Cheap Alaska Airlines flights San Jose (SJC) to Chicago (ORD)

Cheap Alaska Airlines flights San Jose (SJC) to Chicago (ORD)

Prices were available within the past 7 days and start at for one-way flights and $367 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Wed, May 6 - Fri, May 29

SJC

San Jose

ORD

Chicago

$367 Roundtrip, found 17 hours ago

$367

Roundtrip

found 17 hours ago

Select Alaska Airlines flight, departing Wed, May 6 from San Jose to Chicago, returning Fri, May 29, priced at $367 found 17 hours ago

Fri, May 8 - Sat, May 9

SJC

San Jose

ORD

Chicago

$374 Roundtrip, found 17 hours ago

$374

Roundtrip

found 17 hours ago

Select Alaska Airlines flight, departing Fri, May 8 from San Jose to Chicago, returning Sat, May 9, priced at $374 found 17 hours ago

Fri, May 8 - Fri, May 29

SJC

San Jose

ORD

Chicago

$379 Roundtrip, found 17 hours ago

$379

Roundtrip

found 17 hours ago

Select Alaska Airlines flight, departing Fri, May 8 from San Jose to Chicago, returning Fri, May 29, priced at $379 found 17 hours ago

Fri, May 8 - Tue, May 26

SJC

San Jose

ORD

Chicago

$392 Roundtrip, found 17 hours ago

$392

Roundtrip

found 17 hours ago

Select Alaska Airlines flight, departing Fri, May 8 from San Jose to Chicago, returning Tue, May 26, priced at $392 found 17 hours ago

Sun, Apr 12 - Fri, May 1

SJC

San Jose

ORD

Chicago

$419 Roundtrip, found 23 hours ago

$419

Roundtrip

found 23 hours ago

Select Alaska Airlines flight, departing Sun, Apr 12 from San Jose to Chicago, returning Fri, May 1, priced at $419 found 23 hours ago

Sun, May 3 - Thu, May 21

SJC

San Jose

ORD

Chicago

$430 Roundtrip, found 23 hours ago

$430

Roundtrip

found 23 hours ago

Select Alaska Airlines flight, departing Sun, May 3 from San Jose to Chicago, returning Thu, May 21, priced at $430 found 23 hours ago

Mon, Apr 6 - Sun, Apr 19

SJC

San Jose

ORD

Chicago

$432 Roundtrip, found 23 hours ago

$432

Roundtrip

found 23 hours ago

Select Alaska Airlines flight, departing Mon, Apr 6 from San Jose to Chicago, returning Sun, Apr 19, priced at $432 found 23 hours ago

Sun, Apr 26 - Mon, Apr 27

SJC

San Jose

ORD

Chicago

$462 Roundtrip, found 17 hours ago

$462

Roundtrip

found 17 hours ago

Select Alaska Airlines flight, departing Sun, Apr 26 from San Jose to Chicago, returning Mon, Apr 27, priced at $462 found 17 hours ago

Sun, Apr 5 - Mon, Apr 20

SJC

San Jose

ORD

Chicago

$530 Roundtrip, found 23 hours ago

$530

Roundtrip

found 23 hours ago

Select Alaska Airlines flight, departing Sun, Apr 5 from San Jose to Chicago, returning Mon, Apr 20, priced at $530 found 23 hours ago