Orlando to Chicago

MCOMDW

Fly from Orlando to Chicago starting at USD 130 with Frontier Airlines.Best fare available on Oct 10, 2026.Limited seats. Better plans. Book before it's gone.

Orlando to Chicago cheapest flights this week

9 Oct
Frontier Airlines
14:52MCO
23:22MDW
1 StopUSD 151VIEW DEAL
9 Oct
Frontier Airlines
05:25MCO
23:22MDW
1 StopUSD 146VIEW DEAL
9 Oct
Frontier Airlines
16:53MCO
23:22MDW
1 StopUSD 206VIEW DEAL
9 Oct
Frontier Airlines
12:52MCO
23:22MDW
1 StopUSD 243VIEW DEAL
10 Oct
Frontier Airlines
09:25MCO
00:43MDW
1 StopUSD 130VIEW DEAL
10 Oct
Southwest Airlines
19:25MCO
22:20MDW
DirectUSD 207VIEW DEAL
10 Oct
Frontier Airlines
14:52MCO
00:43MDW
1 StopUSD 147VIEW DEAL
10 Oct
Frontier Airlines
16:53MCO
00:43MDW
1 StopUSD 167VIEW DEAL
11 Oct
Frontier Airlines
06:07MCO
00:43MDW
1 StopUSD 159VIEW DEAL
14 Oct
Frontier Airlines
16:53MCO
00:43MDW
1 StopUSD 149VIEW DEAL

Orlando to Chicago monthly flight fare trend

Oct
from USD 77
Nov
from USD 60
Dec
from USD 65
Jan
from USD 195
Feb
No flights
Mar
from USD 102

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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