MCO → MDWOrlando to Chicago

live

Direct flights from Orlando (MCO) to Chicago (MDW): 39 nonstop departures observed each week across 1 airline. 79% of the last 43 tracked flights arrived within 15 minutes of schedule. The median arrival is on schedule. No cancellations were recorded across the 43 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 1 November 2026 at 04:53 UTC.

MCO Orlando smooth · +0
MDW Chicago smooth · +0
1,595 km · ~2h 33m est.
dep bank 08:45–22:0039x weekly
Runs mixed · 1 airline · 39x weekly · nonstop
79% on time

of the last 43 tracked MCO → MDW flights arrived within 15 minutes

Median arrival delay is +2 min. 0 of 43 tracked legs cancelled in the sample. Will a delayed flight be cancelled? →

Median arrival+2 minacross the last 43 arrivals
Flight time~2h 33mestimated from route distance
Weekly departures39x1 direct airline on the leg
Cancelled0.0%recent route rate · 0 of 43

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 WN2742 varies daily · WN2743 09:50 Tu We · WN2152 10:00 Mo Th Fr · WN534 12:00 Su

History

operated legs · board outcomes
10-31WN1810arrived−14
10-31WN1813arrived+7
10-31WN1817arrived−8
10-31WN2825arrived−1
10-31WN2853arrived−1
10-31WN3351arrived−5
10-30WN1568arrived−10
10-30WN1670arrived+20
10-30WN2152arrived−2
10-30WN2490arrived+10
10-30WN2742arrived+12
10-30WN2909arrived+25
10-29WN1568arrived+19
10-29WN1670arrived+15
10-29WN2152arrived−1
10-29WN2490arrived+2
10-29WN2742arrived+5
10-29WN2909arrived+48
10-29WN5014arrived+13
10-28WN2163arrived−25
10-28WN2742arrived−22
10-28WN2743arrived−15
10-28WN2746arrived+8
10-28WN2909arrived−13
10-28WN4077arrived−9
10-28WN693arrived−13
10-27WN2163arrived−23
10-27WN2742arrived−21
10-27WN2743arrived−10
10-27WN2746arrived−12
10-27WN2909arrived−18
10-27WN4077arrived+30
10-27WN693arrived+14
10-26WN1568arrived+14
10-26WN1670arrived+18
10-26WN2152arrived+2
10-26WN2490arrived+17
10-26WN2742arrived+10
10-26WN2909arrived−17
10-25WN2742arrived−4

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 +0 min smooth 🌤 overcast · ENE 10 kt Full MCO delay board →
MDWChicago +0 min smooth 🌤 overcast · N 0 kt Full MDW delay board →

Weather lens

Conditions are tightest at MDW: a 34% chance of a 15+ minute delay. In this weather, the more delayed of the two airports is typically about +7 min. Both figures come from the two airports' delay records in similar weather. 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?

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.

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 39 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.