Hotel Deals In Chicago, IL

Escape Soon & Save

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See The Windy City

A Midwest Staycation

Looking to explore your very own backyard? Take advantage of a staycation in the Windy City and start planning your Chicago getaway today.

  • 15% Off Accommodations
  • Bottle of Wine
  • Complimentary Upgrade to King Suite
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Let’s Keep Things Between Us

Book Direct Benefits

Skip the other sites and book directly with us to receive 10% OFF accommodations, a welcome drink upon arrival, and more.

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It Pays To Stay

Stay More,
Save More

Make your Windy City getaway last a little longer by extending your stay and saving up to 25% on accommodations.

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A room with a large bed and black furniture and a flat panel tv.
A New Level of Luxury


Stay in the Ivy Elevated collection of rooms and enjoy daily breakfast for two, two evening signature cocktails, nightly turn-down service and more.

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On The Horizon

Advanced Purchase

Book 21 days in advance or more and enjoy the perks of planning ahead with this hotel deal in Chicago, IL—21% off your stay.

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We'll Take Care of You

Northwestern Discount

Receive 22% off your stay just for being a Northwestern Memorial Hospital patient, visitor, or staff member.

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Spoil Yourself

Indulge at The Ivy

Live life on the lavish side with two signature cocktails on us, as well as $50 credit to use at Divine, Sky Terrace, or for in-room dining.

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top reasons to stay

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in the action

We’re only steps away from shopping sprees at Magnificent Mile’s designer stores, quintessential photo ops at Millennium Park, visits to Northwestern Memorial Hospital, and so much more.

In One Distinct Place

Whether you’re craving a quick bite before heading out, a round of drinks during happy hour, or an intimate evening dinner, our two on-property restaurants have every mood covered.

In Complete Comfort

There’s luxury, then there’s the Ivy Hotel. Elevate your sense of serenity with our premium selection of special touches, which include Egyptian cotton sheets, automatic draperies, and rainfall showers.