Compare Chicago Condo Rentals

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Featured Chicago Condo Rentals

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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.

Chicago Accommodation Oceanfront

    The Blackstone, Autograph Collection

    The Blackstone, Autograph Collection

    636 S Michigan Ave, Chicago, IL
    $237 nightly
    The price is $278 total per night from Nov 14 to Nov 15
    $278 total
    Nov 14 - Nov 15
    Total with taxes and fees
    9/10 Wonderful! (1,003 reviews)
    Fairmont Chicago at Millennium Park

    Fairmont Chicago at Millennium Park

    200 North Columbus Drive, Chicago, IL
    $279 nightly
    The price is $328 total per night from Oct 23 to Oct 24
    $328 total
    Oct 23 - Oct 24
    Total with taxes and fees
    8.6/10 Excellent! (1,985 reviews)
    Sheraton Grand Chicago Riverwalk

    Sheraton Grand Chicago Riverwalk

    301 E North Water St, Chicago, IL
    $225 nightly
    The price is $264 total per night from Nov 9 to Nov 10
    $264 total
    Nov 9 - Nov 10
    Total with taxes and fees
    8.4/10 Very Good! (1,527 reviews)
    Waterfront Hotel and Marina

    Waterfront Hotel and Marina

    3309 North Chapel Hill Road, Johnsburg, McHenry, IL
    $77 nightly
    The price is $85 total per night from Nov 1 to Nov 2
    $85 total
    Nov 1 - Nov 2
    Total with taxes and fees
    8/10 Very Good! (445 reviews)

Hotel Options in Chicago

    Congress Plaza Hotel

    Congress Plaza Hotel

    520 South Michigan Avenue, Chicago, IL
    $145 nightly
    The price is $170 total per night from Nov 2 to Nov 3
    $170 total
    Nov 2 - Nov 3
    Total with taxes and fees
    8/10 Very Good! (9,387 reviews)
    Freehand Chicago

    Freehand Chicago

    19 East Ohio Street, Chicago, IL
    $95 nightly
    The price is $112 total per night from Nov 10 to Nov 11
    $112 total
    Nov 10 - Nov 11
    Total with taxes and fees
    7.8/10 Good! (2,432 reviews)
    Embassy Suites by Hilton Chicago Downtown River North

    Embassy Suites by Hilton Chicago Downtown River North

    600 N State St, Chicago, IL
    $152 nightly
    The price is $179 total per night from Nov 9 to Nov 10
    $179 total
    Nov 9 - Nov 10
    Total with taxes and fees
    8.4/10 Very Good! (5,098 reviews)

Luxury Condos

Find luxury condos in Chicago
Get your vacation off to a fabulous start by booking a luxury condo in Chicago. They’re a great option if you want to pamper yourself a little more than usual on your next getaway. Plus, they give you a unique opportunity to see the city the way a local would. You’re not in a hotel—you’re home. Condominiums come in all shapes and sizes, and with Orbitz on your side, you’ll find exactly the right one for your trip.

Stay in a Chicago condo
Vacation condo rentals are a nice alternative to hotels with perks such as multiple bedrooms, living rooms, balconies, laundry facilities, Wi-Fi access and espresso machines. And don’t underestimate the power of the full kitchen in your condo: whipping up midnight snacks is a breeze, and hey, making a meal on your own without worrying about ordering in or going out to eat is just plain convenient. You might also have a pool, a gym and a hot tub on the property or close by.  

Exploring Chicago will be a breeze with a downtown condo as your home base. You’ll be close to the top sights, and within walking distance of great restaurants, shopping, and bars. Got leftovers? Put them in your fridge. Remember, you’re living like a local now.

Chicago Condo Rentals essential information

Accommodation
318 Condo Rentals
Lowest Price
$85
Highest Price
$449
Popular accommodation
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