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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 August , September 2026

22 Aug - 09 Sep $ 277.00
CHI
Chicago
Frontier Airlines
1 STOPS
SAN
San Diego
SAN
San Diego
Frontier Airlines
1 STOPS
CHI
Chicago
Pick dates
29 Aug - 22 Sep $ 284.00
CHI
Chicago
Alaska Airlines
DIRECT
SAN
San Diego
SAN
San Diego
Alaska Airlines
DIRECT
CHI
Chicago
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20 Aug - 19 Sep $ 496.00
CHI
Chicago
United Airlines
DIRECT
SAN
San Diego
SAN
San Diego
United Airlines
DIRECT
CHI
Chicago
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Last minute flights from Chicago to San Diego

26 Aug - 01 Sep $ 318.00
CHI
Chicago
Frontier Airlines
1 STOPS
SAN
San Diego
SAN
San Diego
Frontier Airlines
1 STOPS
CHI
Chicago
Pick dates
25 Aug - 31 Aug $ 385.00
CHI
Chicago
Alaska Airlines
DIRECT
SAN
San Diego
SAN
San Diego
Alaska Airlines
DIRECT
CHI
Chicago
Pick dates
29 Aug - 31 Aug $ 485.00
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

9:20 AM - 2:35 PM
Frontier Airlines
1 Stops
8h 21m
CHI - SAN
$ 146
Kiwi
Pick dates
12:40 PM - 12:40 PM
United Airlines
0 Stops
4h 22m
CHI - SAN
$ 178
Kiwi
Pick dates
12:40 PM - 12:40 PM
United Airlines
0 Stops
4h 22m
CHI - SAN
$ 178
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.