CUN → MDWCancún to Chicago

live

Direct flights from Cancún (CUN) to Chicago (MDW): 7 nonstop departures observed each week across 1 airline. The median arrival is 16 minutes early. No cancellations were recorded across the 3 tracked flights. The nonstop covers 2,309 km, an estimated 3 hours 28 minutes in the air. Measured by Pro Flight Search from live flight boards at Cancún and Chicago. Updated 13 September 2026 at 09:54 UTC.

CUN Cancún busy · +20
MDW Chicago smooth · +11
2,309 km · ~3h 28m est.
departs 13:057x weekly
Running clean · 1 airline · 7x weekly · nonstop
79 / 100

route health from live CUN and MDW delay boards

Median arrival delay is −16 min. 0 of 3 tracked legs cancelled in the sample. Will a delayed flight be cancelled? →

Median arrival−16 minacross the last 3 operated legs
Flight time~3h 28mestimated from route distance
Weekly departures7x1 direct airline on the leg

Who flies it

observed on the boards · 7 days
Southwest AirlinesWN

Flights WN219 varies daily

History

operated legs · board outcomes
09-12WN219dep +10 → arr−16
09-11WN219dep +0 → arr−25
09-10WN219dep +35 → arr+3

Actual board outcomes rather than schedules, paired departure and arrival per flight and day.

Full board history, day by day →

Airports right now

live boards
CUNCancún +20 min busy 🌤 mostly cloudy · SE 2 kt Full CUN delay board →
MDWChicago +11 min smooth 🌤 few clouds · N 6 kt Full MDW delay board →

Weather lens

Current conditions put the pressure at MDW: 37% odds of a 15+ minute delay and around +11 min expected when it bites, measured from this route's own weather-matched delay history. See live delays → · Weather risk by airport →

How the Cancún to Chicago route actually runs

Pro Flight Search records official board updates for nonstop CUN to MDW flights through the day: schedules, estimates, gate pushes and actual departures. The verdict above comes from operated flights, so it reflects what this route does rather than what the timetable promises.

Planning around a delay? Live airport delays · Weather delay risk map · Will a delayed flight be cancelled? · Do planes make up time in the air? · How we measure

Cite this data

Journalists, bloggers, and researchers may cite this page with attribution and a link to Pro Flight Search.

Suggested citation

Pro Flight Search — Cancún (CUN) to Chicago (MDW) route reliability, measured from operated flights on official airport boards.

Canonical URL
https://proflightsearch.com/search-flights/CUN-MDW
How we measure this →

CUN to MDW questions

Is CUN–MDW running on time right now?

Mostly on schedule. The departure side at CUN is the weaker end, route health score 79/100. The airports section above carries the live status and delay window at both ends.

How long is the flight from CUN to MDW?

Great-circle distance is 2,309 km. With typical jet cruise speed plus taxi, climb and descent, expect roughly 193–228 min gate-to-gate on this route.

How often does CUN–MDW fly?

Southwest Airlines runs the route with about 7 flights a week (daily). Since one carrier owns the route, a single disruption tends to ripple through the day.

What does the route health score measure?

A blend of departure-side delay at CUN and arrival-side delay at MDW, computed from rolling delay windows (refreshed every 40 minutes) with a daily-rollup fallback. Current MVFR, IFR, or LIFR endpoint weather caps the score when flight rules can limit throughput. Higher is healthier: 100 means operations are clean at both ends.