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, 60605
    The price is $118 per night from Dec 20 to Dec 21
    $118
    per night
    Dec 20 - Dec 21
    4.5/5 Wonderful! (1,000 reviews)
    Fairmont Chicago at Millennium Park

    Fairmont Chicago at Millennium Park

    200 North Columbus Drive, Chicago, IL, 60601
    The price is $170 per night from Dec 18 to Dec 19
    $170
    per night
    Dec 18 - Dec 19
    4.2/5 Very Good! (1,002 reviews)
    Sheraton Grand Chicago Riverwalk

    Sheraton Grand Chicago Riverwalk

    301 E North Water St, Chicago, IL, 60611
    The price is $142 per night from Dec 22 to Dec 23
    $142
    per night
    Dec 22 - Dec 23
    4.2/5 Very Good! (1,000 reviews)
    Waterfront Hotel and Marina

    Waterfront Hotel and Marina

    3309 North Chapel Hill Road, Johnsburg, McHenry, IL, 60051-2919
    The price is $82 per night from Dec 10 to Dec 11
    $82
    per night
    Dec 10 - Dec 11
    3.9/5 Very Good! (287 reviews)

Hotel Options in Chicago

    Congress Plaza Hotel

    Congress Plaza Hotel

    520 South Michigan Avenue, Chicago, IL, 60605
    The price is $116 per night from Jan 2 to Jan 3
    $116
    per night
    Jan 2 - Jan 3
    3.7/5 Good! (3,836 reviews)
    The Whitehall Hotel

    The Whitehall Hotel

    105 E Delaware Pl, Chicago, IL, 60611
    The price is $84 per night from Dec 20 to Dec 21
    $84
    per night
    Dec 20 - Dec 21
    3.9/5 Good! (3,158 reviews)
    Eurostars Magnificent Mile

    Eurostars Magnificent Mile

    660 North State Street, Chicago, IL, 60654
    The price is $90 per night from Dec 11 to Dec 12
    $90
    per night
    Dec 11 - Dec 12
    4/5 Very Good! (1,833 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.