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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 April , May 2026

28 Apr - 02 May $ 237.00
CHI
Chicago
United Airlines
DIRECT
SAN
San Diego
SAN
San Diego
United Airlines
DIRECT
CHI
Chicago
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12 Apr - 06 May $ 452.00
CHI
Chicago
Alaska Airlines
DIRECT
SAN
San Diego
SAN
San Diego
Alaska Airlines
DIRECT
CHI
Chicago
Pick dates
12 Apr - 04 May $ 482.00
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

28 Apr - 30 Apr $ 267.00
CHI
Chicago
Alaska Airlines
DIRECT
SAN
San Diego
SAN
San Diego
Alaska Airlines
DIRECT
CHI
Chicago
Pick dates
14 Apr - 30 Apr $ 472.00
CHI
Chicago
Alaska Airlines
DIRECT
SAN
San Diego
SAN
San Diego
Alaska Airlines
DIRECT
CHI
Chicago
Pick dates
12 Apr - 30 Apr $ 482.00
CHI
Chicago
Alaska Airlines
DIRECT
SAN
San Diego
SAN
San Diego
Alaska Airlines
DIRECT
CHI
Chicago
Pick dates

One-way flights to San Diego from Chicago

4:15 PM - 4:15 PM
United Airlines
0 Stops
4h 36m
CHI - SAN
$ 119
Kiwi
Pick dates
4:15 PM - 4:15 PM
United Airlines
0 Stops
4h 36m
CHI - SAN
$ 334
Kiwi
Pick dates
4:15 PM - 4:15 PM
United Airlines
0 Stops
4h 36m
CHI - SAN
$ 334
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.