes taxes & fees
12 May - 13 May
1BR Modern Luxe Apt with In-Unit Laundry
TV, offices

Downtown Chicago Stay with Free In & Out Parking 3

Downtown Chicago Stay with Free In & Out Parking 3
Downtown Chicago
10.0 out of 10, Exceptional, (4 reviews)
"Perfect Stay!"
United States
Miyauna G.
The price is AED 1,410
AED 2,851 total
includes taxes & fees
21 May - 22 May
Downtown Chicago Stay with Free In & Out Parking 3
TV

Explore Hyde Park: 2BR Apartment on Blackstone Ave

Explore Hyde Park: 2BR Apartment on Blackstone Ave
Hyde Park
7.0 out of 10, Good, (7 reviews)
"Host was responsive to my questions. Apartment is located in a great area of Hyde Park. "
United States
Lind A.
The price is AED 419
AED 902 total
includes taxes & fees
10 May - 11 May
Explore Hyde Park: 2BR Apartment on Blackstone Ave
Iron/ironing board, travel crib, WiFi, bed sheets

Cozy Well-Equipped Studio Apartment

Cozy Well-Equipped Studio Apartment
Hyde Park
10.0 out of 10, Exceptional, (2 reviews)
"Wow, this is a wonderful Place to stay. The host Is very responsive and friendly The apartment is immaculate I recommend this place highly . "
United States
pnina
The price is AED 353
AED 724 total
includes taxes & fees
3 Jun - 4 Jun
Cozy Well-Equipped Studio Apartment
1 bedroom, iron/ironing board, WiFi, bed sheets

Relaxed City Stay in Hyde Park | Cozy Studio Unit

Relaxed City Stay in Hyde Park | Cozy Studio Unit
Hyde Park
10.0 out of 10, Exceptional, (4 reviews)
"My stay was really good"
United States
Paramita B.
The price is AED 378
AED 791 total
includes taxes & fees
11 May - 12 May
Relaxed City Stay in Hyde Park | Cozy Studio Unit
Iron/ironing board, travel crib, WiFi, bed sheets

Cozy Charm Studio Apt in Chicago

Cozy Charm Studio Apt in Chicago
Hyde Park
9.8 out of 10, Exceptional, (9 reviews)
"Room was clean, check in was easy, and the owner was very communicative."
United States
David
The price is AED 353
AED 724 total
includes taxes & fees
3 Jun - 4 Jun
Cozy Charm Studio Apt in Chicago
1 bedroom, desk, iron/ironing board, travel crib

Bright & Cozy 1BR Near UChicago

Bright & Cozy 1BR Near UChicago
Hyde Park
9.6 out of 10, Exceptional, (5 reviews)
"This apartment is a very basic rental unit – – had what we needed for our three nights stay, and we were very pleased. Great value for the money."
United States
Alan F.
The price is AED 364
AED 783 total
includes taxes & fees
12 May - 13 May
Bright & Cozy 1BR Near UChicago
2 bedrooms, iron/ironing board, travel crib, WiFi

Sunlit & Chic 2BR Retreat

Sunlit & Chic 2BR Retreat
Hyde Park
10.0 out of 10, Exceptional, (4 reviews)
"Great location in Hyde Park! Super clean and comfortable. Bus stop by the front door and walkable to so many things we wanted to do! "
United States
Allison K.
The price is AED 496
AED 1,034 total
includes taxes & fees
19 May - 20 May
Sunlit & Chic 2BR Retreat
Interior

Your Perfect 2BR Home

Your Perfect 2BR Home
Near West Side
8.4 out of 10, Very Good, (15 reviews)
"Great location! "
United States
Kourtney K.
The price is AED 496
AED 1,029 total
includes taxes & fees
11 May - 12 May
Your Perfect 2BR Home
Dining

LIVN Millennium Park Downtown Chicago Studio

LIVN Millennium Park Downtown Chicago Studio
Downtown Chicago
10.0 out of 10, Exceptional, (2 reviews)
"Great location, lovely furnishings and amenities."
United States
Georgina E.
The price is AED 694
AED 933 total
includes taxes & fees
14 May - 15 May
LIVN Millennium Park Downtown Chicago Studio
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 Westin Michigan Avenue Chicago

The Westin Michigan Avenue Chicago

2/10 Terrible
"Staff was not consistent with hospitality. Room service was out of most items after 10pm. I believe the colleague’s name was Jo… she was rude and called my room several times after my order was placed. I spoke to front desk about my complaints and was told that my Hospitality Fee would be waived. That did not happen, I was still charged and have not gotten a call back from Management after calling multiple times. The facility is beautiful but staff is lacking In consistency of service. I do not recommend."
ERIKA 1-night trip
Posted 1 hour ago
The Westin Michigan Avenue Chicago

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 5555 lodging choices including 1695 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?
Below you'll find a favorite apartment in the area to consider: Wicker Park Near Downtown & the Salt Shed: 16.9 mi/27.2 km away in Chicago. Free WiFi and Smart TVs are included.
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.

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