Orlando To Chicago Flights
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×November
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November is by far the best month, wherein you can get cheapest flights for Orlando to Chicago. Meanwhile, is perceived as the expensive month due to the varying factors. That’s why it’s highly advised to make advanced online flight booking to save huge amounts of money.
Disclaimer - All the mentioned fares were found within last 48 hrs. The displayed fares are based on historical data and are subject to change. The fares cannot be guaranteed at the time of booking.
Best Flight From Orlando To Chicago
Delta AirlinesOrlando
18:40
07 Nov 2026
06h 12m
1 Stop
Chicago
23:52
07 Nov 2026
$107
Delta AirlinesOrlando
10:05
07 Nov 2026
05h 23m
1 Stop
Chicago
14:28
07 Nov 2026
$128
Delta AirlinesOrlando
06:00
07 Nov 2026
05h 30m
1 Stop
Chicago
10:30
07 Nov 2026
$128
American AirlinesOrlando
07:13
07 Nov 2026
03h 21m
Non Stop
Chicago
09:34
07 Nov 2026
$158
American AirlinesOrlando
17:27
07 Nov 2026
03h 23m
Non Stop
Chicago
19:50
07 Nov 2026
$217
United AirlinesOrlando
18:30
07 Nov 2026
03h 10m
Non Stop
Chicago
20:40
07 Nov 2026
$223
JetBlue AirwaysOrlando
18:45
07 Nov 2026
05h 59m
1 Stop
Chicago
23:44
07 Nov 2026
$238
American AirlinesOrlando
11:42
07 Nov 2026
03h 16m
Non Stop
Chicago
13:58
07 Nov 2026
$238
JetBlue AirwaysOrlando
18:54
07 Nov 2026
06h 01m
1 Stop
Chicago
23:55
07 Nov 2026
$248
United AirlinesOrlando
20:24
07 Nov 2026
03h 07m
Non Stop
Chicago
22:31
07 Nov 2026
$255
Early Morning Flight Orlando to Chicago
Cheapest Flight Found
$128
Cheapest Month To Fly
07 Nov 2026
06:00 AM
06:00 AM
Airlines
Delta Airlines
Average Flight Time
05h 30m
Late Night Flight Orlando to Chicago
Cheapest Flight Found
$248
Cheapest Month To Fly
07 Nov 2026
18:54 PM
18:54 PM
Airlines
JetBlue Airways
Average Flight Time
06h 01m