Chicago to Orlando
MDWMCO
Fly from Chicago to Orlando starting at USD 55 with F9.
Best fare available on May 2, 2026.
Limited seats. Better plans. Book before it's gone.
Chicago to Orlando cheapest flights this week
20 Apr
F9
06:00MDW
--:--MCO
1 Stop$137VIEW DEAL
21 Apr
F9
06:10MDW
--:--MCO
1 Stop$108VIEW DEAL
24 Apr
F9
14:15MDW
--:--MCO
1 Stop$179VIEW DEAL
25 Apr
F9
19:34MDW
--:--MCO
1 Stop$130VIEW DEAL
27 Apr
F9
09:14MDW
--:--MCO
Direct$100VIEW DEAL
28 Apr
F9
06:10MDW
--:--MCO
1 Stop$110VIEW DEAL
1 May
F9
11:33MDW
--:--MCO
Direct$96VIEW DEAL
2 May
F9
09:14MDW
--:--MCO
Direct$55VIEW DEAL
4 May
F9
08:41MDW
--:--MCO
Direct$77VIEW DEAL
5 May
F9
15:07MDW
--:--MCO
1 Stop$89VIEW DEAL
Chicago to Orlando monthly flight fare trend
Apr
from USD 100
May
from USD 55
Jun
from USD 73
Jul
from USD 100
Aug
No flights
Sep
No flights
Airport Details
Origin
Chicago
Chicago Midway International Airport (MDW)
Chicago, MDW
Zone
Chicago
Elev
620 ft
Destination
Orlando
Orlando International Airport (MCO)
Orlando, MCO
Zone
New York
Elev
96 ft
