Skip to main content

Vacations from Chicago to Cancun

See other vacation package offers

cmp-carousel-container-explain
7night(s)
EVERGLADES SUITES
-
Chicago (ORD) To Cancun (CUN)
Flight+Hotel
from
$752 cmp-price-disclaimer
Per person based on 2-person occupancy
Updated:4 hours ago
7night(s)
Pacha Tulum Boutique Hotel
-
Chicago (ORD) To Cancun (CUN)
Flight+Hotel
from
$763 cmp-price-disclaimer
Per person based on 2-person occupancy
Updated:3 hours ago
7night(s)
Aloft Playa Del Carmen
-
Chicago (ORD) To Cancun (CUN)
Flight+Hotel
from
$764 cmp-price-disclaimer
Per person based on 2-person occupancy
Updated:4 hours ago
7night(s)
Nina Hotel Playa del Carmen
-
Chicago (ORD) To Cancun (CUN)
Flight+Hotel
from
$764 cmp-price-disclaimer
Per person based on 2-person occupancy
Updated:3 hours ago
cmp-carousel-slide 1 cmp-carousel-of 8
*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.
cmp-clean-button-action-description-origin
cmp-clean-button-action-description-destination
Disclaimer
Advanced search
Bag and optional fees
Changes to checked bag fees and allowances

Choose 2 or more:

Please check if you want to include it in the search.

Enter to select travel class and passengers


Changes to checked bag fees and allowances Opens external site in a new window

Discover our best deals from Chicago to Cancun

$

  • 3 night stay

    Breathless Cancun Soul

    gradegradegradegradegradegradegradegradegradegrade
    ORD - CUN
    3/23/2025 - 3/26/2025
    from
    $871*
    per person based on 2-person occupancy
    Updated:13hoursago

  • 3 night stay

    Barcelo Maya Riviera

    gradegradegradegradegradegradegradegradegradegrade
    ORD - CUN
    3/23/2025 - 3/26/2025
    from
    $875*
    per person based on 2-person occupancy
    Updated:13hoursago

  • 3 night stay

    Royal Hideaway Playacar Adults Only

    gradegradegradegradegradegradegradegradegradegrade
    ORD - CUN
    3/23/2025 - 3/26/2025
    from
    $885*
    per person based on 2-person occupancy
    Updated:14hoursago

  • 3 night stay

    Hideaway at Royalton Riviera Cancun

    gradegradegradegradegradegradegradegradegradegrade
    ORD - CUN
    3/23/2025 - 3/26/2025
    from
    $908*
    per person based on 2-person occupancy
    Updated:14hoursago

  • 3 night stay

    Margaritaville Island Reserve Riviera Cancun, by Karisma

    gradegradegradegradegradegradegradegradegradegrade
    ORD - CUN
    3/23/2025 - 3/26/2025
    from
    $940*
    per person based on 2-person occupancy
    Updated:14hoursago

    • *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 Cancun

    Weather in Cancun

    Saturday sky is clear
    82°F 1/18/2025
    Sunday moderate rain
    84°F 1/19/2025
    Monday moderate rain
    75°F 1/20/2025
    Tuesday moderate rain
    82°F 1/21/2025
    Wednesday light rain
    81°F 1/22/2025
    Thursday moderate rain
    78°F 1/23/2025
    Friday moderate rain
    75°F 1/24/2025
    Powered by: OpenWeatherMap.org

    You may also like...