Compare Chicago Resorts

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Featured Resorts 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, 60605
    The price is $116 per night from Jan 2 to Jan 3
    $116
    per night
    Jan 2 - Jan 3
    3.7/5 Good! (3,838 reviews)
    The Whitehall Hotel

    The Whitehall Hotel

    105 E Delaware Pl, Chicago, IL, 60611
    The price is $84 per night from Dec 18 to Dec 19
    $84
    per night
    Dec 18 - Dec 19
    3.9/5 Good! (3,156 reviews)
    Eurostars Magnificent Mile

    Eurostars Magnificent Mile

    660 North State Street, Chicago, IL, 60654
    The price is $90 per night from Dec 5 to Dec 6
    $90
    per night
    Dec 5 - Dec 6
    4.1/5 Very Good! (1,839 reviews)

Resort Hotels

Resort hotels in Chicago
Find your next great getaway when you book at a resort hotel in Chicago. Resorts are great for families or couples, or even solo travelers looking for a piece of paradise. Sure, you can leave your hotel and explore Chicago at your leisure…but with everything these sorts of hotels offer, you may never want to. From food and shopping to entertainment and organized tours, a resort hotel in Chicago is a great way to score an amazing vacation—and Orbitz can help you get there.

Resort hotels for everyone in Chicago
If you’re traveling with the kids, you know how hard it is to keep them entertained. Let them have some fun on their own: some resorts have clubs for the kiddos, including kid-friendly pools and adventure camps where they can explore, do some crafts and even take part in learning activities. (Don’t worry, no one will tell them this vacation is actually educational.) Of course, there’s plenty for adults to do at Chicago resorts as well. Take a yoga class, book a few treatments at the spa, or do a little shopping. Go ahead, charge it to the room. You’re on vacation!

Ready to wow your special someone? Plan a romantic getaway complete with luxury accommodations. Surprise your partner with a couples massage, followed by a candlelit dinner at the 5-star on-site hotel. Some of these luxury hotels even have adults-only pools with swim-up bars so you can float about with a couple of cocktails, watching the sunset and enjoying your time together.