MDW → MCOChicago to Orlando

live

Direct flights from Chicago (MDW) to Orlando (MCO): 60 nonstop departures observed each week across 1 airline. No cancellations were recorded across the 46 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 Chicago and Orlando. Updated 5 November 2026 at 17:55 UTC.

Today, MDW → MCO

Thu 5 Nov · local times
  1. 05:10 WN2964Southwest Airlines Left 05:10 ·
  2. 07:00 WN2963Southwest Airlines Left 06:59 ·
  3. 08:10 WN4565Southwest Airlines Left 08:04 ·
  4. 12:50 WN206Southwest Airlines On scheduleGate A15 ·
  5. 14:40 WN2966Southwest Airlines On scheduleGate B17 ·
  6. 19:20 WN4116Southwest Airlines On scheduleGate B18 ·
  7. 20:40 WN2967Southwest Airlines On scheduleGate B12 ·

Checked MDW board 11:55 · MCO board 13:22

MDW Chicago smooth · +0
MCO Orlando smooth · +0
1,595 km · ~2h 33m est.
dep bank 05:00–20:4060x weekly
Running clean · 1 airline · 60x weekly · nonstop
100 / 100

route health from live MDW and MCO delay boards

0 of 46 tracked legs cancelled in the sample. Will a delayed flight be cancelled? →

Flight time~2h 33mestimated from route distance
Weekly departures60x1 direct airline on the leg
Cancelled0.0%recent route rate · 0 of 46

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 AirlinesWN

Flights WN2919 05:00 daily · WN2964 varies Mo Tu We Th Su · WN2963 07:00 Mo Tu We Th Su · WN4565 08:10 Mo Tu We Su

History

operated legs · board outcomes
11-05WN2963departed−1
11-05WN2964departed+0
11-05WN4565departed−6
11-04WN1908departed+2
11-04WN206departed+3
11-04WN2963departed−4
11-04WN2964departed+12
11-04WN2966departed+11
11-04WN4565departed−2
11-03WN1908departed+3
11-03WN206departed−1
11-03WN2963departed+1
11-03WN2964departed−6
11-03WN2966departed−5
11-03WN4565departed+0
11-02WN206departed+17
11-02WN2963departed−6
11-02WN2964departed−1
11-02WN2966departed+1
11-02WN2967departed+38
11-02WN4565departed−6
11-01WN206departed+12
11-01WN2963departed+8
11-01WN2964departed−2
11-01WN2966departed+69
11-01WN2967departed−2
11-01WN4565departed+1
10-31WN1665departed+11
10-31WN1953departed−6
10-31WN1954departed−3
10-31WN1955departed−3
10-31WN1956departed−1
10-31WN1957departed+2
10-30WN1678departed+1
10-30WN2344departed+7
10-30WN2919departed+3
10-30WN2923departed+0
10-30WN3798departed+0
10-30WN3884departed−1
10-29WN1678departed+105

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 · WSW 12 kt Full MDW delay board →
MCOOrlando +0 min smooth 🌤 scattered clouds · 4 kt Full MCO delay board →

Weather lens

Conditions are tightest at MDW: a 32% 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 Chicago to Orlando route actually runs

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

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

MDW to MCO questions

Is MDW–MCO 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–MCO?

Operators schedule morning departures around 05:00 and evening departures around 18:40 from MDW. Earlier flights typically land before destination-airport delays accumulate later in the day; check the MCO delay card to confirm conditions when you'd arrive.

How long is the flight from MDW to MCO?

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 MDW–MCO fly?

Southwest Airlines runs the route with about 60 flights a week (daily). Since one carrier owns the route, a single disruption tends to ripple through the day.