Orlando to Chicago
MCOMDW
Fly from Orlando to Chicago starting at USD 98 with Southwest Airlines.
Best fare available on Jun 4, 2026.
Limited seats. Better plans. Book before it's gone.
Orlando to Chicago cheapest flights this week
Orlando to Chicago monthly flight fare trend
Jun
from USD 98
Jul
No flights
Aug
No flights
Sep
No flights
Oct
No flights
Nov
No flights
Airport Details
Origin
Orlando
Orlando International Airport (MCO)
Orlando, MCO
Zone
New York
Elev
96 ft
Destination
Chicago
Chicago Midway International Airport (MDW)
Chicago, MDW
Zone
Chicago
Elev
620 ft
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