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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 2026

11 Nov - 09 Dec $ 258.00
CHI
Chicago
Frontier Airlines
1 STOPS
SAN
San Diego
SAN
San Diego
Frontier Airlines
1 STOPS
CHI
Chicago
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24 Nov - 12 Dec $ 367.00
CHI
Chicago
Alaska Airlines
DIRECT
SAN
San Diego
SAN
San Diego
Alaska Airlines
DIRECT
CHI
Chicago
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10 Nov - 16 Dec $ 373.00
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

11 Nov - 30 Nov $ 340.00
CHI
Chicago
Frontier Airlines
1 STOPS
SAN
San Diego
SAN
San Diego
Frontier Airlines
1 STOPS
CHI
Chicago
Pick dates
25 Nov - 30 Nov $ 417.00
CHI
Chicago
Alaska Airlines
DIRECT
SAN
San Diego
SAN
San Diego
Alaska Airlines
DIRECT
CHI
Chicago
Pick dates
16 Nov - 30 Nov $ 418.00
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

6:30 AM - 10:29 PM
Frontier Airlines
1 Stops
19h 27m
CHI - SAN
$ 130
Kiwi
Pick dates
2:15 PM - 2:15 PM
Alaska Airlines
0 Stops
4h 41m
CHI - SAN
$ 194
Kiwi
Pick dates
2:15 PM - 2:15 PM
Alaska Airlines
0 Stops
4h 41m
CHI - SAN
$ 194
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.