Orlando to Chicago
MCOMDW
Fly from Orlando to Chicago starting at USD 76 with F9.
Best fare available on May 2, 2026.
Limited seats. Better plans. Book before it's gone.
Orlando to Chicago cheapest flights this week
22 Apr
F9
14:40MCO
--:--MDW
1 Stop$110VIEW DEAL
23 Apr
F9
05:30MCO
--:--MDW
Direct$142VIEW DEAL
24 Apr
F9
09:00MCO
--:--MDW
1 Stop$116VIEW DEAL
25 Apr
F9
14:47MCO
--:--MDW
1 Stop$124VIEW DEAL
26 Apr
F9
18:53MCO
--:--MDW
Direct$147VIEW DEAL
27 Apr
F9
15:58MCO
--:--MDW
1 Stop$110VIEW DEAL
29 Apr
F9
14:40MCO
--:--MDW
1 Stop$110VIEW DEAL
2 May
F9
09:00MCO
--:--MDW
1 Stop$76VIEW DEAL
4 May
NK
22:44MCO
--:--MDW
1 Stop$140VIEW DEAL
6 May
F9
17:10MCO
--:--MDW
1 Stop$91VIEW DEAL
Orlando to Chicago monthly flight fare trend
Apr
from USD 110
May
from USD 76
Jun
from USD 98
Jul
No flights
Aug
No flights
Sep
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
