Flights WN2405 10:30 Sa · WN4987 14:55 Mo Th Fr · WN3544 15:40 Su · WN4146 18:00 Tu We
Direct flights from Chicago (MDW) to Jacksonville (JAX): 7 nonstop departures observed each week across 1 airline. 100% of the last 7 operated flights arrived within 15 minutes of schedule. The median arrival is 2 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 Chicago and Jacksonville. Updated 19 October 2026 at 06:27 UTC.
Today, MDW → JAX
Mon 19 Oct · local times- 14:55 WN4987Southwest Airlines Sched 14:55Departure not confirmed by the board ·
Checked MDW board 01:27 · JAX board 22:48
of the last 7 operated MDW → JAX flights arrived within 15 minutes
Median arrival delay is −2 min. 0 of 7 tracked legs cancelled in the sample. Will a delayed flight be cancelled? →
The week
scheduled departures · origin local timeEach 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 daysHistory
operated legs · board outcomesActual board outcomes rather than schedules, paired departure and arrival per flight and day.
Full board history, day by day →
Airports right now
live boardsWeather lens
Current conditions put the pressure at JAX: 44% odds of a 15+ minute delay and around +10 min expected when it bites, measured from this route's own weather-matched delay history. See live delays → · Weather risk by airport →
next sweep in 120s
How the Chicago to Jacksonville route actually runs
Pro Flight Search records official board updates for nonstop MDW to JAX 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
Journalists, bloggers, and researchers may cite this page with attribution and a link to Pro Flight Search.
Pro Flight Search — Chicago (MDW) to Jacksonville (JAX) route reliability, measured from operated flights on official airport boards.
https://proflightsearch.com/search-flights/MDW-JAX
MDW to JAX questions
Is MDW–JAX running on time right now?
Mostly on schedule. The departure side at MDW is the weaker end, route health score 73/100. The airports section above carries the live status and delay window at both ends.
Morning or evening flight on MDW–JAX?
Operators schedule morning departures around 10:30 and evening departures around 18:00 from MDW. Earlier flights typically land before destination-airport delays accumulate later in the day; check the JAX delay card to confirm conditions when you'd arrive.
How long is the flight from MDW to JAX?
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 MDW–JAX 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.