LOCAL
TREASURES

Perfectly situated in the heart of downtown, the Ivy Hotel puts you within reach of truly quintessential city adventures—think time-honored establishments, cultural landmarks, modern design marvels, and celebrated eateries.

CHOOSE YOUR OWN ADVENTURE

THEATER

NAVY PIER

New Dehli

RIVERWALK

Nice France

GRANT PARK

LUXURY

AMENITIES

When you’re at the Ivy Hotel, residential-level luxury reigns supreme with sprawling spaces and sumptuous amenities—from a rooftop lounge to an exclusive suite collection—that elevate the meaning of “the high life” at every turn.

A FEW PAST WINNERS

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Kyle M.
"I won 2 roundtrip flights to Paris from Dollar Flight Club last year. We were able to afford the trip because we just had to pay for lodging!"
Jen S.
"Thank you so much for paying for our flights to Hawaii! We spent the most amazing long weekend on the beach.”
Rob S.
"San Diego was amazing! The food, beaches, and hiking couldn't have been better. Thanks for making the weekend possible with those free flights."
Sarah D.
"Iceland had been on my bucket list for 10 years. Thanks so much for making the trip possible with your giveaways !"

*Rules:

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