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Jul 25 - Jul 27
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Sep 12 - Sep 14

Browse Select Chicago Condo Rentals

Huge Projector and Designated Workspace - Near Wrigley!
2 bedrooms, desk, iron/ironing board, free WiFi

Huge Projector and Designated Workspace - Near Wrigley!

Huge Projector and Designated Workspace - Near Wrigley!
Experience Chicago living near United Center
Fridge, microwave, oven, stovetop

Experience Chicago living near United Center

9.0 out of 10, Wonderful, (16)
"Clean and cozy . Great communication . Not the best neighborhood but felt secure with passcode locks ! Would stay again "
Experience Chicago living near United Center
The Chic Urban Oasis Near the Lake!
Beach

The Chic Urban Oasis Near the Lake!

7.6 out of 10, Good, (4)
"Everything about the host and stay was amazing this will be my go to spot for my family and me"
The Chic Urban Oasis Near the Lake!
Modern Living 1BR in Warrenville
Classic Condo | Private kitchen

Modern Living 1BR in Warrenville

3.0 star property
8.4 out of 10, Very good, (6)
"My stay was short, but much better than a hotel."
Modern Living 1BR in Warrenville
Spacious 4BRCondo near Wrigley/Dtwn +FreeParking
Fridge, microwave, oven, stovetop

Spacious 4BRCondo near Wrigley/Dtwn +FreeParking

9.8 out of 10, Exceptional, (36)
"Fantastic! Great location, parking spot available, very clean! "
Spacious 4BRCondo near Wrigley/Dtwn +FreeParking
Downtown Mich Ave #7| Park View Penthouse +gym
Property grounds

Downtown Mich Ave #7| Park View Penthouse +gym

10.0 out of 10, Exceptional, (5)
"Great location...host quick response..."
Downtown Mich Ave #7| Park View Penthouse +gym
Stunning, Spacious, & Sun-soaked 2BR Uptown Condo by AllSet Turnover
2 bedrooms, iron/ironing board, WiFi, bed sheets

Stunning, Spacious, & Sun-soaked 2BR Uptown Condo by AllSet Turnover

10.0 out of 10, Exceptional, (28)
"Had a great trip and this place was clean and quiet with plenty of room. Second sleeping area would make a great area to hang out and read for a while with the beautiful windows and natural light. "
Stunning, Spacious, & Sun-soaked 2BR Uptown Condo by AllSet Turnover
Urban Chicago Escape ~ 1 Mi to Local Beaches!
Fridge, microwave, stovetop, dishwasher

Urban Chicago Escape ~ 1 Mi to Local Beaches!

9.4 out of 10, Exceptional, (19)
"The place was clean and fit our needs. Great location near the lake and close to the train stop."
Urban Chicago Escape ~ 1 Mi to Local Beaches!
Modern Duplex-Obama & University Chicago Area 3BR, 2.5Bath. Enjoy entire unit.
Smart TV, books

Modern Duplex-Obama & University Chicago Area 3BR, 2.5Bath. Enjoy entire unit.

2.5 star property
Modern Duplex-Obama & University Chicago Area 3BR, 2.5Bath. Enjoy entire unit.
Walking distance to restaurants, shops and Lake Michigan,
Exterior

Walking distance to restaurants, shops and Lake Michigan,

9.6 out of 10, Exceptional, (183)
"We enjoyed our stay in Rogers Park. The property was nice and a welcome retreat at the end of the day. "
Walking distance to restaurants, shops and Lake Michigan,
Entire 2 bedroom with Office & Deck!
Property grounds

Entire 2 bedroom with Office & Deck!

8.6 out of 10, Excellent, (12)
"Good stay"
Entire 2 bedroom with Office & Deck!
Elizabeth by Coast to Cactus | Chic Artists Loft
Interior

Elizabeth by Coast to Cactus | Chic Artists Loft

9.4 out of 10, Exceptional, (18)
"Great place, excellent location and close to the trains!!!!"
Elizabeth by Coast to Cactus | Chic Artists Loft
NEW LUXURY CONDO WITH PATIO DECK
Property grounds

NEW LUXURY CONDO WITH PATIO DECK

10.0 out of 10, Exceptional, (169)
"This is the perfect place for you to stay when you’re in Chicago. We have stayed here at least four or five times already the place is immaculate. If you need any help someone is there for you ASAP. "
NEW LUXURY CONDO WITH PATIO DECK
Chicago Chic: Cozy 1BR with Stylish Workspace
Fridge, microwave, oven, stovetop

Chicago Chic: Cozy 1BR with Stylish Workspace

10.0 out of 10, Exceptional, (1)
"We enjoyed our stay here"
Chicago Chic: Cozy 1BR with Stylish Workspace
Bright 2 Bed/2 Bath Condo With Patio Less Than 10 Mins From Major Attractions
Exterior

Bright 2 Bed/2 Bath Condo With Patio Less Than 10 Mins From Major Attractions

8.0 out of 10, Very good, (8)
"We enjoyed our stay, and the condo was perfect for my daughter and me. Great location, prompt responses to all communication with owner, super clean and very comfy beds! Main building corridor could use some sprucing up, but nothing major. Overall, very satisfied! Thanks, Khoy!"
Bright 2 Bed/2 Bath Condo With Patio Less Than 10 Mins From Major Attractions
Walk to Train: Convenient Skokie Condo!
Interior

Walk to Train: Convenient Skokie Condo!

2.0 star property
10.0 out of 10, Exceptional, (2)
"property manager was friendly & accommodating... all info was accurate... no problems at all..."
Walk to Train: Convenient Skokie Condo!
Experience Chicago living near United Center
Fridge, microwave, oven, stovetop

Experience Chicago living near United Center

9.2 out of 10, Wonderful, (25)
"overall place is good, the only bad thing is the location!"
Experience Chicago living near United Center
Avondale Condo Near Classic Bars, Eateries, and More! by AllSet Turnover
Oven

Avondale Condo Near Classic Bars, Eateries, and More! by AllSet Turnover

9.6 out of 10, Exceptional, (10)
"Newly renovated home with all the needs of any travelling party. Within 15 minute walk of Blue Line and cab ride away from one of the best Blues bars in Chicago. Would definitely recommend and will stay here again!"
Avondale Condo Near Classic Bars, Eateries, and More! by AllSet Turnover
Downtown MICH AVE#4 King Beds Grant Park, 2bd/2ba
Smart TV, books

Downtown MICH AVE#4 King Beds Grant Park, 2bd/2ba

9.4 out of 10, Exceptional, (26)
"Location was super close to everything downtown Chicago has to offer! Host was super responsive and was communicative the whole time"
Downtown MICH AVE#4 King Beds Grant Park, 2bd/2ba
Wrigleyville Inn - Unit 1
Terrace/patio

Wrigleyville Inn - Unit 1

10.0 out of 10, Exceptional, (21)
"This home is beautiful, clean, and very well appointed. The location is great and in walking distance to so much. "
Wrigleyville Inn - Unit 1
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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Frequently asked questions

How much do condos in Chicago cost?
The price range for condos in Chicago is to 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 337 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.