MCO → MDWOrlando to Chicago

live

Direct flights from Orlando (MCO) to Chicago (MDW): 7 nonstop departures observed each week across 1 airline. 100% of the last 9 operated flights arrived within 15 minutes of schedule. The median arrival is 3 minutes late. No cancellations were recorded across the 9 tracked flights. The nonstop covers 1,595 km, an estimated 2 hours 33 minutes in the air. Measured by Pro Flight Search from live flight boards at Orlando and Chicago. Updated 16 October 2026 at 19:43 UTC.

Today, MCO → MDW

Fri 16 Oct · local times
  1. · WN1568Southwest Airlines Departed Landed 12:38 +8
  2. · WN1670Southwest Airlines On schedule MDW 20:20scheduled
  3. · WN2152Southwest Airlines Departed Landed 09:30 −30
  4. · WN2490Southwest Airlines On schedule MDW 16:15scheduled
  5. · WN2742Southwest Airlines Departed Landed 08:23 −22
  6. · WN2909Southwest Airlines On schedule MDW 21:40scheduled

Checked MCO board 16:22 · MDW board 14:43

MCO Orlando smooth · +1
MDW Chicago smooth · +0
1,595 km · ~2h 33m est.
dep bank 08:45–22:007x weekly
Runs reliable · 1 airline · 7x weekly · nonstop
100% on time

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

Median arrival delay is +3 min. 0 of 9 tracked legs cancelled in the sample. Will a delayed flight be cancelled? →

Median arrival+3 minacross the last 9 operated legs
Flight time~2h 33mestimated 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 AirlinesWN100% on time

Flights WN2742 varies daily · WN2267 09:35 Sa · WN2743 09:50 Tu We · WN2152 10:00 Mo Th Fr

History

operated legs · board outcomes
10-16WN1568arrived+8
10-16WN2152arrived−30
10-16WN2742arrived−22
10-15WN1568arrived+9
10-15WN1670arrived+13
10-15WN2152arrived−12
10-15WN2490arrived+3
10-15WN2742arrived−10
10-15WN2909arrived+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
MCOOrlando +1 min smooth 🌤 scattered clouds · N 0 kt Full MCO delay board →
MDWChicago +0 min smooth ⛅ overcast · NW 9 kt Full MDW delay board →

Weather lens

Current conditions put the pressure at MDW: 39% odds of a 15+ minute delay and around +12 min expected when it bites, measured from this route's own weather-matched delay history. See live delays → · Weather risk by airport →

How the Orlando to Chicago route actually runs

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

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

MCO to MDW questions

Is MCO–MDW running on time right now?

Mostly on schedule. Both endpoints currently score the same, route health score 75/100. The airports section above carries the live status and delay window at both ends.

How long is the flight from MCO to MDW?

Great-circle distance is 1,595 km. With typical jet cruise speed plus taxi, climb and descent, expect roughly 143–167 min gate-to-gate on this route.

How often does MCO–MDW fly?

Southwest Airlines runs the route with about 45 flights a week (daily). Since one carrier owns the route, a single disruption tends to ripple through the day.

What does the route health score measure?

A blend of departure-side delay at MCO and arrival-side delay at MDW, computed from rolling delay windows (refreshed every 40 minutes) with a daily-rollup fallback. Current MVFR, IFR, or LIFR endpoint weather caps the score when flight rules can limit throughput. Higher is healthier: 100 means operations are clean at both ends.