For a quick departure, use the 'L' train from downtown Chicago to avoid traffic delays when heading to ORD.
Most accurate provider | FlightHub 3 stars |
---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $205 (Kiwi.com) |
One-way from | $95 (Trip.com) |
Popular in | June |
Cheapest in | September |
Average price | $408 |
Good round-trip deal | $360 or less |
Good one-way deal | $179 or less |
Fly from
Fly to
Route
Depart
Return
Price
ChicagoSan Jose
ORD - SJC
ORDSJC
Chicago O'Hare Intl
Fri 11/14
9:20 am-2:23 pm
1 stop7h 03m
San Jose
Mon 11/17
8:05 pm-1:54 pm
1 stop15h 49m
ChicagoSan Jose
ORD - SJC
ORDSJC
Chicago O'Hare Intl
Thu 12/11
3:05 pm-10:42 pm
1 stop9h 37m
San Jose
Sun 12/14
12:35 pm-11:50 pm
1 stop9h 15m
ChicagoSan Jose
ORD - SJC
ORDSJC
Chicago O'Hare Intl
Thu 3/5
2:59 pm-10:27 pm
1 stop9h 28m
San Jose
Mon 3/9
3:00 pm-11:10 pm
1 stop6h 10m
ChicagoSan Jose
ORD - SJC
ORDSJC
Chicago O'Hare Intl
Thu 12/11
8:59 pm-9:51 am
1 stop14h 52m
San Jose
Thu 12/18
7:00 am-8:02 pm
1 stop11h 02m
ChicagoSan Jose
ORD - SJC
ORDSJC
Chicago O'Hare Intl
Fri 3/6
9:00 am-4:43 pm
1 stop9h 43m
San Jose
Mon 3/9
3:00 pm-11:10 pm
1 stop6h 10m
ChicagoSan Jose
ORD - SJC
ORDSJC
Chicago O'Hare Intl
Fri 11/7
7:37 am-3:57 pm
1 stop10h 20m
San Jose
Tue 11/11
11:40 am-11:59 pm
1 stop10h 19m
ChicagoSan Jose
ORD - SJC
ORDSJC
Chicago O'Hare Intl
Tue 11/18
7:47 am-7:22 pm
2 stops13h 35m
San Jose
Fri 12/5
7:15 am-5:15 pm
1 stop8h 00m
ChicagoSan Jose
ORD - SJC
ORDSJC
Chicago O'Hare Intl
Fri 11/14
2:12 pm-11:52 pm
2 stops11h 40m
San Jose
Sun 11/16
7:05 am-5:18 pm
1 stop8h 13m
ChicagoSan Jose
ORD - SJC
ORDSJC
Chicago O'Hare Intl
Tue 11/18
7:20 am-3:55 pm
2 stops10h 35m
San Jose
Wed 12/3
2:25 pm-11:59 pm
1 stop7h 34m
ChicagoSan Jose
ORD - SJC
ORDSJC
Chicago O'Hare Intl
Wed 12/17
8:50 am-6:56 pm
2 stops12h 06m
San Jose
Sat 1/10
7:15 am-11:44 pm
1 stop14h 29m
Provider | Price Accuracy | Trust Score* |
---|---|---|
Price Accuracy2 stars | Trust Score*3 stars | |
Price Accuracy3 stars | Trust Score*3 stars | |
Price Accuracy3 stars | Trust Score*3 stars | |
Price Accuracy2 stars | Trust Score*3 stars |
Booking 53 days in advance of your planned departure date is, on average, the best time to get cheap flights from Chicago O'Hare Intl Airport to San Jose, California. The general trend is that the closer you book to the departure date, the more expensive your flight will be.
Currently, October is the cheapest month in which you can book a flight from Chicago O'Hare Intl Airport to San Jose, California (average of $80). Flying from Chicago O'Hare Intl Airport to San Jose, California in December is currently the most expensive (average of $207). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.
When flying from Chicago O'Hare Intl Airport to San Jose, California, the time of day you fly usually plays a role in the price. Save by searching for a flight at noon, which can drop the price by up to 50% versus a flight in the morning.
Travelers seeking maximum savings on their Chicago O'Hare Intl Airport to San Jose, California flight should consider departing on Wednesday at noon when fares are most often at their lowest. Sunday at noon flights should be avoided if possible as fares are typically the most expensive at this time.
Food
Comfort
Overall
Crew
Boarding
Entertainment
Reviews
Walter,Aug 2025
OAK - SAN
Food
Comfort
Overall
Crew
Boarding
Entertainment
Reviews
Walter,Aug 2025
OAK - SAN
Food
Comfort
Overall
Crew
Boarding
Entertainment
Reviews
Walter,Aug 2025
OAK - SAN
Food
Comfort
Overall
Crew
Boarding
Entertainment
Reviews
Walter,Aug 2025
OAK - SAN
Food
Comfort
Overall
Crew
Boarding
Entertainment
Reviews
Walter,Aug 2025
OAK - SAN
Food
Comfort
Overall
Crew
Boarding
Entertainment
Reviews
Walter,Aug 2025
OAK - SAN
Airline | Cheapest | Average | Flexibility | On-time |
---|---|---|---|---|
Cheapest$80 | Average$238 | FlexibilityNo cancel fee | On-time62% | |
Cheapest$127 | Average$217 | FlexibilityNo cancel fee | On-time65% | |
Cheapest$188 | Average$314 | FlexibilityNo cancel fee | On-time75% | |
Cheapest$265 | Average$384 | FlexibilityNo cancel fee | On-timeN/A | |
Cheapest$340 | Average$509 | FlexibilityNo cancel fee | On-time69% | |
Cheapest$348 | Average$506 | FlexibilityNo cancel fee | On-time63% | |
Cheapest$352 | Average$620 | FlexibilityNo cancel fee | On-time71% |