JAX → MDWJacksonville to Chicago

live

Direct flights from Jacksonville (JAX) to Chicago (MDW): 7 nonstop departures observed each week across 1 airline. 86% of the last 7 operated flights arrived within 15 minutes of schedule. The median arrival is 8 minutes early. No cancellations were recorded across the 7 tracked flights. The nonstop covers 1,368 km, an estimated 2 hours 15 minutes in the air. Measured by Pro Flight Search from live flight boards at Jacksonville and Chicago. Updated 13 September 2026 at 12:38 UTC.

JAX Jacksonville smooth · +8
MDW Chicago smooth · +0
1,368 km · ~2h 15m est.
dep bank 07:00–17:257x weekly
Runs reliable · 1 airline · 7x weekly · nonstop
86% on time

of the last 7 operated JAX → MDW flights arrived within 15 minutes

Median arrival delay is −8 min. 0 of 7 tracked legs cancelled in the sample. Will a delayed flight be cancelled? →

Median arrival−8 minacross the last 7 operated legs
Flight time~2h 15mestimated from route distance
Weekly departures7x1 direct airline on the leg

The week

scheduled departures · origin local time
06121824
Mon
Tue
Wed
Thu
Fri
Sat
Sun
Southwest Airlines

Each mark is a scheduled departure at its origin-local time, observed operating in the last 7 days. Today is highlighted.

Who flies it

observed on the boards · 7 days
Southwest AirlinesWN86% on time

Flights WN1768 07:00 Mo Th Fr · WN2099 07:30 Sa · WN673 varies Su · WN981 17:25 Tu We

History

operated legs · board outcomes
09-12WN2099dep +7 → arr−11
09-11WN1768dep +12 → arr−12
09-10WN1768dep +8 → arr−9
09-09WN981dep +30 → arr+0
09-08WN981dep +24 → arr−8
09-07WN1768dep +11 → arr−6
09-06WN673dep +57 → arr+40

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
JAXJacksonville +8 min smooth 🌤 scattered clouds · WSW 3 kt Full JAX delay board →
MDWChicago +0 min smooth 🌤 mostly cloudy · NNW 7 kt Full MDW delay board →

Weather lens

Current conditions put the pressure at JAX: 46% 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 Jacksonville to Chicago route actually runs

Pro Flight Search records official board updates for nonstop JAX 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 — Jacksonville (JAX) to Chicago (MDW) route reliability, measured from operated flights on official airport boards.

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

JAX to MDW questions

Is JAX–MDW running on time right now?

Smooth skies ahead. The departure side at JAX is the weaker end, route health score 94/100. The airports section above carries the live status and delay window at both ends.

Morning or evening flight on JAX–MDW?

Operators schedule morning departures around 07:00 and evening departures around 17:25 from JAX. Earlier flights typically land before destination-airport delays accumulate later in the day; check the MDW delay card to confirm conditions when you'd arrive.

How long is the flight from JAX to MDW?

Great-circle distance is 1,368 km. With typical jet cruise speed plus taxi, climb and descent, expect roughly 127–147 min gate-to-gate on this route.

How often does JAX–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.