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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. 5 night stay

    Key West Marriott Beachside Hotel

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    ORD - EYW
    10/31/2020 - 11/05/2020
    from
    $829*
    per person based on 2-person occupancy

  2. 5 night stay

    Playa Largo Resort & Spa, Autograph Collection

    gradegradegradegradegradegradegradegradegradegrade
    ORD - EYW
    10/31/2020 - 11/05/2020
    from
    $889*
    per person based on 2-person occupancy

  3. 5 night stay

    The Marker

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    ORD - EYW
    10/31/2020 - 11/05/2020
    from
    $934*
    per person based on 2-person occupancy

  4. 5 night stay

    Casa Marina A Waldorf Astoria Resort

    gradegradegradegradegradegradegradegradegradegrade
    ORD - EYW
    10/31/2020 - 11/05/2020
    from
    $956*
    per person based on 2-person occupancy

  5. 5 night stay

    Hilton Garden Inn Key West - Keys Collection

    gradegradegradegradegradegradegradegradegradegrade
    ORD - EYW
    10/31/2020 - 11/05/2020
    from
    $769*
    per person based on 2-person occupancy

*Average total price per person based on round trip flights in the Main Cabin and double occupancy hotel stays. Prices displayed have been collected within the last 24 hrs and may no longer be available at time of booking. Modifying this information may result in a different price. To find the most updated price, please visit aavacations.com.

6-10 night deals from Chicago to Key West

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  1. 6 night stay

    Key West Marriott Beachside Hotel

    gradegradegradegradegradegradegradegradegradegrade
    ORD - EYW
    11/09/2020 - 11/15/2020
    from
    $1,112*
    per person based on 2-person occupancy

  2. 6 night stay

    Playa Largo Resort & Spa, Autograph Collection

    gradegradegradegradegradegradegradegradegradegrade
    ORD - EYW
    11/09/2020 - 11/15/2020
    from
    $1,125*
    per person based on 2-person occupancy

  3. 6 night stay

    Casa Marina A Waldorf Astoria Resort

    gradegradegradegradegradegradegradegradegradegrade
    ORD - EYW
    11/09/2020 - 11/15/2020
    from
    $1,187*
    per person based on 2-person occupancy

  4. 7 night stay

    Hilton Garden Inn Key West - Keys Collection

    gradegradegradegradegradegradegradegradegradegrade
    ORD - EYW
    12/06/2020 - 12/13/2020
    from
    $991*
    per person based on 2-person occupancy

  5. 6 night stay

    Courtyard by Marriott Marathon Florida Keys

    gradegradegradegradegradegradegradegradegradegrade
    ORD - EYW
    11/09/2020 - 11/15/2020
    from
    $912*
    per person based on 2-person occupancy

*Average total price per person based on round trip flights in the Main Cabin and double occupancy hotel stays. Prices displayed have been collected within the last 24 hrs and may no longer be available at time of booking. Modifying this information may result in a different price. To find the most updated price, please visit aavacations.com.

Vacations from Chicago to Key West

Weather in Key West

Wednesday moderate rain
89°F 9/30/2020
Thursday overcast clouds
84°F 10/01/2020
Friday moderate rain
81°F 10/02/2020
Saturday heavy intensity rain
82°F 10/03/2020
Sunday moderate rain
84°F 10/04/2020
Monday moderate rain
84°F 10/05/2020
Tuesday moderate rain
84°F 10/06/2020
Powered by: OpenWeatherMap.org

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