Orlando To Chicago Flights

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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.

disclDisclaimer - 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 AirlinesDelta Airlines
Orlando
18:40
07 Nov 2026
06h 12m
1 Stop
Chicago
23:52
07 Nov 2026
$107
Delta AirlinesDelta Airlines
Orlando
10:05
07 Nov 2026
05h 23m
1 Stop
Chicago
14:28
07 Nov 2026
$128
Delta AirlinesDelta Airlines
Orlando
06:00
07 Nov 2026
05h 30m
1 Stop
Chicago
10:30
07 Nov 2026
$128
American AirlinesAmerican Airlines
Orlando
07:13
07 Nov 2026
03h 21m
Non Stop
Chicago
09:34
07 Nov 2026
$158
American AirlinesAmerican Airlines
Orlando
17:27
07 Nov 2026
03h 23m
Non Stop
Chicago
19:50
07 Nov 2026
$217
United AirlinesUnited Airlines
Orlando
18:30
07 Nov 2026
03h 10m
Non Stop
Chicago
20:40
07 Nov 2026
$223
JetBlue AirwaysJetBlue Airways
Orlando
18:45
07 Nov 2026
05h 59m
1 Stop
Chicago
23:44
07 Nov 2026
$238
American AirlinesAmerican Airlines
Orlando
11:42
07 Nov 2026
03h 16m
Non Stop
Chicago
13:58
07 Nov 2026
$238
JetBlue AirwaysJetBlue Airways
Orlando
18:54
07 Nov 2026
06h 01m
1 Stop
Chicago
23:55
07 Nov 2026
$248
United AirlinesUnited Airlines
Orlando
20:24
07 Nov 2026
03h 07m
Non Stop
Chicago
22:31
07 Nov 2026
$255

Early Morning Flight Orlando to Chicago

cheap flight

Cheapest Flight Found

$128
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Cheapest Month To Fly

07 Nov 2026
06:00 AM
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Airlines

Delta Airlines
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Average Flight Time

05h 30m

Late Night Flight Orlando to Chicago

cheap flight

Cheapest Flight Found

$248
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Cheapest Month To Fly

07 Nov 2026
18:54 PM
flight

Airlines

JetBlue Airways
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Average Flight Time

06h 01m

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