Cheap Flights from Chicago to Cancun

Flights from Chicago (ORD), Chicago (MDW) to Cancun (CUN). Departure months are below, followed by travel dates or one way.

The final date choice opens flight results directly, with checked round trips when available. Traveler, cabin and stop options are available before completing the trip. No account or connector is required to check prices.

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Recent flight examples

Chicago (ORD) → Cancun (CUN)

November 15, 2026 – November 22, 2026 · 1 adult · Economy requested · USD

The saved options shown start at $286.14 without Membership.

  • VB 547 / 2133

    1 stop (GDL) · 13h 25m

    00:25–14:50 local

    $286.14

    Without Membership

    Airline price: $302

    $15.86 less with Axel

  • VB 187 / 1038

    1 stop (MEX) · 20h 30m

    01:05–22:35 local

    $286.14

    Without Membership

    Airline price: $302

    $15.86 less with Axel

  • VB 187 / 1024

    1 stop (MEX) · 22h 10m

    01:05–00:15 (November 16, 2026) local

    $286.14

    Without Membership

    Airline price: $302

    $15.86 less with Axel

Round-trip starting price · USD · Without Membership

Round-trip starting prices; outbound options shown. The final total depends on return selection and availability.

Economy was requested. Baggage and fare rules still need checking. Search again for available options and prices.

Search ORD–CUN for these datesChange datesChange travelers or cabin

Axel observed this on September 15, 2026. The supplier response was created on September 15, 2026.

How to read these prices

Comparison totals are the airline’s fares, sourced through Google Flights. Airline checkout prices have not been independently verified. Airline and Axel prices refer to the same option, trip dates and traveler. These are selected saved examples, not all flights or the lowest prices for this route.

Optional Membership prices

Membership is optional and its fee is extra. Prices without Membership are shown above.

  • VB 547 / 2133: Membership $270.29.
  • VB 187 / 1038: Membership $270.29.
  • VB 187 / 1024: Membership $270.29.
Membership fee and details

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Your trip so far

From: Chicago (ORD), Chicago (MDW) · Edit origin

To: Cancun (CUN) · Edit destination

Departure: Not chosen · Edit departure

Return: Not chosen · Edit return

Travelers: 1 adult. Cabin: economy. Stops: Any. Edit travelers, cabin and stops

Adults: 1 adult selected · 2 adults · 3 adults · 4 adults. Other traveler types are available under Edit travelers, cabin and stops.

How Axel pricing works

Better travel prices with Axel. Axel finds better prices on flights and hotels and shares the savings with you. Membership unlocks even more savings.

Member fares require optional Membership; its fee is extra. Prices without Membership are listed separately when available.

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