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Vacations from Chicago to Key West

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2-5 night deals from Chicago to Key West

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  1. 3 night stay

    Cypress House Hotel

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    ORD - EYW
    9/18/2020 - 9/21/2020
    from
    $645*
    per person

  2. 3 night stay

    Havana Cabana Key West

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    ORD - EYW
    9/18/2020 - 9/21/2020
    from
    $651*
    per person

  3. 3 night stay

    Merlin Guesthouse

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    ORD - EYW
    9/18/2020 - 9/21/2020
    from
    $658*
    per person

  4. 3 night stay

    The Perry Hotel Key West

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    ORD - EYW
    9/18/2020 - 9/21/2020
    from
    $664*
    per person

  5. 3 night stay

    Island City House Hotel

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    ORD - EYW
    9/18/2020 - 9/21/2020
    from
    $668*
    per person

*Average total price per person based on round trip flights in the Main Cabin and double occupancy hotel stays

6-10 night deals from Chicago to Key West

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  1. 7 night stay

    Merlin Guesthouse

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    ORD - EYW
    9/11/2020 - 9/18/2020
    from
    $989*
    per person

  2. 7 night stay

    Havana Cabana Key West

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    ORD - EYW
    9/11/2020 - 9/18/2020
    from
    $1,001*
    per person

  3. 7 night stay

    Parrot Key Hotel & Villas

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    ORD - EYW
    9/11/2020 - 9/18/2020
    from
    $1,002*
    per person

  4. 7 night stay

    The Perry Hotel Key West

    gradegradegradegradegradegradegradegradegradegrade
    ORD - EYW
    9/11/2020 - 9/18/2020
    from
    $1,017*
    per person

  5. 7 night stay

    Paradise Inn Key West-Adults Only

    gradegradegradegradegradegradegradegradegradegrade
    ORD - EYW
    9/11/2020 - 9/18/2020
    from
    $1,056*
    per person

*Average total price per person based on round trip flights in the Main Cabin and double occupancy hotel stays

Vacations from Chicago to Key West

Weather in Key West

Monday moderate rain
74°F 1/27/2020
Tuesday scattered clouds
73°F 1/28/2020
Wednesday sky is clear
74°F 1/29/2020
Thursday light rain
70°F 1/30/2020
Friday moderate rain
73°F 1/31/2020
Saturday moderate rain
76°F 2/01/2020
Sunday few clouds
66°F 2/02/2020
Powered by: OpenWeatherMap.org

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