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Cheap flights from Chicago (CHI) to San Jose (SJC)

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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 Jose (SJC)

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

24 Feb - 03 Mar $ 207.00
CHI
Chicago
Hawaiian Airlines
1 STOPS
SJC
San Jose
SJC
San Jose
Hawaiian Airlines
1 STOPS
CHI
Chicago
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14 Feb - 10 Mar $ 371.00
CHI
Chicago
Alaska Airlines
1 STOPS
SJC
San Jose
SJC
San Jose
Alaska Airlines
1 STOPS
CHI
Chicago
Pick dates
14 Feb - 09 Mar $ 385.00
CHI
Chicago
Alaska Airlines
1 STOPS
SJC
San Jose
SJC
San Jose
Alaska Airlines
1 STOPS
CHI
Chicago
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Last minute flights from Chicago to San Jose

24 Feb - 28 Feb $ 207.00
CHI
Chicago
Hawaiian Airlines
1 STOPS
SJC
San Jose
SJC
San Jose
Hawaiian Airlines
1 STOPS
CHI
Chicago
Pick dates
14 Feb - 28 Feb $ 415.00
CHI
Chicago
Alaska Airlines
1 STOPS
SJC
San Jose
SJC
San Jose
Alaska Airlines
1 STOPS
CHI
Chicago
Pick dates
14 Feb - 28 Feb $ 425.00
CHI
Chicago
Alaska Airlines
1 STOPS
SJC
San Jose
SJC
San Jose
Alaska Airlines
1 STOPS
CHI
Chicago
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One-way flights to San Jose from Chicago

7:00 AM - 11:28 AM
Hawaiian Airlines
1 Stops
8h 42m
CHI - SJC
$ 139
Kiwi
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3:07 PM - 9:14 PM
Alaska Airlines
1 Stops
9h 49m
CHI - SJC
$ 272
Kiwi
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1:55 PM - 1:55 PM
United Airlines
0 Stops
4h 52m
CHI - SJC
$ 411
Kiwi
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How to find the cheapest flight from Chicago (CHI) to San Jose (SJC)

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