How long is the flight from Orlando to Chicago Midway?

MCO–MDW is 2h 50m nonstop, covering 1,595 km (991 mi).

Which airlines fly nonstop from Orlando to Chicago Midway?

Southwest Airlines operates this route nonstop.

How much is a flight from Orlando to Chicago Midway?

One-way fares on MCO–MDW recently started from $91 ($120 nonstop). The lowest recent fare is for travel in January 2027. Fares change daily, so check current prices before booking.

How often do flights run from Orlando to Chicago Midway?

The route is served 7 days a week (45 scheduled departures).

Flights from Orlando to Chicago Midway

MCOMDW

Orlando International Airport (Orlando, United States) → Chicago Midway International Airport (Chicago, United States)

Nonstop: 2h 50m
Distance: 1,595 km
Frequency: 7×/week
One-way from: $91
Airlines: Southwest Airlines

Book on Aviasales

Fares by month

One-way, per person

Lowest fares Aviasales travelers found in recent searches; some may include a connection. Prices change often — tap a month to see live fares.

Weekly schedule

Monday

WN280309:50→11:452h 55mSouthwest Airlines
WN280412:00→13:552h 55mSouthwest Airlines
WN110916:00→18:003hSouthwest Airlines
WN280517:00→18:552h 55mSouthwest Airlines
WN280618:40→20:352h 55mSouthwest Airlines
WN259521:05→22:552h 50mSouthwest Airlines

Tuesday

WN280309:25→11:202h 55mSouthwest Airlines
WN280412:55→14:553hSouthwest Airlines
WN110914:35→16:353hSouthwest Airlines
WN173116:10→18:052h 55mSouthwest Airlines
WN280617:40→19:302h 50mSouthwest Airlines
WN259519:20→21:152h 55mSouthwest Airlines

Wednesday

WN280309:25→11:202h 55mSouthwest Airlines
WN280412:50→14:503hSouthwest Airlines
WN110914:35→16:353hSouthwest Airlines
WN173116:10→18:052h 55mSouthwest Airlines
WN280617:40→19:352h 55mSouthwest Airlines
WN259519:20→21:203hSouthwest Airlines

Thursday

WN280309:50→11:452h 55mSouthwest Airlines
WN280412:00→13:552h 55mSouthwest Airlines
WN110916:00→18:003hSouthwest Airlines
WN280517:00→18:552h 55mSouthwest Airlines
WN280618:40→20:352h 55mSouthwest Airlines
WN259521:05→23:002h 55mSouthwest Airlines

Friday

WN413507:45→09:402h 55mSouthwest Airlines
WN280309:50→11:452h 55mSouthwest Airlines
WN280412:00→13:552h 55mSouthwest Airlines
WN110916:00→18:003hSouthwest Airlines
WN280517:00→18:552h 55mSouthwest Airlines
WN280618:40→20:352h 55mSouthwest Airlines
WN259521:05→23:002h 55mSouthwest Airlines

Saturday

WN280207:25→09:202h 55mSouthwest Airlines
WN280309:30→11:303hSouthwest Airlines
WN159711:20→13:152h 55mSouthwest Airlines
WN110912:50→14:452h 55mSouthwest Airlines
WN223015:15→17:153hSouthwest Airlines
WN280618:30→20:303hSouthwest Airlines
WN259519:45→21:453hSouthwest Airlines

Sunday

WN15207:10→09:103hSouthwest Airlines
WN280309:50→11:452h 55mSouthwest Airlines
WN280412:00→13:552h 55mSouthwest Airlines
WN110916:00→18:003hSouthwest Airlines
WN280517:00→18:552h 55mSouthwest Airlines
WN280618:40→20:352h 55mSouthwest Airlines
WN259521:05→23:002h 55mSouthwest Airlines

Orlando to Chicago Midway — frequently asked

How long is the flight from Orlando to Chicago Midway?: MCO–MDW is 2h 50m nonstop, covering 1,595 km (991 mi).
Which airlines fly nonstop from Orlando to Chicago Midway?: Southwest Airlines operates this route nonstop.
How much is a flight from Orlando to Chicago Midway?: One-way fares on MCO–MDW recently started from $91 ($120 nonstop). The lowest recent fare is for travel in January 2027. Fares change daily, so check current prices before booking.
How often do flights run from Orlando to Chicago Midway?: The route is served 7 days a week (45 scheduled departures).