Flights from Chicago, IL to Cancun, MX

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

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Sep 2026
No results for this month.
Oct 2026
from$219*
Last seen: 8 hours ago
One-way/Economy
Nov 2026
from$213*
Last seen: 18 hours ago
One-way/Economy
cmp-daily-histogram-bars-legend-min-price-aria-label $219
cmp-daily-histogram-bars-legend-max-price-aria-label $584
Displaying fares for September-2026
  • ORD–CUN: cmp-view-offers-disclaimer. Find Offers
    26

    Sat

    SEP

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    27

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    28

    Mon

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    29

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    30

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    OCT

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    03

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    05

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    06

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  • ORD–CUN, Oct 8, 2026: from $584
    08

    Thu

  • ORD–CUN, Oct 9, 2026: from $584
    09

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  • ORD–CUN, Oct 10, 2026: from $584
    10

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  • ORD–CUN: cmp-view-offers-disclaimer. Find Offers
    11

    Sun

  • ORD–CUN, Oct 12, 2026: from $243
    12

    Mon

  • ORD–CUN, Oct 13, 2026: from $262
    13

    Tue

  • ORD–CUN, Oct 14, 2026: from $304
    14

    Wed

  • ORD–CUN, Oct 15, 2026: from $584
    15

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  • ORD–CUN, Oct 16, 2026: from $350
    16

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  • ORD–CUN: cmp-view-offers-disclaimer. Find Offers
    17

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    18

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    19

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    20

    Tue

  • ORD–CUN, Oct 21, 2026: from $260
    21

    Wed

  • ORD–CUN, Oct 22, 2026: from $507
    22

    Thu

  • ORD–CUN: cmp-view-offers-disclaimer. Find Offers
    23

    Fri

  • ORD–CUN, Oct 24, 2026: from $219
    24

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    25

    Sun

    • Range$219-$584

    *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 Chicago, IL to Cancun, MX on Frontier

    $
    Flights Deals from Chicago, IL to Cancun, MX on Frontier
    From
    To
    Chicago, IL (ORD)Cancun, MX (CUN)One-way
    /
    Discount Den Basic Fare    		Departing Jan 22, 2027

    From

    $165

    Last seen: 3 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®.

    Chicago, IL Cancun, MX

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