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Sep 5 - Sep 7
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Oct 24 - Oct 26

Condo Rentals in Chicago

Chic Urban Retreat Near Wrigley Field w/Parking
Exterior detail

Chic Urban Retreat Near Wrigley Field w/Parking

10.0 out of 10, Exceptional, (32)
"The property was amazing, clean and well organized. Parking was a breeze and check in was easy. Would recommend this place to anyone looking to stay in the area."
Chic Urban Retreat Near Wrigley Field w/Parking
Elizabeth by Coast to Cactus | Chic Artists Loft
Interior

Elizabeth by Coast to Cactus | Chic Artists Loft

9.2 out of 10, Wonderful, (20)
"Great place, excellent location and close to the trains!!!!"
Elizabeth by Coast to Cactus | Chic Artists Loft
Spacious 4BRCondo near Wrigley/Dtwn +FreeParking
Fridge, microwave, oven, stovetop

Spacious 4BRCondo near Wrigley/Dtwn +FreeParking

9.6 out of 10, Exceptional, (42)
"It was a great place to stay and very spacious!"
The price is ￥54,368
￥109,894 total
includes taxes & fees
Sep 18 - Sep 19
Spacious 4BRCondo near Wrigley/Dtwn +FreeParking
3BR Modern Condo near Wrigley/Dwtn +Free Parking
Fridge, microwave, oven, stovetop

3BR Modern Condo near Wrigley/Dwtn +Free Parking

9.4 out of 10, Exceptional, (35)
"3 night stay with a family of 5. Was perfect for us! Clean, quiet, and easy to access. Would stay again! "
The price is ￥52,898
￥106,439 total
includes taxes & fees
Aug 31 - Sep 1
3BR Modern Condo near Wrigley/Dwtn +Free Parking
Experience Chicago living near United Center
Fridge, microwave, oven, stovetop

Experience Chicago living near United Center

9.0 out of 10, Wonderful, (17)
"Clean and cozy . Great communication . Not the best neighborhood but felt secure with passcode locks ! Would stay again "
Experience Chicago living near United Center
Stunning 3 BR in prime Chicago location
Fridge, microwave, oven, stovetop

Stunning 3 BR in prime Chicago location

9.8 out of 10, Exceptional, (109)
"This property had all the comforts we needed and is in a great location. Would absolutely love to stay there again!"
Stunning 3 BR in prime Chicago location
Spacious & Comfortable 3 Bedrooms + Bonus Room
4 bedrooms, desk, iron/ironing board, free WiFi

Spacious & Comfortable 3 Bedrooms + Bonus Room

The price is ￥18,779
￥70,708 total
includes taxes & fees
Aug 26 - Aug 27
Spacious & Comfortable 3 Bedrooms + Bonus Room
Downtown Mich Ave #7| Park View Penthouse +gym
Property grounds

Downtown Mich Ave #7| Park View Penthouse +gym

9.8 out of 10, Exceptional, (6)
"Great location...host quick response..."
Downtown Mich Ave #7| Park View Penthouse +gym
Lincoln Park/depaul 8 Bed 1 Parking Spot Sleeps 18 by AllSet Turnover
Dining

Lincoln Park/depaul 8 Bed 1 Parking Spot Sleeps 18 by AllSet Turnover

9.6 out of 10, Exceptional, (15)
"We had an absolutely lovely stay here!"
Lincoln Park/depaul 8 Bed 1 Parking Spot Sleeps 18 by AllSet Turnover
MICH AVE #23 2bd/2ba Downtown, Museums w/ Views
Interior

MICH AVE #23 2bd/2ba Downtown, Museums w/ Views

9.8 out of 10, Exceptional, (23)
"It was perfect and everything as promised. "
MICH AVE #23 2bd/2ba Downtown, Museums w/ Views
Private 2BR/2BA Suites, Desk, Kitchenette, Lake Access, Morse CTA, Loyola Campus
2 bedrooms, desk, free WiFi, bed sheets

Private 2BR/2BA Suites, Desk, Kitchenette, Lake Access, Morse CTA, Loyola Campus

Private 2BR/2BA Suites, Desk, Kitchenette, Lake Access, Morse CTA, Loyola Campus
Comfortable Condo in the Heart of Bronzeville by RedAwning
Fridge, microwave, oven, coffee/tea maker

Comfortable Condo in the Heart of Bronzeville by RedAwning

6.6 out of 10, (4)
"There was confusion with VRBO regarding our arrival date, no fault of the property owner. They made arrangements to clean the unit and provide lunch for our group while we waited and offered a second night free for the inconvenience. Highly recommend. Property owner went above and beyond!"
The price is ￥21,314
￥59,045 total
includes taxes & fees
Sep 3 - Sep 4
Comfortable Condo in the Heart of Bronzeville by RedAwning
Gorgeous 3BR River North Condo - Free Parking
Fridge, microwave, oven, stovetop

Gorgeous 3BR River North Condo - Free Parking

10.0 out of 10, Exceptional, (20)
"House was very accommodating and well stocked for a family of 4 including two teenage children. Check in was easy and as described, and location was easy walking distance to restaurants and shopping. Would definitely stay here again when in Chicago!"
Gorgeous 3BR River North Condo - Free Parking
Entire 2 bedroom with Office & Deck!
Property grounds

Entire 2 bedroom with Office & Deck!

8.8 out of 10, Excellent, (13)
"Good stay"
Entire 2 bedroom with Office & Deck!
Bronzeville Manor walking distance to hospitals
Interior

Bronzeville Manor walking distance to hospitals

9.8 out of 10, Exceptional, (17)
"Great location, very clean place. Ample street parking and the owner is very nice. I’ll definitely be booking this location again."
Bronzeville Manor walking distance to hospitals
Beautiful, modern 3 bed 2 bath condo near Hyde Park, Obama Center and Lakefront
Smart TV, computer monitors

Beautiful, modern 3 bed 2 bath condo near Hyde Park, Obama Center and Lakefront

10.0 out of 10, Exceptional, (2)
"Clean, comfortable, and quiet! We enjoyed the condo very much. "
Beautiful, modern 3 bed 2 bath condo near Hyde Park, Obama Center and Lakefront
1-bedroom condo next to Chicago Midway International Airport
Fridge, microwave, oven, stovetop

1-bedroom condo next to Chicago Midway International Airport

10.0 out of 10, Exceptional, (6)
"super nice place!"
1-bedroom condo next to Chicago Midway International Airport
Wrigley Field All Star Suite 3 Bedrooms 2 Bath
Exterior

Wrigley Field All Star Suite 3 Bedrooms 2 Bath

9.4 out of 10, Exceptional, (18)
"Enjoyed a dinner party with friends Place was perfect Management helpful "
The price is ￥55,690
￥139,256 total
includes taxes & fees
Aug 26 - Aug 27
Wrigley Field All Star Suite 3 Bedrooms 2 Bath
Up to 8 Spacious lovely Chicago-style 3BDR condo. Safe & quiet neighborhood
Fridge, microwave, oven, stovetop

Up to 8 Spacious lovely Chicago-style 3BDR condo. Safe & quiet neighborhood

8.6 out of 10, Excellent, (19)
"This place was clean and host was very nice"
Up to 8 Spacious lovely Chicago-style 3BDR condo. Safe & quiet neighborhood
Parking, Balcony, Near Universities, Ravinia, NAPA & Train to Chicago
Fridge, microwave, oven, stovetop

Parking, Balcony, Near Universities, Ravinia, NAPA & Train to Chicago

9.8 out of 10, Exceptional, (19)
"Everything went well. Will stay again."
Parking, Balcony, Near Universities, Ravinia, NAPA & Train to 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 Chicago Hotel Reviews

InterContinental Chicago Magnificent Mile by IHG

InterContinental Chicago Magnificent Mile by IHG

10/10 Excellent
"Fantastic city views"
Julie 2-night trip
Posted 10 hours ago
InterContinental Chicago Magnificent Mile by IHG

Frequently asked questions

How much do condos in Chicago cost?
The price range for condos in Chicago is ￥18,779 to ￥55,690 per night. Whatever your budget, you'll find someplace that suits your pocket — as well as your whole squad! These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
How many condos are there in Chicago?
Reclaim your vacation days and pick from 329 condos in Chicago. For a business trip, a family getaway and everything in between, Expedia can help you find the perfect place in a few quick clicks.
Why book your condo in Chicago with Expedia?
Vacays shouldn't be complicated, so if you're after condos at a nice price, Expedia has your back. Keep costs down and stay in something cheap and cheerful, or book a 5-star condo and really spoil your crew. Our search filters make it easy to find a property in Chicago that suits you best.