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Cheap flights from San Diego (SAN) 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 San Diego (SAN) to Chicago (CHI)

How to find the cheapest flight from San Diego (SAN) to Chicago (CHI)
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How to find the cheapest flight from San Diego (SAN) to Chicago (CHI)
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How to find the cheapest flight from San Diego (SAN) to Chicago (CHI)
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Cheap flights from San Diego to Chicago in November , December 2026

18 Nov - 02 Dec $ 240.00
SAN
San Diego
Frontier Airlines
DIRECT
CHI
Chicago
CHI
Chicago
Frontier Airlines
1 STOPS
SAN
San Diego
Pick dates
18 Nov - 01 Dec $ 245.00
SAN
San Diego
Frontier Airlines
DIRECT
CHI
Chicago
CHI
Chicago
Frontier Airlines
1 STOPS
SAN
San Diego
Pick dates
12 Nov - 10 Dec $ 386.00
SAN
San Diego
Alaska Airlines
DIRECT
CHI
Chicago
CHI
Chicago
Alaska Airlines
DIRECT
SAN
San Diego
Pick dates

Last minute flights from San Diego to Chicago

18 Nov - 30 Nov $ 368.00
SAN
San Diego
Alaska Airlines
DIRECT
CHI
Chicago
CHI
Chicago
Alaska Airlines
DIRECT
SAN
San Diego
Pick dates
16 Nov - 30 Nov $ 404.00
SAN
San Diego
Alaska Airlines
1 STOPS
CHI
Chicago
CHI
Chicago
Alaska Airlines
DIRECT
SAN
San Diego
Pick dates
12 Nov - 30 Nov $ 495.00
SAN
San Diego
Alaska Airlines
DIRECT
CHI
Chicago
CHI
Chicago
Alaska Airlines
DIRECT
SAN
San Diego
Pick dates

One-way flights to Chicago from San Diego

12:41 PM - 12:41 PM
Alaska Airlines
0 Stops
4h 18m
SAN - CHI
$ 109
Kiwi
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9:32 AM - 4:35 PM
Frontier Airlines
1 Stops
7h 43m
SAN - CHI
$ 143
Kiwi
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5:35 PM - 5:35 PM
Alaska Airlines
0 Stops
4h 14m
SAN - CHI
$ 192
Kiwi
Pick dates

How to find the cheapest flight from San Diego (SAN) to Chicago (CHI)

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