Chicago (Midway) to Orlando Flight Schedule — Daily Timetable & Departure Times

Schedule for 26 Apr 2026 · International · Chicago Midway International Airport (MDW) → MCO Airport (MCO)

Chicago (Midway) to Orlando Daily Flight Schedule — Today's Timetable

8
Daily flights
5:05 AM
First departure
8:50 PM
Last departure
Flight Airline Departure Arrival Duration Aircraft Stops
WN-3838 WN 5:05 AM 8:35 AM 3h 30m 7S7 Direct
WN-3306 WN 7:35 AM 11:10 AM 3h 35m B737 MAX 8 Direct
WN-755 WN 9:05 AM 12:40 PM 3h 35m B737-800 Direct
WN-3488 WN 11:25 AM 3:00 PM 3h 35m 7S7 Direct
F9-3854 F9 2:00 PM 5:48 PM 3h 48m A320neo Direct
WN-3309 WN 5:25 PM 9:05 PM 3h 40m B737 MAX 8 Direct
WN-1626 WN 6:35 PM 10:15 PM 3h 40m B737 MAX 8 Direct
WN-3310 WN 8:50 PM 12:25 AM 3h 35m B737-800 Direct

Airlines Flying Chicago (Midway) to Orlando

The following airlines operate direct flights on the Chicago (Midway) (MDW) to Orlando (MCO) route:

WNF9

WN operates 7 flights daily on this route using 7S7, B737-800, B737 MAX 8 aircraft.

F9 operates 1 flight daily on this route using A320neo aircraft.

Chicago (Midway) to Orlando Flight Time & Route Information

Flights from Chicago (Midway) to Orlando depart from Chicago Midway International Airport (MDW) and arrive at MCO Airport (MCO). The first flight of the day departs at 5:05 AM and the last flight departs at 8:50 PM.

Looking for cheap Chicago (Midway) to Orlando flight tickets? Compare live fares and book directly on HappyFares at the lowest airfare.

Frequently Asked Questions — Chicago (Midway) to Orlando Flight Schedule

How many flights operate from Chicago (Midway) to Orlando daily?

8 flights operate from Chicago (Midway) to Orlando daily. Airlines on this route include WN, F9.

What is the first flight from Chicago (Midway) to Orlando?

The first flight from Chicago (Midway) to Orlando is WN-3838 operated by WN, departing at 5:05 AM.

What is the last flight from Chicago (Midway) to Orlando?

The last flight from Chicago (Midway) to Orlando is WN-3310 operated by WN, departing at 8:50 PM.

Which airlines fly from Chicago (Midway) to Orlando?

WN, F9 operate flights on the Chicago (Midway) to Orlando route. Use HappyFares to compare fares across all airlines and book the cheapest ticket.

What is the Chicago (Midway) to Orlando flight schedule today?

Today's Chicago (Midway) to Orlando flight schedule has 8 flights. Departures range from 5:05 AM (WN WN-3838) to 8:50 PM (WN WN-3310).

How to check Chicago (Midway) to Orlando live flight status?

For live Chicago (Midway) to Orlando flight status including delays, gate changes, and real-time tracking, visit our dedicated flight status page.

What is the cheapest Chicago (Midway) to Orlando flight ticket?

To find the cheapest Chicago (Midway) to Orlando flight ticket, compare fares across all airlines on HappyFares. Book 3–6 weeks in advance and fly mid-week for the lowest airfare on this route.

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