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
    The price is $219 per night from Nov 2 to Nov 3
    $219
    per night
    Nov 2 - Nov 3
    9/10 Wonderful! (1,000 reviews)
    Sheraton Grand Chicago Riverwalk

    Sheraton Grand Chicago Riverwalk

    301 E North Water St, Chicago, IL
    The price is $237 per night from Nov 3 to Nov 4
    $237
    per night
    Nov 3 - Nov 4
    8.4/10 Very Good! (1,089 reviews)
    Fairmont Chicago at Millennium Park

    Fairmont Chicago at Millennium Park

    200 North Columbus Drive, Chicago, IL
    The price is $249 per night from Oct 22 to Oct 23
    $249
    per night
    Oct 22 - Oct 23
    8.4/10 Very Good! (1,099 reviews)
    Waterfront Hotel and Marina

    Waterfront Hotel and Marina

    3309 North Chapel Hill Road, Johnsburg, McHenry, IL
    The price is $82 per night from Oct 17 to Oct 18
    $82
    per night
    Oct 17 - Oct 18
    8/10 Very Good! (328 reviews)

Hotel Options in Chicago

    Congress Plaza Hotel

    Congress Plaza Hotel

    520 South Michigan Avenue, Chicago, IL
    The price is $148 per night from Oct 15 to Oct 16
    $148
    per night
    Oct 15 - Oct 16
    7.4/10 Good! (5,365 reviews)
    Hyatt Regency Chicago

    Hyatt Regency Chicago

    151 East Wacker Dr, Chicago, IL
    The price is $223 per night from Oct 29 to Oct 30
    $223
    per night
    Oct 29 - Oct 30
    8.8/10 Excellent! (3,182 reviews)
    The Whitehall Hotel

    The Whitehall Hotel

    105 E Delaware Pl, Chicago, IL
    The price is $101 per night from Oct 30 to Oct 31
    $101
    per night
    Oct 30 - Oct 31
    7.8/10 Good! (3,356 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
23 Condo Rentals
Lowest Price
$82
Highest Price
$249
Popular accommodation
Modern Living 1BR in Warrenville, Spacious 3-bedroom, 2-bath condo, free parking/Oak Park, MDRN Kid-Friendly Apt|Charming|Private|Sunny|Fast Wi-Fi| Parking, Cozy One Bedroom, Washer Dryer, Central Location, Fireplace, Monthly Discounts, Chic Suite/Mins to L Train /Laundry/Free Parking, Just remodeled apartment close to airport and mall, Bucktown Beauty! Pet friendly and (Secret) Space for the Whole Group by RedAwning, Posh 1BR Apartment in Arlington Heights, MODERN 2 BEDROOM CONDO! WHEN LUXURY & COMFORT MEET!