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Vacations from Chicago to Orlando

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2-5 night deals from Chicago to Orlando

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  1. 3 night stay

    Cypress Pointe Resort by Diamond Resorts

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    ORD - MCO
    8/03/2020 - 8/06/2020
    from
    $292*
    per person

  2. 3 night stay

    Champions World Resort

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    ORD - MCO
    2/18/2020 - 2/21/2020
    from
    $283*
    per person

  3. 3 night stay

    The Grand Orlando Resort at Celebration

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    ORD - MCO
    6/09/2020 - 6/12/2020
    from
    $284*
    per person

  4. 3 night stay

    Ramada by Wyndham Kissimmee Gateway

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    ORD - MCO
    6/09/2020 - 6/12/2020
    from
    $289*
    per person

  5. 3 night stay

    Monumental Hotel Orlando

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    ORD - MCO
    6/09/2020 - 6/12/2020
    from
    $296*
    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 Orlando

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  1. 7 night stay

    Radisson Lake Buena Vista

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    ORD - MCO
    3/10/2020 - 3/17/2020
    from
    $570*
    per person

  2. 7 night stay

    Florida Hotel & Conference Ctr, BW Premier Col.

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    ORD - MCO
    3/10/2020 - 3/17/2020
    from
    $617*
    per person

  3. 7 night stay

    Champions World Resort

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    ORD - MCO
    3/10/2020 - 3/17/2020
    from
    $363*
    per person

  4. 7 night stay

    Holiday Inn Orlando SW Celebration

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    ORD - MCO
    3/10/2020 - 3/17/2020
    from
    $364*
    per person

  5. 7 night stay

    Ramada by Wyndham Kissimmee Gateway

    gradegradegradegradegradegradegradegradegradegrade
    ORD - MCO
    3/10/2020 - 3/17/2020
    from
    $372*
    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 Orlando

Weather in Orlando

Monday overcast clouds
69°F 1/27/2020
Tuesday few clouds
69°F 1/28/2020
Wednesday moderate rain
73°F 1/29/2020
Thursday broken clouds
64°F 1/30/2020
Friday moderate rain
71°F 1/31/2020
Saturday light rain
73°F 2/01/2020
Sunday sky is clear
59°F 2/02/2020
Powered by: OpenWeatherMap.org

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