MDW → MSYChicago to New Orleans

live

Direct flights from Chicago (MDW) to New Orleans (MSY): 7 nonstop departures observed each week across 1 airline. 78% of the last 9 operated flights arrived within 15 minutes of schedule. The median arrival is 5 minutes early. No cancellations were recorded across the 9 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 Chicago and New Orleans. Updated 24 October 2026 at 13:28 UTC.

Today, MDW → MSY

Sat 24 Oct · local times
  1. 10:15 WN865Southwest Airlines On scheduleGate B19 ·
  2. 13:55 WN446Southwest Airlines On scheduleGate A9 ·
  3. 19:10 WN2937Southwest Airlines On scheduleGate B2 ·

Checked MDW board 08:28 · MSY board 06:03

MDW Chicago smooth · +0
MSY New Orleans smooth · +2
1,330 km · ~2h 12m est.
dep bank 07:10–22:157x weekly
Runs mixed · 1 airline · 7x weekly · nonstop
78% on time

of the last 9 operated MDW → MSY flights arrived within 15 minutes

Median arrival delay is −5 min. 0 of 9 tracked legs cancelled in the sample. Will a delayed flight be cancelled? →

Median arrival−5 minacross the last 9 operated legs
Flight time~2h 12mestimated 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 AirlinesWN78% on time

Flights WN4445 07:10 Su · WN1587 varies Mo Tu We Th Fr Su · WN865 10:15 Sa · WN446 varies Mo Tu We Th Fr Sa

History

operated legs · board outcomes
10-23WN1508dep −4 → arr−32
10-23WN1587dep +19 → arr−6
10-23WN446dep −3 → arr−24
10-23WN9002departed+31
10-22WN1508dep +51 → arr+18
10-22WN1587dep +3 → arr−20
10-22WN446dep +17 → arr−5
10-21WN1587departed+0
10-21WN2937departed+8

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
MDWChicago +0 min smooth 🌤 mostly cloudy · S 4 kt Full MDW delay board →
MSYNew Orleans +2 min smooth 🌤 clear · N 0 kt Full MSY delay board →

Weather lens

Current conditions put the pressure at MDW and MSY: 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 →

How the Chicago to New Orleans route actually runs

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

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

MDW to MSY questions

Is MDW–MSY running on time right now?

Smooth skies ahead. Both endpoints currently score the same, route health score 100/100. The airports section above carries the live status and delay window at both ends.

Morning or evening flight on MDW–MSY?

Operators schedule morning departures around 07:10 and evening departures around 22:15 from MDW. Earlier flights typically land before destination-airport delays accumulate later in the day; check the MSY delay card to confirm conditions when you'd arrive.

How long is the flight from MDW to MSY?

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 MDW–MSY 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.