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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 September , October 2026

28 Sep - 29 Oct $ 344.00
CLE
Cleveland
Frontier Airlines
1 STOPS
CHI
Chicago
CHI
Chicago
Frontier Airlines
1 STOPS
CLE
Cleveland
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28 Sep - 10 Oct $ 1,008.00
CLE
Cleveland
Alaska Airlines
1 STOPS
CHI
Chicago
CHI
Chicago
Alaska Airlines
1 STOPS
CLE
Cleveland
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28 Sep - 02 Oct $ 1,176.00
CLE
Cleveland
Alaska Airlines
1 STOPS
CHI
Chicago
CHI
Chicago
Alaska Airlines
1 STOPS
CLE
Cleveland
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Last minute flights from Cleveland to Chicago

30 Sep - 30 Sep $ 536.00
CLE
Cleveland
United Airlines
DIRECT
CHI
Chicago
CHI
Chicago
United Airlines
DIRECT
CLE
Cleveland
Pick dates
30 Sep - 30 Sep $ 536.00
CLE
Cleveland
United Airlines
DIRECT
CHI
Chicago
CHI
Chicago
United Airlines
DIRECT
CLE
Cleveland
Pick dates
28 Sep - 30 Sep $ 651.00
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

3:45 PM - 10:50 PM
Frontier Airlines
1 Stops
8h 59m
CLE - CHI
$ 215
Kiwi
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10:53 AM - 10:53 AM
United Airlines
0 Stops
1h 36m
CLE - CHI
$ 258
Kiwi
Pick dates
10:53 AM - 10:53 AM
United Airlines
0 Stops
1h 36m
CLE - CHI
$ 258
Kiwi
Pick dates

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.