Orlando to Chicago (Midway) Flight Schedule — Daily Timetable & Departure Times
Orlando to Chicago (Midway) Daily Flight Schedule — Today's Timetable
| Flight | Airline | Departure | Arrival | Duration | Aircraft | Stops |
|---|---|---|---|---|---|---|
| WN-3142 | WN | 7:05 AM | 9:00 AM | 1h 55m | B737 MAX 8 | Direct |
| WN-2950 | WN | 9:10 AM | 11:00 AM | 1h 50m | B737 MAX 8 | Direct |
| WN-2619 | WN | 10:35 AM | 12:25 PM | 1h 50m | 7S7 | Direct |
| WN-3269 | WN | 3:55 PM | 5:45 PM | 1h 50m | B737 MAX 8 | Direct |
| WN-3089 | WN | 5:20 PM | 7:10 PM | 1h 50m | 7S7 | Direct |
| WN-2046 | WN | 6:35 PM | 8:30 PM | 1h 55m | B737-800 | Direct |
| F9-1457 | F9 | 6:53 PM | 8:52 PM | 1h 59m | A320neo | Direct |
| WN-1250 | WN | 7:55 PM | 9:50 PM | 1h 55m | B737-800 | Direct |
Airlines Flying Orlando to Chicago (Midway)
The following airlines operate direct flights on the Orlando (MCO) to Chicago (Midway) (MDW) route:
WN operates 7 flights daily on this route using B737 MAX 8, 7S7, B737-800 aircraft.
F9 operates 1 flight daily on this route using A320neo aircraft.
Orlando to Chicago (Midway) Flight Time & Route Information
Flights from Orlando to Chicago (Midway) depart from MCO Airport (MCO) and arrive at Chicago Midway International Airport (MDW). The first flight of the day departs at 7:05 AM and the last flight departs at 7:55 PM.
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Frequently Asked Questions — Orlando to Chicago (Midway) Flight Schedule
How many flights operate from Orlando to Chicago (Midway) daily?
8 flights operate from Orlando to Chicago (Midway) daily. Airlines on this route include WN, F9.
What is the first flight from Orlando to Chicago (Midway)?
The first flight from Orlando to Chicago (Midway) is WN-3142 operated by WN, departing at 7:05 AM.
What is the last flight from Orlando to Chicago (Midway)?
The last flight from Orlando to Chicago (Midway) is WN-1250 operated by WN, departing at 7:55 PM.
Which airlines fly from Orlando to Chicago (Midway)?
WN, F9 operate flights on the Orlando to Chicago (Midway) route. Use HappyFares to compare fares across all airlines and book the cheapest ticket.
What is the Orlando to Chicago (Midway) flight schedule today?
Today's Orlando to Chicago (Midway) flight schedule has 8 flights. Departures range from 7:05 AM (WN WN-3142) to 7:55 PM (WN WN-1250).
How to check Orlando to Chicago (Midway) live flight status?
For live Orlando to Chicago (Midway) flight status including delays, gate changes, and real-time tracking, visit our dedicated flight status page.
What is the cheapest Orlando to Chicago (Midway) flight ticket?
To find the cheapest Orlando to Chicago (Midway) 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.