MSY → MDWNew Orleans to Chicago

live

Direct flights from New Orleans (MSY) to Chicago (MDW): 22 nonstop departures observed each week across 1 airline. 76% of the last 25 tracked flights arrived within 15 minutes of schedule. The median arrival is 5 minutes early. No cancellations were recorded across the 25 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 30 October 2026 at 20:27 UTC.

Today, MSY → MDW

Fri 30 Oct · local times
  1. 06:45 WN2069Southwest Airlines Left 06:51 +6 Landed 08:43 −22
  2. 10:35 WN3130Southwest Airlines Left 10:43 +8 Landed 12:32 −18
  3. 17:50 WN3131Southwest Airlines On schedule MDW 20:10scheduled

Checked MSY board 15:03 · MDW board 15:27

MSY New Orleans smooth · +10
MDW Chicago smooth · +0
1,330 km · ~2h 12m est.
dep bank 05:00–17:5022x weekly
Runs mixed · 1 airline · 22x weekly · nonstop
76% on time

of the last 25 tracked MSY → MDW flights arrived within 15 minutes

Median arrival delay is −5 min. 0 of 25 tracked legs cancelled in the sample. Will a delayed flight be cancelled? →

Median arrival−5 minacross the last 25 arrivals
Flight time~2h 12mestimated from route distance
Weekly departures22x1 direct airline on the leg
Cancelled0.0%recent route rate · 0 of 25

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 AirlinesWN79% on time

Flights WN634 05:00 Sa · WN908 05:00 Su · WN2069 06:45 Mo Th Fr · WN2979 07:15 Tu We

History

operated legs · board outcomes
10-30WN2069dep +6 → arr−22
10-30WN3130dep +8 → arr−18
10-29WN2069dep +11 → arr−9
10-29WN3130dep +14 → arr−7
10-29WN3131dep +46 → arr+22
10-28WN2979dep +8 → arr−9
10-28WN383dep +19 → arr−8
10-28WN591dep +28 → arr+3
10-27WN2979dep +7 → arr−26
10-27WN383dep +15 → arr−20
10-27WN591dep +9 → arr−15
10-26WN2069dep +11 → arr−5
10-26WN3130dep +285 → arr+259
10-26WN3131dep +71 → arr+46
10-25DL8840dep +85 → arr+87
10-25WN3131dep +94 → arr+69
10-25WN447dep +20 → arr−5
10-25WN4617dep +6 → arr−4
10-25WN908dep +24 → arr−2
10-24WN4617dep +6 → arr−18
10-24WN634dep +8 → arr−15
10-24WN778dep +31 → arr+8
10-23WN2069dep +12 → arr+12
10-23WN3130dep +10 → arr+0
10-23WN3131dep +52 → arr+31

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
MSYNew Orleans +10 min smooth 🌤 mostly cloudy · ENE 12 kt Full MSY delay board →
MDWChicago +0 min smooth 🌤 overcast · ENE 8 kt Full MDW delay board →

Weather lens

Conditions are tightest at MSY and MDW: a 40% chance of a 15+ minute delay. In this weather, the more delayed of the two airports is typically about +8 min. Both figures come from the two airports' delay records in similar weather. See live delays → · Weather risk by airport →

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

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: New Orleans (MSY) to Chicago (MDW) route reliability, measured from operated flights on official airport boards.

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

MSY to MDW questions

Is MSY–MDW running on time right now?

Smooth skies ahead. The departure side at MSY is the weaker end, route health score 93/100. 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.