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Vacations from Chicago to Miami

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6night(s)
Miami Marriott Biscayne Bay
-
Chicago (ORD) To Miami (MIA)
Flight+Hotel
from
$1,110 cmp-price-disclaimer
Per person based on 2-person occupancy
Updated:20 hours ago
6night(s)
Fontainebleau Miami Beach
-
Chicago (ORD) To Miami (MIA)
Flight+Hotel
from
$1,368 cmp-price-disclaimer
Per person based on 2-person occupancy
Updated:20 hours ago
6night(s)
JW Marriott Marquis Miami
-
Chicago (ORD) To Miami (MIA)
Flight+Hotel
from
$1,480 cmp-price-disclaimer
Per person based on 2-person occupancy
Updated:20 hours ago
6night(s)
Hotel AKA Brickell
-
Chicago (ORD) To Miami (MIA)
Flight+Hotel
from
$1,018 cmp-price-disclaimer
Per person based on 2-person occupancy
Updated:20 hours ago
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*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.
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Discover our best deals from Chicago to Miami

$

  • 2 night stay

    Four Seasons Hotel and Residences Fort Lauderdale

    gradegradegradegradegradegradegradegradegradegrade
    ORD - MIA
    8/14/2025 - 8/16/2025
    from
    $777*
    per person based on 2-person occupancy
    Updated:3hoursago

  • 2 night stay

    Four Seasons Hotel Miami

    gradegradegradegradegradegradegradegradegradegrade
    ORD - MIA
    8/14/2025 - 8/16/2025
    from
    $993*
    per person based on 2-person occupancy
    Updated:3hoursago

  • 2 night stay

    AKA Hotel Brickell

    gradegradegradegradegradegradegradegradegradegrade
    ORD - MIA
    8/14/2025 - 8/16/2025
    from
    $493*
    per person based on 2-person occupancy
    Updated:3hoursago

  • 2 night stay

    Loews Miami Beach Hotel

    gradegradegradegradegradegradegradegradegradegrade
    ORD - MIA
    8/14/2025 - 8/16/2025
    from
    $594*
    per person based on 2-person occupancy
    Updated:3hoursago

  • 2 night stay

    Four Seasons Resort Palm Beach

    gradegradegradegradegradegradegradegradegradegrade
    ORD - MIA
    8/14/2025 - 8/16/2025
    from
    $995*
    per person based on 2-person occupancy
    Updated:3hoursago

    • *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 Miami

    Weather in Miami

    Friday broken clouds
    87°F 5/09/2025
    Saturday overcast clouds
    87°F 5/10/2025
    Sunday overcast clouds
    82°F 5/11/2025
    Monday overcast clouds
    83°F 5/12/2025
    Tuesday moderate rain
    83°F 5/13/2025
    Wednesday light rain
    82°F 5/14/2025
    Thursday light rain
    84°F 5/15/2025
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