Popular airlines from Chicago to Los Gatos
Alaska AirlinesAlaska Airlines
DeltaDelta
Southwest AirlinesSouthwest Airlines
Frontier AirlinesFrontier Airlines
American AirlinesAmerican Airlines
UnitedUnited
JetBlue AirwaysJetBlue Airways
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Today's featured flight deals from Chicago to Los Gatos
Nonstop
Carry-on included
Lower price than typical
- Chicago (MDW) to San Jose (SJC).Southwest Airlines, nonstop.Departing on Thu, Sep 11 at 7:55pm from Chicago, arriving at 10:25pm in San Jose.Returning on Sat, Sep 20 at 2:25pm from San Jose, arriving at 11:59pm in Chicago.Select Southwest Airlines flight departing on Thu, Sep 11 at 7:55pm from Chicago, returning on Sat, Sep 20 at 2:25pm from San Jose priced at $38340% less than typical$383
- 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 6:00am from San Francisco, arriving at 12:18pm in Chicago.Select American Airlines flight departing on Sat, Aug 30 at 6:50pm from Chicago, returning on Wed, Sep 3 at 6:00am from San Francisco priced at $17960% less than typical$179
- Chicago (ORD) to San Francisco (SFO).American Airlines, nonstop.Departing on Sat, Aug 30 at 5:39pm from Chicago, arriving at 8:13pm 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 5:39pm from Chicago, returning on Wed, Sep 3 at 12:47am from San Francisco priced at $17955% less than typical$179
- Chicago (ORD) to San Francisco (SFO).American Airlines, nonstop.Departing on Sat, Aug 30 at 5:39pm from Chicago, arriving at 8:13pm in San Francisco.Returning on Wed, Sep 3 at 6:00am from San Francisco, arriving at 12:18pm in Chicago.Select American Airlines flight departing on Sat, Aug 30 at 5:39pm from Chicago, returning on Wed, Sep 3 at 6:00am from San Francisco priced at $17955% less than typical$179
- Chicago (MDW) to San Francisco (SFO).Southwest Airlines, nonstop.Departing on Sat, Sep 6 at 8:15am from Chicago, arriving at 10:50am in San Francisco.Returning on Sat, Sep 13 at 1:21pm from San Francisco, arriving at 7:45pm in Chicago.Select Southwest Airlines flight departing on Sat, Sep 6 at 8:15am from Chicago, returning on Sat, Sep 13 at 1:21pm from San Francisco priced at $20550% less than typical$205
- Chicago (ORD) to San Francisco (SFO).American Airlines, nonstop.Departing on Sat, Sep 6 at 3:19pm from Chicago, arriving at 6:01pm in San Francisco.Returning on Sat, Sep 13 at 11:25pm from San Francisco, arriving on Sun, Sep 14 at 5:31am in Chicago.Select American Airlines flight departing on Sat, Sep 6 at 3:19pm from Chicago, returning on Sat, Sep 13 at 11:25pm from San Francisco priced at $20550% less than typical$205
- Chicago (ORD) to San Francisco (SFO).American Airlines, nonstop.Departing on Sat, Sep 6 at 6:37pm from Chicago, arriving at 9:28pm in San Francisco.Returning on Sat, Sep 13 at 11:25pm from San Francisco, arriving on Sun, Sep 14 at 5:31am in Chicago.Select American Airlines flight departing on Sat, Sep 6 at 6:37pm from Chicago, returning on Sat, Sep 13 at 11:25pm from San Francisco priced at $20550% less than typical$205
- Chicago (ORD) to San Francisco (SFO).American Airlines, nonstop.Departing on Sat, Sep 6 at 6:37pm from Chicago, arriving at 9:28pm in San Francisco.Returning on Sat, Sep 13 at 1:21pm from San Francisco, arriving at 7:45pm in Chicago.Select American Airlines flight departing on Sat, Sep 6 at 6:37pm from Chicago, returning on Sat, Sep 13 at 1:21pm from San Francisco priced at $20550% less than typical$205
Cheap Flights from Chicago to Los Gatos (CHI-SJC)
Prices were available within the past 7 days and start at $57 for one-way flights and $143 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.
Fri, Sep 12 - Tue, Sep 16
ORD
Chicago
SJC
San Jose
$143 Roundtrip, found 9 hours ago
$143
Roundtrip
found 9 hours ago
Tue, Sep 9 - Wed, Sep 17
ORD
Chicago
SJC
San Jose
$144 Roundtrip, found 9 hours ago
$144
Roundtrip
found 9 hours ago
Wed, Sep 17 - Mon, Sep 22
ORD
Chicago
SJC
San Jose
$149 Roundtrip, found 16 hours ago
$149
Roundtrip
found 16 hours ago
Sun, Aug 31 - Thu, Sep 4
ORD
Chicago
SFO
San Francisco
$179 Roundtrip, just found
$179
Roundtrip
just found
Mon, Nov 24 - Wed, Dec 3
MDW
Chicago
SFO
San Francisco
$205 Roundtrip, found 20 hours ago
$205
Roundtrip
found 20 hours ago
Sat, Sep 6 - Wed, Sep 17
ORD
Chicago
SFO
San Francisco
$205 Roundtrip, found 7 hours ago
$205
Roundtrip
found 7 hours ago
Find the cheapest month to fly from Chicago (CHI) to San Francisco (SFO)
August is typically the cheapest month to fly
From $119 - $338 per traveler.
Graph displaying average flight prices per month
Alternative airports near Los Gatos
Prices were available within the past 7 days. Prices and availability are subject to change.
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