HotelDip

Cheapest dates for 5-star hotels in Chicago

Stay flexible and book the dip. Greener days are cheaper, so tap a day to see hotels.

Cheapest stays in the next 3 months

1 night
from Sun, Jun 21 · $241/night
$241
May 2026
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30$49331Low$379
Cheapest dayCheaperMidPriciest

Hotels for Fri, Mar 12

  • Azure Sky Hotel & Spa

    8.5Very good · 1,341 reviews
    $304
    $304/night · 1n
    Book

  • The Grand Palace

    7.5Good · 484 reviews
    $342
    $342/night · 1n
    Book

  • Riverside Luxury Collection

    9.8Excellent · 2,103 reviews
    $467
    $467/night · 1n
    Book

  • The Meridian Royal

    9.2Excellent · 3,722 reviews
    $525
    $525/night · 1n
    Book

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