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

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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 Chicago (CHI) to San Diego (SAN)

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

28 Feb - 11 Mar $ 154.00
CHI
Chicago
Hawaiian Airlines
DIRECT
SAN
San Diego
SAN
San Diego
Hawaiian Airlines
DIRECT
CHI
Chicago
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11 Feb - 07 Mar $ 367.00
CHI
Chicago
Alaska Airlines
DIRECT
SAN
San Diego
SAN
San Diego
Alaska Airlines
DIRECT
CHI
Chicago
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11 Feb - 07 Mar $ 407.00
CHI
Chicago
Alaska Airlines
DIRECT
SAN
San Diego
SAN
San Diego
Alaska Airlines
DIRECT
CHI
Chicago
Pick dates

Last minute flights from Chicago to San Diego

25 Feb - 28 Feb $ 156.00
CHI
Chicago
Hawaiian Airlines
DIRECT
SAN
San Diego
SAN
San Diego
Hawaiian Airlines
DIRECT
CHI
Chicago
Pick dates
10 Feb - 28 Feb $ 287.00
CHI
Chicago
Alaska Airlines
DIRECT
SAN
San Diego
SAN
San Diego
Alaska Airlines
DIRECT
CHI
Chicago
Pick dates
08 Feb - 28 Feb $ 642.00
CHI
Chicago
United Airlines
DIRECT
SAN
San Diego
SAN
San Diego
United Airlines
DIRECT
CHI
Chicago
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One-way flights to San Diego from Chicago

3:07 PM - 3:07 PM
Hawaiian Airlines
0 Stops
4h 45m
CHI - SAN
$ 78
Kiwi
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7:59 PM - 7:59 PM
United Airlines
0 Stops
4h 45m
CHI - SAN
$ 209
Kiwi
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7:10 AM - 7:10 AM
United Airlines
0 Stops
4h 30m
CHI - SAN
$ 352
Kiwi
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How to find the cheapest flight from Chicago (CHI) to San Diego (SAN)

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