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Flights from San Jose to Chicago
Flights from San Jose to Chicago
8 deals on this route
Save 36%
$412
$648
SJC
CHI
San Jose to Chicago
Southwest Airlines
Nonstop
·
round trip
Apr 21 – Apr 24
Departs Tomorrow
$248
$329
SJC
CHI
San Jose to Chicago
Alaska Airlines
Nonstop
·
round trip
May 7 – May 9
$347
$428
SJC
CHI
San Jose to Chicago
United Airlines
Nonstop
·
round trip
May 5 – May 6
$215
SJC
CHI
San Jose to Chicago
Southwest Airlines
Nonstop
·
round trip
Jul 30 – Aug 4
$330
SJC
CHI
San Jose to Chicago
United Airlines
Nonstop
·
round trip
Jul 30 – Aug 3
$383
SJC
CHI
San Jose to Chicago
Alaska Airlines
Nonstop
·
round trip
Jul 29 – Aug 3
$426
$428
SJC
CHI
San Jose to Chicago
Southwest Airlines
Nonstop
·
round trip
May 7 – May 9
$465
SJC
CHI
San Jose to Chicago
Southwest Airlines
Nonstop
·
round trip
Jun 19 – Jun 23
