Flights from Cancun, MX to Chicago, IL

Promo Code

Best Deals on Flights From Cancun, MX (CUN) to Chicago, IL (MDW)

Mar 2026
from$169*
Last seen: 20 hours ago
One-way/Economy
Apr 2026
from$122*
Last seen: 19 hours ago
One-way/Economy
May 2026
from$154*
Last seen: 2 hours ago
One-way/Economy
$167
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    • Range$167-$273

    *Prices found by others in the previous 48 hours for round-trip flights. Prices shown may also require membership in our travel club, Discount Den.

    Flights Deals from Cancun, MX to Chicago, IL on Frontier

    $
    Flights Deals from Cancun, MX to Chicago, IL on Frontier
    From
    To
    Cancun, MX (CUN)Chicago, IL (ORD)One-way
    /
    Discount Den Basic Fare    		Departing Aug 13, 2026

    From

    $127

    Last seen: 21 hours ago

    Cancun, MX (CUN)Chicago, IL (MDW)One-way
    /
    Discount Den Basic Fare    		Departing Sep 2, 2026

    From

    $174

    Last seen: 22 hours ago

    *Prices found by others in the previous 48 hours for one-way flights. Prices shown may also require membership in our travel club, Discount Den®.

    Cancun, MX Chicago, IL

    Barclays Badge

    Earn 50,000 Miles after qualifying activity. Plus $0 Intro Annual Fee, then $99.
    Terms Apply.