Flights WN634 05:00 Sa · WN908 05:00 Su · WN2069 06:45 Mo Th Fr · WN2979 07:15 Tu We
Direct flights from New Orleans (MSY) to Chicago (MDW): 7 nonstop departures observed each week across 1 airline. 73% of the last 11 operated flights arrived within 15 minutes of schedule. The median arrival is on schedule. No cancellations were recorded across the 11 tracked flights. The nonstop covers 1,330 km, an estimated 2 hours 12 minutes in the air. Measured by Pro Flight Search from live flight boards at New Orleans and Chicago. Updated 17 October 2026 at 03:03 UTC.
Today, MSY → MDW
Fri 16 Oct · local times- 06:45 WN2069Southwest Airlines Left 06:56 +11 Landed 08:51 −14
- 10:35 WN3130Southwest Airlines Left 10:45 +10 Landed 12:41 −9
- 17:50 WN3131Southwest Airlines Left 18:27 +37 Landed 20:26 +16
Checked MSY board 22:03 · MDW board 22:03
of the last 11 operated MSY → MDW flights arrived within 15 minutes
Median arrival delay is −1 min. 0 of 11 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 MSY and MDW: 42% odds of a 15+ minute delay and around +9 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 New Orleans to Chicago route actually runs
Pro Flight Search records official board updates for nonstop MSY 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
Journalists, bloggers, and researchers may cite this page with attribution and a link to Pro Flight Search.
Pro Flight Search — New Orleans (MSY) to Chicago (MDW) route reliability, measured from operated flights on official airport boards.
https://proflightsearch.com/search-flights/MSY-MDW
MSY to MDW questions
Is MSY–MDW running on time right now?
Mostly on schedule. The arrival side at MDW is the weaker end, route health score 70/100. The airports section above carries the live status and delay window at both ends.
Morning or evening flight on MSY–MDW?
Operators schedule morning departures around 05:00 and evening departures around 17:50 from MSY. 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 MSY to MDW?
Great-circle distance is 1,330 km. With typical jet cruise speed plus taxi, climb and descent, expect roughly 124–144 min gate-to-gate on this route.
How often does MSY–MDW fly?
Southwest Airlines runs the route with about 22 flights a week (daily). Since one carrier owns the route, a single disruption tends to ripple through the day.