RSW → MDWFort Myers to Chicago

live

Direct flights from Fort Myers (RSW) to Chicago (MDW): 21 nonstop departures observed each week across 1 airline. 77% of the last 22 tracked flights arrived within 15 minutes of schedule. The median arrival is 3 minutes late. No cancellations were recorded across the 22 tracked flights. The nonstop covers 1,782 km, an estimated 2 hours 47 minutes in the air. Measured by Pro Flight Search from live flight boards at Fort Myers and Chicago. Updated 30 October 2026 at 16:54 UTC.

Today, RSW → MDW

Fri 30 Oct · local times
  1. 06:40 WN3614Southwest Airlines Left 06:46 +6 Landed 08:23 −7
  2. 12:30 WN2997Southwest Airlines Est. 12:30Departure not confirmed by the board MDW 14:20scheduled
  3. · WN3615Southwest Airlines On schedule MDW 20:30scheduled

Checked RSW board 10:48 · MDW board 11:54

RSW Fort Myers smooth · +5
MDW Chicago smooth · +0
1,782 km · ~2h 47m est.
dep bank 06:40–18:4021x weekly
Runs mixed · 1 airline · 21x weekly · nonstop
77% on time

of the last 22 tracked RSW → MDW flights arrived within 15 minutes

Median arrival delay is +3 min. 0 of 22 tracked legs cancelled in the sample. Will a delayed flight be cancelled? →

Median arrival+3 minacross the last 22 arrivals
Flight time~2h 47mestimated from route distance
Weekly departures21x1 direct airline on the leg
Cancelled0.0%recent route rate · 0 of 22

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 AirlinesWN77% on time

Flights WN3614 varies daily · WN2984 12:20 Sa · WN2792 12:25 Su · WN3332 12:25 Tu We

History

operated legs · board outcomes
10-30WN3614dep +6 → arr−7
10-29WN2997dep +11 → arr+11
10-29WN3614dep +6 → arr−11
10-29WN3615dep +14 → arr+3
10-28WN3332dep +38 → arr+11
10-28WN3614dep +6 → arr−14
10-28WN3615dep +73 → arr+49
10-27WN3332dep +16 → arr+13
10-27WN3614dep +10 → arr−13
10-27WN3615dep +1 → arr−3
10-26WN2997dep +16 → arr−6
10-26WN3614dep +23 → arr+15
10-26WN3615dep +41 → arr+22
10-25WN2086dep +9 → arr−11
10-25WN2792dep +1 → arr−11
10-25WN3614dep +27 → arr+16
10-24WN2855dep +35 → arr+28
10-24WN2984dep +11 → arr+5
10-24WN3614dep +6 → arr−3
10-23WN2997dep +1 → arr−17
10-23WN3614dep +1 → arr−17
10-23WN3615dep +31 → arr+20

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
RSWFort Myers +5 min smooth 🌤 overcast · ENE 12 kt Full RSW delay board →
MDWChicago +0 min smooth 🌤 overcast · ENE 4 kt Full MDW delay board →

Weather lens

Conditions are tightest at RSW and MDW: a 42% chance of a 15+ minute delay. In this weather, the more delayed of the two airports is typically about +9 min. Both figures come from the two airports' delay records in similar weather. See live delays → · Weather risk by airport →

How the Fort Myers to Chicago route actually runs

Pro Flight Search records official board updates for nonstop RSW 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: Fort Myers (RSW) to Chicago (MDW) route reliability, measured from operated flights on official airport boards.

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

RSW to MDW questions

Is RSW–MDW running on time right now?

Smooth skies ahead. The departure side at RSW is the weaker end, route health score 95/100. The airports section above carries the live status and delay window at both ends.

Morning or evening flight on RSW–MDW?

Operators schedule evening departures around 18:25 from RSW. 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 RSW to MDW?

Great-circle distance is 1,782 km. With typical jet cruise speed plus taxi, climb and descent, expect roughly 156–183 min gate-to-gate on this route.

How often does RSW–MDW fly?

Southwest Airlines runs the route with about 21 flights a week (daily). Since one carrier owns the route, a single disruption tends to ripple through the day.