Flights from Cancun, MX to Chicago, IL

Promo Code

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

Try alternate month or interact with individual days below in order to find offers.
Jun 2026
No results for this month.
Jul 2026
from$229*
Last seen: 6 hours ago
One-way/Economy
Aug 2026
No results for this month.
cmp-daily-histogram-bars-legend-min-price-aria-label $415
Displaying fares for June-2026
  • 15

    Mon

    JUN

  • 16

    Tue

  • 17

    Wed

  • 18

    Thu

  • 19

    Fri

  • 20

    Sat

  • 21

    Sun

  • 22

    Mon

  • 23

    Tue

  • 24

    Wed

  • 25

    Thu

  • 26

    Fri

  • 27

    Sat

  • 28

    Sun

  • 29

    Mon

  • 30

    Tue

  • 01

    Wed

    JUL

  • 02

    Thu

  • 03

    Fri

  • 04

    Sat

  • 05

    Sun

  • 06

    Mon

  • 07

    Tue

  • 08

    Wed

  • 09

    Thu

  • 10

    Fri

  • 11

    Sat

  • 12

    Sun

  • 13

    Mon

  • 14

    Tue

    • Range$415-$474

    *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 Nov 10, 2026

    From

    $283

    Last seen: 9 hours ago

    Cancun, MX (CUN)Chicago, IL (MDW)One-way
    /
    Discount Den Basic Fare    		Departing Nov 16, 2026

    From

    $279

    Last seen: 2 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 60,000 Miles after qualifying activity. Terms apply.