Search Condo Rentals in Roosevelt Station

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Our top choices for Roosevelt Station condo rentals

1. Luxuriant, Foodie, Culture,

Luxuriant, Foodie, Culture,
Lower West Side
9.4 out of 10, Exceptional, (49 reviews)
"Great location and responsive host! "
United States
Johans B.
Luxuriant, Foodie, Culture,

2. West Loop Condo w/Parking + Gym - Walk to Fulton Market

West Loop Condo w/Parking + Gym - Walk to Fulton Market
Downtown Chicago
10.0 out of 10, Exceptional, (5 reviews)
"Such a good place to stay!! Very comfortable and cleab, highly recommend(:"
United States
Mckenna R.
West Loop Condo w/Parking + Gym - Walk to Fulton Market

3. Downtown Lake VIEWS, Mich Ave, Museums 2bd/2ba

Downtown Lake VIEWS, Mich Ave, Museums 2bd/2ba
South Loop
9.8 out of 10, Exceptional, (57 reviews)
"Great location next to CTA stations, bus lines and the park. Property is spacious and comfortable but isn’t brand new if that’s your expectation. The beds are comfortable and the kitchen is stocked with all your basic needs. Access was easy and the other residents of the building were generally friendly."
United States
Rodney B.
Downtown Lake VIEWS, Mich Ave, Museums 2bd/2ba

4. 1 #33 - 4 Bedroom / 2 Bath Condo near McCormick Place, Wintrust Arena, Chinatown

1 #33 - 4 Bedroom / 2 Bath Condo near McCormick Place, Wintrust Arena, Chinatown
Chinatown
10.0 out of 10, Exceptional, (22 reviews)
"Great location "
United States
Parker D.
1 #33 - 4 Bedroom / 2 Bath Condo near McCormick Place, Wintrust Arena, Chinatown

5. Gorgeous 3BR River North Condo - Free Parking

Gorgeous 3BR River North Condo - Free Parking
Downtown Chicago
10.0 out of 10, Exceptional, (45 reviews)
"Upscale, well-located, inviting home that is in walking distance of some of Chicago top attractions. Generous amounts of utensils and dishes as well, which is a rare find at many rentals! 3 generations of our family enjoyed 5 days here and really loved it!"
United States
Vanessa N.
Gorgeous 3BR River North Condo - Free Parking

6. Downtown Penthouse - Mich Ave 2bd | +gym & VIEWS

Downtown Penthouse - Mich Ave 2bd | +gym & VIEWS
Downtown Chicago
9.4 out of 10, Exceptional, (38 reviews)
"Great location"
Australia
CoreNet Global
Downtown Penthouse - Mich Ave 2bd | +gym & VIEWS

7. Downtown 2bd #4 - Near Grant Park, Museums, Lake

Downtown 2bd #4 - Near Grant Park, Museums, Lake
Downtown Chicago
10.0 out of 10, Exceptional, (7 reviews)
"Great location, safe and clean. "
United States
Terra T.
Downtown 2bd #4 - Near Grant Park, Museums, Lake

8. 1 #31 - 4 Bedroom Condo - McCormick Place, Wintrust Arena, Chinatown

1 #31 - 4 Bedroom Condo - McCormick Place, Wintrust Arena, Chinatown
Chinatown
9.2 out of 10, Wonderful, (21 reviews)
"Just off the red line. Plenty of great food near by"
United States
Steve C.
1 #31 - 4 Bedroom Condo - McCormick Place, Wintrust Arena, Chinatown

9. 1 #12 - 2 Bedroom / 1 Bath Condo near McCormick Place, Wintrust Arena, Chinatown

1 #12 - 2 Bedroom / 1 Bath Condo near McCormick Place, Wintrust Arena, Chinatown
Chinatown
9.2 out of 10, Wonderful, (27 reviews)
"Everything was great!"
United States
Matthew G.
1 #12 - 2 Bedroom / 1 Bath Condo near McCormick Place, Wintrust Arena, Chinatown

10. MICH AVE #5|Safe DTown Grant Park, Museums 2bd/2ba

MICH AVE #5|Safe DTown Grant Park, Museums 2bd/2ba
South Loop
10.0 out of 10, Exceptional, (31 reviews)
"Excellent location. The host sent a lot of messages."
United States
Benjamin D.
MICH AVE #5|Safe DTown Grant Park, Museums 2bd/2ba

11. Downtown Park #11 - Mich Ave PH | gym+rooftop

Downtown Park #11 - Mich Ave PH | gym+rooftop
Downtown Chicago
9.4 out of 10, Exceptional, (9 reviews)
"This VRBO was perfect for our long weekend in Chicago. It was very clean; in a great location; and has some stunning views of the water in the morning & evening. I would recommend it to anyone! The hosts were very communicative as well which is always appreciated. 10/10!"
United States
Peter B.
Downtown Park #11 - Mich Ave PH | gym+rooftop

12. Designer Loft in Fulton Market with Parking

Designer Loft in Fulton Market with Parking
Downtown Chicago
10.0 out of 10, Exceptional, (13 reviews)
"Very nice and comfortable accommodations in the heart of Fulton market. "
United States
Brian W.
Designer Loft in Fulton Market with Parking

13. Cozy Downtown MICH AVE #7 | gym+rooftop

Cozy Downtown MICH AVE #7 | gym+rooftop
Downtown Chicago
10.0 out of 10, Exceptional, (15 reviews)
"Hosts were very responsive and great location!"
United States
Abbeygale A.
Cozy Downtown MICH AVE #7 | gym+rooftop

14. Downtown MICH AVE #20, Grant Park, Museums 2bd/2ba

Downtown MICH AVE #20, Grant Park, Museums 2bd/2ba
South Loop
9.8 out of 10, Exceptional, (17 reviews)
"It was great."
United States
D. Mathew B.
Downtown MICH AVE #20, Grant Park, Museums 2bd/2ba

15. Downtown 2bd #6 +Gym near Park, Lake, Museums

Downtown 2bd #6 +Gym near Park, Lake, Museums
Downtown Chicago
10.0 out of 10, Exceptional, (6 reviews)
"Cute little place in an amazing location! "
United States
Emily V.
Downtown 2bd #6 +Gym near Park, Lake, Museums

16. Mich Ave Downtown Penthouse - Rooftop+Gym

Mich Ave Downtown Penthouse - Rooftop+Gym
Downtown Chicago
Mich Ave Downtown Penthouse - Rooftop+Gym

17. MICH AVE Downtown 2bd, Grant Park Museums 25

MICH AVE Downtown 2bd, Grant Park Museums 25
Downtown Chicago
9.8 out of 10, Exceptional, (34 reviews)
"Well located and served"
United States
Casey S.
MICH AVE Downtown 2bd, Grant Park Museums 25

18. Downtown Penthouse Lake Views #1|Gym, Parking

Downtown Penthouse Lake Views #1|Gym, Parking
Downtown Chicago
9.6 out of 10, Exceptional, (10 reviews)
"Everything about this property was great. Great location for those visiting and wanting to stay in Chicago. The balcony view was breathtaking. Highly recommend and would definitely stay here again."
United States
Britany S.
Downtown Penthouse Lake Views #1|Gym, Parking

19. Luxury condo close to Magnificent Mile

Luxury condo close to Magnificent Mile
Downtown Chicago
Luxury condo close to Magnificent Mile

20. Downtown Mich Ave - 6 Penthouses, Sleep 25

Downtown Mich Ave - 6 Penthouses, Sleep 25
Downtown Chicago
10.0 out of 10, Exceptional, (3 reviews)
"We stayed at this property for the National Restaurant Association food show. We all like to walk and enjoyed not having to take rides to the show and dinner. We loved the outdoor patio and had great weather."
United States
Josh F.
Downtown Mich Ave - 6 Penthouses, Sleep 25
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.

Compare popular hotels close to Roosevelt Station

Property
Star rating
Guest rating
Breakfast included
Pool
Spa
Pet friendly
WiFi included
A spacious lobby with a modern sofa, armchairs, and a coffee table. A large window offers a view of the cityscape.
The Langham, Chicago
5.0 star property
9.8
Exceptional
1,004 reviews
View
A modern hotel lobby with a long blue sofa, numbered cushions, and hanging planters.
Hilton Vacation Club Hotel Blake Chicago
4.0 star property
9.6
Exceptional
1,218 reviews
View
A modern living room with a sofa, two blue chairs, a round coffee table, and a unique ceiling design.
SpringHill Suites by Marriott Chicago Chinatown
3.5 star property
9.6
Exceptional
1,007 reviews
View
A person relaxing on a sofa with a window view of a building, a table with a glass of wine, and a vase with flowers.
L7 CHICAGO by LOTTE HOTELS
4.5 star property
9.6
Exceptional
5,189 reviews
View
A cityscape with a river, a bridge, and a dining area with tables and chairs.
Trump International Hotel & Tower Chicago
5.0 star property
9.6
Exceptional
2,077 reviews
View

Top reviews in Roosevelt Station

Frequently Asked Questions

What types of Condo Rentals can I find in Roosevelt Station?

At Expedia, you’ll find great Roosevelt 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” Roosevelt 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 Roosevelt Station. While you’re making your decision, you can use our map facility to view your shortlisted properties and their distance from Roosevelt Station, or nearby places of interest. There are great places to stay for every budget, so if you need cheap Condo Rentals in Roosevelt Station, use our simple search function to help you secure a great deal.

How much do Condo Rentals cost in Roosevelt Station?

The price per night for Roosevelt Station Condo Rentals in 2026 can start from as low as $116*. 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 Roosevelt Station, to name just three. When there’s a high demand for rooms in Roosevelt 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 Roosevelt Station, so you can sleep easy without going over your budget.

How to find the best deals on Roosevelt Station Condo Rentals?

Expedia’s search function can help you find some of the best deals on Roosevelt 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 Roosevelt 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.

Why should I choose Expedia to book Roosevelt Station Condo Rentals?

Booking with Expedia allows you to browse a wide selection of places to stay in Roosevelt 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 Roosevelt Station Condo Rentals?

At Expedia, we understand that plans change, and the good news is you can cancel many bookings for Roosevelt 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 Roosevelt 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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