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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 November , December 2025

25 Nov - 09 Dec $ 415.00
CHI
Chicago
Hawaiian Airlines
1 STOPS
SJC
San Jose
SJC
San Jose
Hawaiian Airlines
1 STOPS
CHI
Chicago
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25 Nov - 10 Dec $ 421.00
CHI
Chicago
Hawaiian Airlines
1 STOPS
SJC
San Jose
SJC
San Jose
Hawaiian Airlines
1 STOPS
CHI
Chicago
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19 Nov - 01 Dec $ 1,410.00
CHI
Chicago
Hawaiian Airlines
1 STOPS
SJC
San Jose
SJC
San Jose
Hawaiian Airlines
1 STOPS
CHI
Chicago
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Last minute flights from Chicago to San Jose

25 Nov - 30 Nov $ 683.00
CHI
Chicago
Spirit Airlines
1 STOPS
SJC
San Jose
SJC
San Jose
Spirit Airlines
1 STOPS
CHI
Chicago
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25 Nov - 01 Dec $ 1,076.00
CHI
Chicago
Alaska Airlines
1 STOPS
SJC
San Jose
SJC
San Jose
Alaska Airlines
1 STOPS
CHI
Chicago
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27 Nov - 30 Nov $ 1,668.00
CHI
Chicago
United Airlines
DIRECT
SJC
San Jose
SJC
San Jose
United Airlines
DIRECT
CHI
Chicago
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One-way flights to San Jose from Chicago

3:31 PM - 9:41 PM
Hawaiian Airlines
1 Stops
10h 27m
CHI - SJC
$ 284
Kiwi
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6:02 PM - 9:41 PM
Alaska Airlines
1 Stops
7h 56m
CHI - SJC
$ 294
Kiwi
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12:45 PM - 12:45 PM
United Airlines
0 Stops
4h 48m
CHI - SJC
$ 425
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.