Popular airlines from Chicago to San Mateo
Alaska AirlinesAlaska Airlines
DeltaDelta
Southwest AirlinesSouthwest Airlines
American AirlinesAmerican Airlines
UnitedUnited
Frontier AirlinesFrontier Airlines
JetBlue AirwaysJetBlue Airways
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Today's featured flight deals from Chicago to San Mateo
Nonstop
Carry-on included
Lower price than typical
- Chicago (MDW) to Oakland (OAK).Southwest Airlines, nonstop.Departing on Thu, Jul 31 at 7:20am from Chicago, arriving at 9:50am in Oakland.Returning on Sun, Aug 3 at 6:30am from Oakland, arriving at 6:50pm in Chicago.Select Southwest Airlines flight departing on Thu, Jul 31 at 7:20am from Chicago, returning on Sun, Aug 3 at 6:30am from Oakland priced at $61725% less than typical$617
- Chicago (ORD) to San Francisco (SFO).American Airlines, nonstop.Departing on Sun, Aug 17 at 6:45am from Chicago, arriving at 9:15am in San Francisco.Returning on Fri, Aug 22 at 1:40pm from San Francisco, arriving at 10:20pm in Chicago.Select American Airlines flight departing on Sun, Aug 17 at 6:45am from Chicago, returning on Fri, Aug 22 at 1:40pm from San Francisco priced at $22845% less than typical$228
- Chicago (ORD) to San Francisco (SFO).Alaska Airlines, nonstop.Departing on Fri, Aug 15 at 7:18pm from Chicago, arriving at 10:06pm in San Francisco.Returning on Fri, Aug 22 at 1:40pm from San Francisco, arriving at 10:20pm in Chicago.Select Alaska Airlines flight departing on Fri, Aug 15 at 7:18pm from Chicago, returning on Fri, Aug 22 at 1:40pm from San Francisco priced at $22845% less than typical$228
- Chicago (ORD) to San Francisco (SFO).Alaska Airlines, nonstop.Departing on Fri, Aug 15 at 7:18pm from Chicago, arriving at 10:06pm in San Francisco.Returning on Thu, Aug 21 at 5:00am from San Francisco, arriving at 2:25pm in Chicago.Select Alaska Airlines flight departing on Fri, Aug 15 at 7:18pm from Chicago, returning on Thu, Aug 21 at 5:00am from San Francisco priced at $22840% less than typical$228
- Chicago (ORD) to San Francisco (SFO).American Airlines, nonstop.Departing on Mon, Aug 25 at 6:45am from Chicago, arriving at 9:15am in San Francisco.Returning on Sun, Aug 31 at 6:10am from San Francisco, arriving at 12:30pm in Chicago.Select American Airlines flight departing on Mon, Aug 25 at 6:45am from Chicago, returning on Sun, Aug 31 at 6:10am from San Francisco priced at $19840% less than typical$198
- Chicago (ORD) to San Francisco (SFO).American Airlines, nonstop.Departing on Sun, Aug 24 at 6:45am from Chicago, arriving at 9:15am in San Francisco.Returning on Sat, Aug 30 at 2:26pm from San Francisco, arriving at 8:48pm in Chicago.Select American Airlines flight departing on Sun, Aug 24 at 6:45am from Chicago, returning on Sat, Aug 30 at 2:26pm from San Francisco priced at $19840% less than typical$198
- Chicago (ORD) to San Francisco (SFO).American Airlines, nonstop.Departing on Sat, Aug 30 at 6:45am from Chicago, arriving at 9:18am in San Francisco.Returning on Thu, Sep 4 at 6:00am from San Francisco, arriving at 12:18pm in Chicago.Select American Airlines flight departing on Sat, Aug 30 at 6:45am from Chicago, returning on Thu, Sep 4 at 6:00am from San Francisco priced at $19835% less than typical$198
- Chicago (ORD) to San Francisco (SFO).American Airlines, nonstop.Departing on Sat, Aug 30 at 6:45am from Chicago, arriving at 9:18am in San Francisco.Returning on Wed, Sep 3 at 12:47am from San Francisco, arriving at 7:06am in Chicago.Select American Airlines flight departing on Sat, Aug 30 at 6:45am from Chicago, returning on Wed, Sep 3 at 12:47am from San Francisco priced at $18835% less than typical$188
- Chicago (ORD) to San Francisco (SFO).American Airlines, nonstop.Departing on Sat, Aug 30 at 6:50pm from Chicago, arriving at 9:33pm in San Francisco.Returning on Wed, Sep 3 at 12:47am from San Francisco, arriving at 7:06am in Chicago.Select American Airlines flight departing on Sat, Aug 30 at 6:50pm from Chicago, returning on Wed, Sep 3 at 12:47am from San Francisco priced at $18835% less than typical$188
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 3 days ago
$114
Roundtrip
found 3 days ago
Tue, Aug 19 - Wed, Aug 20
ORD
Chicago
OAK
Oakland
$130 Roundtrip, found 4 days ago
$130
Roundtrip
found 4 days ago
Sat, Aug 30 - Sun, Aug 31
ORD
Chicago
SFO
San Francisco
$179 Roundtrip, found 6 hours ago
$179
Roundtrip
found 6 hours ago
Sat, Aug 30 - Sun, Aug 31
ORD
Chicago
SFO
San Francisco
$179 Roundtrip, found 6 hours ago
$179
Roundtrip
found 6 hours ago
Sat, Oct 25 - Tue, Oct 28
MDW
Chicago
OAK
Oakland
$197 Roundtrip, found 1 day ago
$197
Roundtrip
found 1 day ago
Tue, Oct 14 - Tue, Oct 21
ORD
Chicago
SFO
San Francisco
$205 Roundtrip, just found
$205
Roundtrip
just found
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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