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Our top choices for Chicago 59th Street Station condo rentals

Modern Condo-Obama & University of Chicago Area

Modern Condo-Obama & University of Chicago Area
Woodlawn
8.6 out of 10, Excellent, (14)
"I thought this place was so cute, loved the outset deck! Was spacious and the host was very nice and helpful when needed! Would stay again for sure! "
United States
Jaime C.
Modern Condo-Obama & University of Chicago Area

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

Bright 2 Bed/2 Bath Condo With Patio Less Than 10 Mins From Major Attractions
Bronzeville
8.4 out of 10, Very Good, (11)
"We found the place to be extremly clean and comfortable . Its really close to down town and great resturants. Definetly would book again ."
United States
sean r.
Bright 2 Bed/2 Bath Condo With Patio Less Than 10 Mins From Major Attractions

Bronzeville Manor walking distance to hospitals

Bronzeville Manor walking distance to hospitals
Bronzeville
9.8 out of 10, Exceptional, (18)
"We had a wonderful stay in this beautiful home! Neighborhood is nice and peaceful. Our host, Cornell was extremely helpful and friendly. I would definitely stay there again."
United States
Anonymous traveler
Bronzeville Manor walking distance to hospitals

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

Modern Duplex-Obama & University Chicago Area 3BR, 2.5Bath. Enjoy entire unit.
2.5 star property
Woodlawn
5.8 out of 10, (6)
"The house was absolutely beautiful ! Very spacious and nice! Comfy beds and clean. "
United States
Brandy W.
Modern Duplex-Obama & University Chicago Area 3BR, 2.5Bath. Enjoy entire unit.

Comfortable Condo in the Heart of Bronzeville by RedAwning

Comfortable Condo in the Heart of Bronzeville by RedAwning
Bronzeville
7.8 out of 10, Good, (6)
"Very clean, everything needed with in. Manager was easily accessible. "
United States
Rosheena C.
$344 nightly
The price is $389
Jan 4 - Jan 5, 2026
Total with taxes and fees
Comfortable Condo in the Heart of Bronzeville by RedAwning

Bright Vintage U of C Center Condo with WiFi, AC in enjoyable Chicago

Bright Vintage U of C Center Condo with WiFi, AC in enjoyable Chicago
Woodlawn
"They went out of the way to make sure we had keys to get in and got in early since no one was there night before."
United States
Amy J.
Bright Vintage U of C Center Condo with WiFi, AC in enjoyable Chicago

Spacious 3BDR Luxury Penthouse 10 min from Downtown Chicago

Spacious 3BDR Luxury Penthouse 10 min from Downtown Chicago
Washington Park
10.0 out of 10, Exceptional, (2)
"My stay was 100% immaculate. Everything listed on the site is 100% outstanding everything up-to-date nice and clean. Definitely enjoyed the space my host was there every time I needed it or had a question. "
United States
Christine S.
Spacious 3BDR Luxury Penthouse 10 min from Downtown Chicago

NEW LISTING! Apartment Near Downtown & UChicago by RedAwning

NEW LISTING! Apartment Near Downtown & UChicago by RedAwning
2.0 star property
Bronzeville
NEW LISTING! Apartment Near Downtown & UChicago by RedAwning

Tranquil 2-bedroom condo in charming Chicago with WiFi, AC

Tranquil 2-bedroom condo in charming Chicago with WiFi, AC
Woodlawn
7.6 out of 10, Good, (5)
"We stayed for 4 days for the ACDC concert. It was a cute little place. People all around were friendly. A big suggestion when you arrive. Go to the side door not the front door. We had a very friendly maintenance man named Berto! Only a few issues to note. The pillows were terrible! Not alot around to walk to but there was a few grocery stores. "
Canada
Sara C.
Tranquil 2-bedroom condo in charming Chicago with WiFi, AC

Luxury Stay on UChicago Campus 11 min walk to hospitals

Luxury Stay on UChicago Campus 11 min walk to hospitals
Woodlawn
10.0 out of 10, Exceptional, (7)
"Our family stay was wonderful! The property was great, the owners were available and courteous. "
United States
Eric M.
Luxury Stay on UChicago Campus 11 min walk to hospitals

The Cozy Nest: King Bed in Quiet and Safe Condo by McCormick Place and Midway!

The Cozy Nest: King Bed in Quiet and Safe Condo by McCormick Place and Midway!
Washington Park
9.0 out of 10, Wonderful, (6)
"It was a beautiful condo. Very clean and cozy. Beds were comfortable with plenty of pillows and blankets. The owners were very nice people and helpful guiding us in the right direction around the area. They make it a very safe place to stay. Would definitely recommend staying there!"
United States
Anonymous traveler
The Cozy Nest: King Bed in Quiet and Safe Condo by McCormick Place and Midway!

Gorgeous Parisian Retreat on University of Chicago Campus

Gorgeous Parisian Retreat on University of Chicago Campus
Woodlawn
Gorgeous Parisian Retreat on University of Chicago Campus

Modern 2-bedroom 2 -bath condo in wonderful Woodlawn Chicago.

Modern 2-bedroom 2 -bath condo in wonderful Woodlawn Chicago.
Woodlawn
10.0 out of 10, Exceptional, (1)
"Beautiful, comfortable apartment. Loved the decor. Stairs up to building’s entry and then down to the basement apartment present a daunting challenge, particularly when carrying luggage. "
United States
Susan C.
Modern 2-bedroom 2 -bath condo in wonderful Woodlawn Chicago.

Spacious 3BR Family Stay w/ Central Air & Patio; Near Lakefront and UChicago

Spacious 3BR Family Stay w/ Central Air & Patio; Near Lakefront and UChicago
Washington Park
Spacious 3BR Family Stay w/ Central Air & Patio; Near Lakefront and UChicago

The Green Oasis- 4bdrm 3bath Condo- 11 mins from DTWN

The Green Oasis- 4bdrm 3bath Condo- 11 mins from DTWN
Washington Park
The Green Oasis- 4bdrm 3bath Condo- 11 mins from DTWN

Chic 3-bedroom well-appointed condo near University of Chicago and Lakeshore

Chic 3-bedroom well-appointed condo near University of Chicago and Lakeshore
Woodlawn
Chic 3-bedroom well-appointed condo near University of Chicago and Lakeshore

Condo in Hyde park 2 min UofC 6mi downtown

Condo in Hyde park 2 min UofC 6mi downtown
Hyde Park
Condo in Hyde park 2 min UofC 6mi downtown

Beautiful condo with AC in vibrant Chicago 10 mins to beach. 10 mins to downtown

Beautiful condo with AC in vibrant Chicago 10 mins to beach. 10 mins to downtown
2.0 star property
South Shore
Beautiful condo with AC in vibrant Chicago 10 mins to beach. 10 mins to downtown
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 59th Street Station Hotel Reviews

Find out more about Chicago 59th Street Station

What types of Condo Rentals can I find in Chicago 59th Street Station?

At Expedia, you’ll find great Chicago 59th Street Station Condo Rentals for your family vacation, business trip, romantic weekend break, and more. If you’re planning a vacation with kids, try using the traveler experience filter to select “Family-friendly” Chicago 59th Street Station Condo Rentals. Or, if you’re traveling for work, you can check the “Business-friendly” box to find business-oriented places to stay in Chicago 59th Street Station. While you’re making your decision, you can use our map facility to view your shortlisted properties and their distance from Chicago 59th Street Station, or nearby places of interest. There are great places to stay for every budget, so if you need cheap Condo Rentals in Chicago 59th Street Station, use our simple search function to help you secure a great deal.

How much do Condo Rentals cost in Chicago 59th Street Station?

The price per night for Chicago 59th Street Station Condo Rentals in 2026 can start from as low as *. The cost of Condo Rentals varies depending on a number of factors: the dates of your stay, the exact location of the accommodation, and whether there are any special events taking place near Chicago 59th Street Station, to name just three. When there’s a high demand for rooms in Chicago 59th Street Station, this can cause prices to increase, whereas traveling during a quieter time of the year can mean lower prices. Booking through Expedia can help you find some of the best deals for cheap Condo Rentals in Chicago 59th Street Station, so you can sleep easy without going over your budget.

How to find the best deals on Chicago 59th Street Station Condo Rentals?

Expedia’s search function can help you find some of the best deals on Chicago 59th Street Station Condo Rentals. You can select a minimum and maximum price per night according to your budget, and filter by guest ratings and star ratings to ensure you find the right Condo Rentals for your needs. Changing the sort order according to price can also help you to view cheap Condo Rentals in Chicago 59th Street Station at a glance, and you can combine this with our own picks to highlight some of the best available offers. Don’t forget, if you’re an Expedia Rewards member, you can use the “Member Prices” filter to make extra savings on your booking.

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Booking with Expedia allows you to browse a wide selection of places to stay in Chicago 59th Street Station, complete with search filters that make it easy to locate Condo Rentals that best meet your specific requirements. Our clear and easy-to-use search function makes it effortless to compare amenities, prices, property types, neighborhoods, and much more. At Expedia, you can also find flights, car rental, and activities, and you can combine your bookings for greater savings. Plus, Expedia Rewards members accrue points on all eligible purchases. Build your points total to gain discounts on subsequent bookings in the future. Membership is free, so go ahead and join.

What is the cancellation policy on booking Chicago 59th Street Station Condo Rentals?

At Expedia, we understand that plans change, and the good news is you can cancel many bookings for Chicago 59th Street Station Condo Rentals with a full refund, depending on the rules and restrictions. For example, some Condo Rentals may not give refunds if you cancel your booking within 24 or 48 hours of your arrival date, and some bookings are non-refundable. Be sure to view the policies provided by the Chicago 59th Street Station Condo Rentals, and confirm the exact cancellation window on your selected location’s details page. If free cancellation is important to you, you can filter for the “Fully refundable” payment type when you search for your Condo Rentals.

*Prices and availability are subject to change. Additional terms may apply 

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