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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 November , December 2025

27 Nov - 09 Dec $ 228.00
CHI
Chicago
Hawaiian Airlines
DIRECT
SAN
San Diego
SAN
San Diego
Hawaiian Airlines
DIRECT
CHI
Chicago
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20 Nov - 10 Dec $ 429.00
CHI
Chicago
Alaska Airlines
DIRECT
SAN
San Diego
SAN
San Diego
Alaska Airlines
DIRECT
CHI
Chicago
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24 Nov - 10 Dec $ 507.00
CHI
Chicago
Alaska Airlines
1 STOPS
SAN
San Diego
SAN
San Diego
Alaska Airlines
DIRECT
CHI
Chicago
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Last minute flights from Chicago to San Diego

24 Nov - 30 Nov $ 494.00
CHI
Chicago
United Airlines
1 STOPS
SAN
San Diego
SAN
San Diego
United Airlines
1 STOPS
CHI
Chicago
Pick dates
24 Nov - 30 Nov $ 519.00
CHI
Chicago
Hawaiian Airlines
DIRECT
SAN
San Diego
SAN
San Diego
Hawaiian Airlines
DIRECT
CHI
Chicago
Pick dates
20 Nov - 30 Nov $ 737.00
CHI
Chicago
Alaska Airlines
DIRECT
SAN
San Diego
SAN
San Diego
Alaska Airlines
DIRECT
CHI
Chicago
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One-way flights to San Diego from Chicago

1:00 PM - 5:55 PM
United Airlines
1 Stops
9h 33m
CHI - SAN
$ 125
Kiwi
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7:10 AM - 7:10 AM
United Airlines
0 Stops
4h 29m
CHI - SAN
$ 140
Kiwi
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8:59 PM - 8:59 PM
Alaska Airlines
0 Stops
4h 20m
CHI - SAN
$ 351
Kiwi
Pick dates

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.