Flights to San Jose from Chicago - $69

Cheap Flights from Chicago to San Jose (CHI-SJC)

Prices were available within the past 7 days and start at $69 for one-way flights and $138 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Tue, Aug 27 - Tue, Sep 10

ORD

Chicago

OAK

Oakland

$138 Roundtrip, found 11 hours ago

$138

Roundtrip

found 11 hours ago

Select Spirit Airlines flight, departing Tue, Aug 27 from Chicago to Oakland, returning Tue, Sep 10, priced at $138 found 11 hours ago

Sat, Aug 17 - Sat, Aug 17

ORD

Chicago

SFO

San Francisco

$142 Roundtrip, found 4 hours ago

$142

Roundtrip

found 4 hours ago

Select Bargain Flight flight, departing Sat, Aug 17 from Chicago to San Francisco, returning Sat, Aug 17, priced at $142 found 4 hours ago

Sat, Aug 17 - Sat, Aug 17

ORD

Chicago

SFO

San Francisco

$145 Roundtrip, found 4 hours ago

$145

Roundtrip

found 4 hours ago

Select Alaska Airlines flight, departing Sat, Aug 17 from Chicago to San Francisco, returning Sat, Aug 17, priced at $145 found 4 hours ago

Sat, Aug 17 - Sat, Aug 17

ORD

Chicago

SFO

San Francisco

$146 Roundtrip, found 4 hours ago

$146

Roundtrip

found 4 hours ago

Select United flight, departing Sat, Aug 17 from Chicago to San Francisco, returning Sat, Aug 17, priced at $146 found 4 hours ago

Sat, Sep 14 - Sat, Sep 21

MDW

Chicago

SFO

San Francisco

$148 Roundtrip, just found

$148

Roundtrip

just found

Select Frontier Airlines flight, departing Sat, Sep 14 from Chicago to San Francisco, returning Sat, Sep 21, priced at $148 just found

Sat, Aug 31 - Tue, Sep 10

ORD

Chicago

SFO

San Francisco

$151 Roundtrip, found 4 hours ago

$151

Roundtrip

found 4 hours ago

Select American Airlines flight, departing Sat, Aug 31 from Chicago to San Francisco, returning Tue, Sep 10, priced at $151 found 4 hours ago