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
    $285 nightly
    The price is $335 total per night from Nov 2 to Nov 3
    $335 total
    Nov 2 - Nov 3
    Total with taxes and fees
    9/10 Wonderful! (1,015 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! (1,971 reviews)
    Sheraton Grand Chicago Riverwalk

    Sheraton Grand Chicago Riverwalk

    301 E North Water St, Chicago, IL
    $265 nightly
    The price is $311 total per night from Oct 30 to Oct 31
    $311 total
    Oct 30 - Oct 31
    Total with taxes and fees
    8.4/10 Very Good! (1,518 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! (444 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
    7.8/10 Good! (9,370 reviews)
    Embassy Suites by Hilton Chicago Downtown River North

    Embassy Suites by Hilton Chicago Downtown River North

    600 N State St, Chicago, IL
    $174 nightly
    The price is $205 total per night from Nov 4 to Nov 5
    $205 total
    Nov 4 - Nov 5
    Total with taxes and fees
    8.4/10 Very Good! (5,023 reviews)
    Hilton Chicago/Magnificent Mile Suites

    Hilton Chicago/Magnificent Mile Suites

    198 E Delaware Pl, Chicago, IL
    $144 nightly
    The price is $170 total per night from Nov 3 to Nov 4
    $170 total
    Nov 3 - Nov 4
    Total with taxes and fees
    8.8/10 Excellent! (2,999 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
$630
Popular accommodation
Chic Urban Retreat Near Wrigley Field w/Parking, Spacious 3BRCondo near Wrigley/Dtwn +FreeParking, 3BR Modern Condo near Wrigley/Dwtn +Free Parking, Stunning 3 BR in prime Chicago location, Gorgeous 3BR River North Condo - Free Parking, Modern Condo-Obama & University of Chicago Area, Wrigleyville Condo, Sleeps 10, 1/2 block from Wrigley Field, Elizabeth by Coast to Cactus | Chic Artists Loft, Chic Suite/Mins to L Train /Laundry/Free Parking

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