Popular airlines from Chicago to San Mateo
Alaska AirlinesAlaska Airlines
DeltaDelta
Southwest AirlinesSouthwest Airlines
UnitedUnited
American AirlinesAmerican Airlines
Frontier AirlinesFrontier Airlines
JetBlue AirwaysJetBlue Airways
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Cheap Flights from Chicago to San Mateo (CHI-SJC)
Prices were available within the past 7 days and start at $57 for one-way flights and $114 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.
Tue, Aug 19 - Wed, Aug 20
ORD
Chicago
SJC
San Jose
$114 Roundtrip, found 1 day ago
$114
Roundtrip
found 1 day ago
Tue, Aug 19 - Wed, Aug 20
ORD
Chicago
OAK
Oakland
$130 Roundtrip, found 6 days ago
$130
Roundtrip
found 6 days ago
Sat, Aug 23 - Sun, Aug 31
ORD
Chicago
SFO
San Francisco
$188 Roundtrip, found 1 hour ago
$188
Roundtrip
found 1 hour ago
Sat, Aug 23 - Sun, Aug 31
ORD
Chicago
SFO
San Francisco
$188 Roundtrip, found 1 hour ago
$188
Roundtrip
found 1 hour ago
Sat, Oct 25 - Tue, Oct 28
MDW
Chicago
OAK
Oakland
$197 Roundtrip, found 3 days ago
$197
Roundtrip
found 3 days ago
Tue, Oct 28 - Wed, Nov 12
ORD
Chicago
OAK
Oakland
$216 Roundtrip, found 2 hours ago
$216
Roundtrip
found 2 hours ago
Find the cheapest month to fly from Chicago (CHI) to San Francisco (SFO)
September is typically the cheapest month to fly
From $118 - $235 per traveler.
Graph displaying average flight prices per month
Alternative airports near San Mateo
Prices were available within the past 7 days. Prices and availability are subject to change.
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