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Cheap flights from Orlando (ORL) to Chicago (CHI)

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1 Adults (11+)
0 Children (2~11)
0 Infants (0~2)
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How to find the cheapest flight from Orlando (ORL) to Chicago (CHI)

How to find the cheapest flight from Orlando (ORL) to Chicago (CHI)
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How to find the cheapest flight from Orlando (ORL) to Chicago (CHI)
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How to find the cheapest flight from Orlando (ORL) to Chicago (CHI)
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Cheap flights from Orlando to Chicago in April , May 2026

30 Apr - 02 May $ 68.00
ORL
Orlando
Frontier Airlines
DIRECT
CHI
Chicago
CHI
Chicago
Frontier Airlines
DIRECT
ORL
Orlando
Pick dates
17 Apr - 03 May $ 132.00
ORL
Orlando
Frontier Airlines
1 STOPS
CHI
Chicago
CHI
Chicago
Frontier Airlines
DIRECT
ORL
Orlando
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17 Apr - 02 May $ 225.00
ORL
Orlando
Spirit Airlines
DIRECT
CHI
Chicago
CHI
Chicago
Spirit Airlines
DIRECT
ORL
Orlando
Pick dates

Last minute flights from Orlando to Chicago

30 Apr - 30 Apr $ 114.00
ORL
Orlando
Frontier Airlines
DIRECT
CHI
Chicago
CHI
Chicago
Frontier Airlines
DIRECT
ORL
Orlando
Pick dates
17 Apr - 30 Apr $ 181.00
ORL
Orlando
Frontier Airlines
1 STOPS
CHI
Chicago
CHI
Chicago
Frontier Airlines
1 STOPS
ORL
Orlando
Pick dates
17 Apr - 30 Apr $ 260.00
ORL
Orlando
Spirit Airlines
DIRECT
CHI
Chicago
CHI
Chicago
Spirit Airlines
DIRECT
ORL
Orlando
Pick dates

One-way flights to Chicago from Orlando

5:25 AM - 5:25 AM
Frontier Airlines
0 Stops
2h 56m
ORL - CHI
$ 34
Kiwi
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6:22 AM - 9:12 AM
Spirit Airlines
1 Stops
5h 1m
ORL - CHI
$ 92
Kiwi
Pick dates
9:07 PM - 9:07 PM
Spirit Airlines
0 Stops
3h
ORL - CHI
$ 145
Kiwi
Pick dates

How to find the cheapest flight from Orlando (ORL) to Chicago (CHI)

Related info for your journey
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How to find the cheapest flight from Orlando (ORL) to Chicago (CHI)
Some placeholder content for the first accordion panel. This panel is shown by default, thanks to the .show class.
How to find the cheapest flight from Orlando (ORL) to Chicago (CHI)
Some placeholder content for the first accordion panel. This panel is shown by default, thanks to the .show class.