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
    $157 nightly
    The price is $184 total per night from Jan 11 to Jan 12
    $184 total
    Jan 11 - Jan 12
    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
    $194 nightly
    The price is $228 total per night from Jan 10 to Jan 11
    $228 total
    Jan 10 - Jan 11
    Total with taxes and fees
    8.6/10 Excellent! (2,044 reviews)
    Sheraton Grand Chicago Riverwalk

    Sheraton Grand Chicago Riverwalk

    301 E North Water St Chicago IL
    $199 nightly
    The price is $234 total per night from Jan 13 to Jan 14
    $234 total
    Jan 13 - Jan 14
    Total with taxes and fees
    8.4/10 Very Good! (1,587 reviews)
    Waterfront Hotel and Marina

    Waterfront Hotel and Marina

    3309 North Chapel Hill Road McHenry IL
    8/10 Very Good! (465 reviews)

Hotel Options in Chicago

    Palmer House a Hilton Hotel

    Palmer House a Hilton Hotel

    17 E Monroe St Chicago IL
    $168 nightly
    The price is $193 total per night from Jan 15 to Jan 16
    $193 total
    Jan 15 - Jan 16
    Total with taxes and fees
    8.4/10 Very Good! (2,209 reviews)
    Hilton Chicago

    Hilton Chicago

    720 S Michigan Ave Chicago IL
    $164 nightly
    The price is $192 total per night from Jan 15 to Jan 16
    $192 total
    Jan 15 - Jan 16
    Total with taxes and fees
    8.4/10 Very Good! (2,507 reviews)
    Hilton Chicago/Magnificent Mile Suites

    Hilton Chicago/Magnificent Mile Suites

    198 E Delaware Pl Chicago IL
    $89 nightly
    The price is $105 total per night from Jan 18 to Jan 19
    $105 total
    Jan 18 - Jan 19
    Total with taxes and fees
    8.8/10 Excellent! (3,668 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
304 Condo Rentals
Lowest Price
$105
Highest Price
$419
Popular accommodation
Experience Chicago living near United Center , Experience Chicago living near United Center, Stunning 3 BR in prime Chicago location, Wrigleyville Condo, Sleeps 10, 1/2 block from Wrigley Field, Chic Urban Retreat Near Wrigley Field w/Parking, The Chic Urban Oasis Near the Lake!, Chic Suite/Mins to L Train /Laundry/Free Parking, Wrigleyville Inn - Unit 3, Just remodeled apartment close to airport and mall

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