Flights from Chicago Midway to Orlando

MDWMCO

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

Nonstop
2h 30m
Distance
1,595 km
Frequency
7×/week
One-way from
$74
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

  • WN291905:00→08:302h 30mSouthwest Airlines
  • WN379808:55→12:302h 35mSouthwest Airlines
  • WN388412:45→16:202h 35mSouthwest Airlines
  • WN234414:15→17:502h 35mSouthwest Airlines
  • WN167815:45→19:202h 35mSouthwest Airlines
  • WN292420:40→00:152h 35mSouthwest Airlines

Tuesday

  • WN291905:45→09:202h 35mSouthwest Airlines
  • WN155807:45→11:202h 35mSouthwest Airlines
  • WN193109:05→12:402h 35mSouthwest Airlines
  • WN388411:10→14:452h 35mSouthwest Airlines
  • WN126915:25→19:002h 35mSouthwest Airlines
  • WN292416:40→20:152h 35mSouthwest Airlines
  • WN261919:05→22:452h 40mSouthwest Airlines

Wednesday

  • WN291905:45→09:202h 35mSouthwest Airlines
  • WN155807:45→11:202h 35mSouthwest Airlines
  • WN193109:05→12:402h 35mSouthwest Airlines
  • WN388411:10→14:452h 35mSouthwest Airlines
  • WN126915:25→19:002h 35mSouthwest Airlines
  • WN292416:40→20:152h 35mSouthwest Airlines
  • WN261919:05→22:452h 40mSouthwest Airlines

Thursday

  • WN291905:00→08:302h 30mSouthwest Airlines
  • WN379808:55→12:302h 35mSouthwest Airlines
  • WN388412:45→16:202h 35mSouthwest Airlines
  • WN234414:15→17:502h 35mSouthwest Airlines
  • WN167815:45→19:202h 35mSouthwest Airlines
  • WN292420:40→00:152h 35mSouthwest Airlines

Friday

  • WN291905:00→08:302h 30mSouthwest Airlines
  • WN379808:55→12:302h 35mSouthwest Airlines
  • WN388412:45→16:202h 35mSouthwest Airlines
  • WN234414:15→17:502h 35mSouthwest Airlines
  • WN167815:45→19:202h 35mSouthwest Airlines
  • WN292420:40→00:152h 35mSouthwest Airlines

Saturday

  • WN291905:00→08:302h 30mSouthwest Airlines
  • WN379808:10→11:452h 35mSouthwest Airlines
  • WN365009:40→13:252h 45mSouthwest Airlines
  • WN223511:35→15:102h 35mSouthwest Airlines
  • WN188813:50→17:252h 35mSouthwest Airlines
  • WN292317:25→21:002h 35mSouthwest Airlines

Sunday

  • WN291905:10→08:453h 35mSouthwest Airlines
  • WN293907:35→11:102h 35mSouthwest Airlines
  • WN48209:00→12:352h 35mSouthwest Airlines
  • WN167512:25→16:002h 35mSouthwest Airlines
  • WN265113:55→17:302h 35mSouthwest Airlines
  • WN187117:25→21:002h 35mSouthwest Airlines
  • WN303219:00→22:402h 40mSouthwest Airlines

Chicago Midway to Orlando — frequently asked

How long is the flight from Chicago Midway to Orlando?
MDW–MCO is 2h 30m nonstop, covering 1,595 km (991 mi).
Which airlines fly nonstop from Chicago Midway to Orlando?
Southwest Airlines operates this route nonstop.
How much is a flight from Chicago Midway to Orlando?
One-way fares on MDW–MCO recently started from $74 ($120 nonstop). The lowest recent fare is for travel in December 2026. Fares change daily, so check current prices before booking.
How often do flights run from Chicago Midway to Orlando?
The route is served 7 days a week (45 scheduled departures).