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Cheap flights from Cleveland (CLE) 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 Cleveland (CLE) to Chicago (CHI)

How to find the cheapest flight from Cleveland (CLE) to Chicago (CHI)
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How to find the cheapest flight from Cleveland (CLE) to Chicago (CHI)
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How to find the cheapest flight from Cleveland (CLE) to Chicago (CHI)
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Cheap flights from Cleveland to Chicago in October , November 2026

28 Oct - 12 Nov $ 218.00
CLE
Cleveland
Frontier Airlines
1 STOPS
CHI
Chicago
CHI
Chicago
Frontier Airlines
1 STOPS
CLE
Cleveland
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23 Oct - 10 Nov $ 869.00
CLE
Cleveland
JetBlue Airways
2 STOPS
CHI
Chicago
CHI
Chicago
JetBlue Airways
1 STOPS
CLE
Cleveland
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28 Oct - 10 Nov $ 919.00
CLE
Cleveland
JetBlue Airways
1 STOPS
CHI
Chicago
CHI
Chicago
JetBlue Airways
1 STOPS
CLE
Cleveland
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Last minute flights from Cleveland to Chicago

27 Oct - 31 Oct $ 401.00
CLE
Cleveland
JetBlue Airways
1 STOPS
CHI
Chicago
CHI
Chicago
JetBlue Airways
1 STOPS
CLE
Cleveland
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24 Oct - 31 Oct $ 633.00
CLE
Cleveland
United Airlines
DIRECT
CHI
Chicago
CHI
Chicago
United Airlines
DIRECT
CLE
Cleveland
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24 Oct - 31 Oct $ 644.00
CLE
Cleveland
United Airlines
DIRECT
CHI
Chicago
CHI
Chicago
United Airlines
DIRECT
CLE
Cleveland
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One-way flights to Chicago from Cleveland

9:18 PM - 6:30 AM
Allegiant Air
1 Stops
12h 32m
CLE - CHI
$ 130
Kiwi
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10:53 AM - 10:53 AM
United Airlines
0 Stops
1h 36m
CLE - CHI
$ 274
Kiwi
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7:00 AM - 7:00 AM
United Airlines
0 Stops
1h 33m
CLE - CHI
$ 275
Kiwi
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How to find the cheapest flight from Cleveland (CLE) to Chicago (CHI)

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