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Check prices for these dates

In two weeks
12 Jun - 14 Jun
In two months
24 Jul - 26 Jul
In three months
21 Aug - 23 Aug
In four months
18 Sept - 20 Sept

Our top choices for Crestwood apartments

Desk, iron/ironing board, travel cot, 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, (6 reviews)
"This was a great stay! Great size and location. Would recommend it a lot."
United States
Dulce
The price is HK$1,465
HK$2,467 total
includes taxes & fees
8 Jun - 9 Jun
Chic Studio in the Heart of the Gold Coast
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 HK$1,167
HK$2,167 total
includes taxes & fees
3 Jun - 4 Jun
Sunlit 1BR Apartment | Warm & Welcoming Space
1 bedroom, iron/ironing board, travel cot, 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 HK$1,167
HK$2,167 total
includes taxes & fees
3 Jun - 4 Jun
West Loop Living – Bright 1BR
Fridge, microwave, oven, stovetop

River North Rooftop With In and Out Parking 5

River North Rooftop With In and Out Parking 5
Downtown Chicago
9.6 out of 10, Exceptional, (4 reviews)
"Everything was amazing, property was even better than expected"
United States
Jacob
The price is HK$1,818
HK$3,911 total
includes taxes & fees
10 Jun - 11 Jun
River North Rooftop With In and Out Parking 5
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 HK$2,170
HK$4,757 total
includes taxes & fees
24 Jun - 25 Jun
River North Rooftop With In and Out Parking 3
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 HK$1,136
HK$2,141 total
includes taxes & fees
2 Jun - 3 Jun
Chicago-Themed 1BR in a Central Spot near Downtown
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 HK$1,505
HK$2,649 total
includes taxes & fees
4 Jun - 5 Jun
1BR Modern Luxe Apt with In-Unit Laundry
1 bedroom, iron/ironing board, travel cot, 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 HK$2,327
HK$3,070 total
includes taxes & fees
28 May - 29 May
LIVN West Loop Chicago King Studio
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, (23 reviews)
"Everything was walking distance and had everything needed for a comfortable stay "
United States
Daniel
The price is HK$2,601
HK$6,314 total
includes taxes & fees
3 Jun - 4 Jun
Modern West Loop Gem-City Views & Prime Location 6
TV, offices

LIVN Millennium Park Downtown Chicago Superior 1BR

LIVN Millennium Park Downtown Chicago Superior 1BR
Downtown Chicago
10.0 out of 10, Exceptional, (1 review)
"Cute little place with all the necessities - old city feel with mlodern conveniences"
United States
Mary D.
The price is HK$2,194
HK$2,895 total
includes taxes & fees
28 May - 29 May
LIVN Millennium Park Downtown Chicago Superior 1BR
2 bedrooms, desk, iron/ironing board, travel cot

South Loop Rooftop With In & Out Parking 1

South Loop Rooftop With In & Out Parking 1
Downtown Chicago
9.0 out of 10, Wonderful, (2 reviews)
"We loved the property! It was well kept, clean, with a seamless check in and check out process! I wish the parking garage would have been closer but otherwise everything was great! Shout out to the host for his promptness with all my questions! I would recommend this place if they are looking for a place to stay! "
United States
Bridney K.
South Loop Rooftop With In & Out Parking 1
1 bedroom, desk, iron/ironing board, travel cot

Bright & Cozy 1BR Near UChicago

Bright & Cozy 1BR Near UChicago
Hyde Park
9.8 out of 10, Exceptional, (6 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 HK$697
HK$1,559 total
includes taxes & fees
2 Jun - 3 Jun
Bright & Cozy 1BR Near UChicago
TV, offices

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 HK$3,283
HK$6,410 total
includes taxes & fees
25 Jun - 26 Jun
Downtown Chicago Stay with Free In & Out Parking 5
Iron/ironing board, travel cot, WiFi, bed sheets

Homey Hyde Park Studio Near UChicago

Homey Hyde Park Studio Near UChicago
Hyde Park
9.6 out of 10, Exceptional, (5 reviews)
"Location was just perfect!"
United States
Meg D.
The price is HK$893
HK$1,710 total
includes taxes & fees
15 Jun - 16 Jun
Homey Hyde Park Studio Near UChicago
TV, offices

River North Rooftop With In and Out Parking 1

River North Rooftop With In and Out Parking 1
Downtown Chicago
9.6 out of 10, Exceptional, (5 reviews)
"Awesome location, great place would definitely recommend will hopefully return"
United States
lucas c.
The price is HK$2,272
HK$4,540 total
includes taxes & fees
10 Jun - 11 Jun
River North Rooftop With In and Out Parking 1
TV, offices

3BR Luxury Suite w/Gym and Balcony

3BR Luxury Suite w/Gym and Balcony
Downtown Chicago
9.4 out of 10, Exceptional, (28 reviews)
"The apartment is in a good location, close to restaurants and bars. There is a nice park not far away and we had a lovely stay. "
United States
shayna j.
The price is HK$7,084
HK$11,961 total
includes taxes & fees
26 Jun - 27 Jun
3BR Luxury Suite w/Gym and Balcony
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 HK$5,359
HK$9,465 total
includes taxes & fees
18 Jun - 19 Jun
Spacious 4BR Central Apartment w/ Skyline Views
TV, offices

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 HK$2,445
HK$4,753 total
includes taxes & fees
31 May - 1 Jun
River North Private Balcony With In and Out Parking
Iron/ironing board, travel cot, 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 HK$893
HK$1,710 total
includes taxes & fees
3 Jun - 4 Jun
Cozy Well-Equipped Studio Apartment
Fridge, microwave, oven, stovetop

Cozy Boho Chicago - 10 Minutes to Downtown Chicago

Cozy Boho Chicago - 10 Minutes to Downtown Chicago
Lawndale
9.8 out of 10, Exceptional, (10 reviews)
"Wonderful space and convenient location. Really responsive host and super quiet neighborhood! "
United States
Jess S.
The price is HK$721
HK$1,728 total
includes taxes & fees
16 Jun - 17 Jun
Cozy Boho Chicago - 10 Minutes to Downtown Chicago
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 Chicago Hotel Collection - Magnificent Mile

The Chicago Hotel Collection - Magnificent Mile

2/10 Terrible
"Everything"
Guillaume Arnaud 1-night trip
Posted less than an hour ago
The Chicago Hotel Collection - Magnificent Mile

Find out more about Crestwood

Crestwood Apartments information

Number of reviews
125
Accommodation
960 Apartments
Lowest Price
HK$1,559
Highest Price
HK$11,961

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 5552 hotels and accommodation options including 1687 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: Wicker Park close to the Salt Shed and Downtown: Located 16.9 mi/27.2 km away in Chicago . Free WiFi and a Smart TV are included . Studio flat in the heart of Chicago's Gold Coast: It's located in Chicago , 17.8 mi/28.7 km away. 55th Floor Penthouse with Award-Winning Views: Located 17.2 mi/27.7 km away in Chicago . A balcony and a fireplace are included . A fitness centre and on-site laundry facilities are on site . Historic and Unique Brownstone in Gold Coast - 3: It's situated in Chicago , 17.9 mi/28.8 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.

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