Compare Chicago Villas

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Featured Villas in Chicago

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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.

Hotel Options in Chicago

    Congress Plaza Hotel

    Congress Plaza Hotel

    520 South Michigan Avenue, Chicago, IL
    $179 nightly
    The price is $210 total per night from Jul 27 to Jul 28
    $210 total
    Jul 27 - Jul 28
    Total includes taxes and fees
    7.8/10 Good! (8,936 reviews)
    InterContinental Chicago Magnificent Mile by IHG

    InterContinental Chicago Magnificent Mile by IHG

    505 N Michigan Ave, Chicago, IL
    $231 nightly
    The price is $266 total per night from Aug 10 to Aug 11
    $266 total
    Aug 10 - Aug 11
    Total includes taxes and fees
    9/10 Wonderful! (2,026 reviews)
    Hilton Chicago/Magnificent Mile Suites

    Hilton Chicago/Magnificent Mile Suites

    198 E Delaware Pl, Chicago, IL
    $151 nightly
    The price is $178 total per night from Aug 10 to Aug 11
    $178 total
    Aug 10 - Aug 11
    Total includes taxes and fees
    8.8/10 Excellent! (2,428 reviews)

Luxury Villas

Book luxury villas in Chicago
There are plenty of ways to up your vacation game, but one of the best is by staying in a luxury villa in Chicago. Villas, with their thoughtful layout and elegant décor, let you travel in style. They come in a variety of sizes and offer a great experience, whether you’re traveling on your own or with a group of friends. Orbitz has fantastic deals on villas in Chicago, so book one now. You’ll feel like a million bucks before you even check in.

Spacious luxury villas in Chicago
You won’t have a problem finding your own space in Chicago. If you’re traveling in a group, go for a three-bedroom or larger villa; separate bedrooms can make it that much easier to keep the peace, especially when you’re all staying in one house. You can also explore Chicago on your own and use a one-bedroom villa as your home base.

A top-end villa experience in Chicago rivals that of a luxury resort. Float in a swimming pool with an elaborate mosaic bottom, work out in your own gym, and let the daily housekeeping staff clean up after you while a private chef whips up one delicious meal after another. This is the life!

Chicago Villas essential information

Accommodation
7 Villas
Lowest Price
$178
Highest Price
$266
Popular accommodation
HUGE! 3BR Private Home+Garage+360° Roof Deck+Hot Tub+EV+Sleeps 12, Hot Tub & Sauna: Hoffman Estates Villa in Elgin!, Charming Retreat in the Heart of Des Plaines by RedAwning, Hot Tub & Sauna: Hoffman Estates Villa in Elgin!, ▌360° City Skyline Chicago ▌ , Elegant Riverwoods Escape w/ Private Sauna!, ★★★Charming 2BR near downtown, +FREE parking★★★