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Vacations from Chicago to Orlando

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2-5 night deals from Chicago to Orlando

See the best deals from your origin.

6-10 night deals from Chicago to Orlando

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  1. 7 night stay

    Cypress Pointe Resort by Diamond Resorts

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    ORD - MCO
    9/19/2020 - 9/26/2020
    from
    $272*
    per person based on 2-person occupancy

  2. 7 night stay

    Grande Villas Resort by Diamond Resorts

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    ORD - MCO
    9/19/2020 - 9/26/2020
    from
    $302*
    per person based on 2-person occupancy

  3. 7 night stay

    Bahama Bay Resort By Wyndham Vacation Rentals

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    ORD - MCO
    9/19/2020 - 9/26/2020
    from
    $352*
    per person based on 2-person occupancy

  4. 7 night stay

    DoubleTree by Hilton Orlando Airport

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    ORD - MCO
    9/19/2020 - 9/26/2020
    from
    $360*
    per person based on 2-person occupancy

  5. 7 night stay

    Sheraton Vistana Villages Resort Villas, I-Drive/Orlando

    gradegradegradegradegradegradegradegradegradegrade
    ORD - MCO
    9/19/2020 - 9/26/2020
    from
    $434*
    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 Orlando

Weather in Orlando

Monday sky is clear
90°F 7/13/2020
Tuesday moderate rain
95°F 7/14/2020
Wednesday moderate rain
92°F 7/15/2020
Thursday overcast clouds
95°F 7/16/2020
Friday light rain
92°F 7/17/2020
Saturday light rain
93°F 7/18/2020
Sunday light rain
94°F 7/19/2020
Powered by: OpenWeatherMap.org

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