For a quick departure, use the 'L' train from downtown Chicago to avoid traffic delays when heading to ORD.
Round-trip from | $114 (Expedia) |
---|---|
One-way from | $55 (FlightHub) |
Popular in | December |
Cheapest in | August |
Average price | $355 |
Good round-trip deal | $394 or less |
Good one-way deal | $203 or less |
Fly from
Fly to
Route
Depart
Return
Price
ChicagoSan Jose
ORD - SJC
ORDSJC
Chicago O'Hare Intl
vie. 9/19
6:00 am-11:30 am
1 stop7h 30m
San Jose
lun. 9/22
12:30 pm-11:59 pm
1 stop9h 29m
ChicagoSan Jose
ORD - SJC
ORDSJC
Chicago O'Hare Intl
jue. 9/18
6:00 am-1:14 pm
1 stop9h 14m
San Jose
mar. 9/23
6:35 am-9:32 pm
1 stop12h 57m
ChicagoSan Jose
ORD - SJC
ORDSJC
Chicago O'Hare Intl
vie. 9/26
6:00 am-11:30 am
1 stop7h 30m
San Jose
lun. 9/29
12:25 pm-11:59 pm
1 stop9h 34m
ChicagoSan Jose
ORD - SJC
ORDSJC
Chicago O'Hare Intl
vie. 11/7
6:00 am-11:32 am
1 stop7h 32m
San Jose
dom. 11/9
4:51 pm-6:25 am
1 stop11h 34m
ChicagoSan Jose
ORD - SJC
ORDSJC
Chicago O'Hare Intl
vie. 9/26
6:00 am-11:30 am
1 stop7h 30m
San Jose
dom. 10/5
12:26 pm-11:59 pm
1 stop9h 33m
ChicagoSan Jose
ORD - SJC
ORDSJC
Chicago O'Hare Intl
jue. 9/4
10:42 am-6:27 pm
2 stops9h 45m
San Jose
lun. 9/8
12:25 pm-11:59 pm
1 stop9h 34m
ChicagoSan Jose
ORD - SJC
ORDSJC
Chicago O'Hare Intl
vie. 9/5
7:55 am-8:00 pm
2 stops14h 05m
San Jose
sáb. 9/6
6:35 am-9:32 pm
1 stop12h 57m
ChicagoSan Jose
ORD - SJC
ORDSJC
Chicago O'Hare Intl
vie. 9/5
6:00 am-11:30 am
1 stop7h 30m
San Jose
lun. 9/8
6:45 pm-10:40 am
2 stops13h 55m
ChicagoSan Jose
ORD - SJC
ORDSJC
Chicago O'Hare Intl
jue. 9/18
6:00 am-1:14 pm
1 stop9h 14m
San Jose
lun. 9/22
6:45 pm-10:40 am
2 stops13h 55m
ChicagoSan Jose
ORD - SJC
ORDSJC
Chicago O'Hare Intl
jue. 9/18
6:00 am-1:14 pm
1 stop9h 14m
San Jose
lun. 9/29
6:45 pm-10:40 am
2 stops13h 55m
To ensure you get the cheapest price possible for a flight from Chicago O'Hare Intl Airport to San Jose, you should look to book at least 53 days in advance of your intended travel date. The price of your flight may increase if you delay and leave booking until a week or so before departure.
Currently, September is the cheapest month in which you can book a flight from Chicago O'Hare Intl Airport to San Jose (average of $255). Flying from Chicago O'Hare Intl Airport to San Jose in June is currently the most expensive (average of $359). 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, 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 48% versus a flight in the morning.
Travelers seeking maximum savings on their Chicago O'Hare Intl Airport to San Jose flight should consider departing on Wednesday at noon when fares are most often at their lowest. Monday at noon flights should be avoided if possible as fares are typically the most expensive at this time.
Overall
Comfort
Entertainment
Boarding
Crew
Food
Reviews
Walter,Aug 2025
OAK - SAN
Overall
Comfort
Entertainment
Boarding
Crew
Food
Reviews
Walter,Aug 2025
OAK - SAN
Overall
Comfort
Entertainment
Boarding
Crew
Food
Reviews
Walter,Aug 2025
OAK - SAN
Overall
Comfort
Entertainment
Boarding
Crew
Food
Reviews
Walter,Aug 2025
OAK - SAN
Overall
Comfort
Entertainment
Boarding
Crew
Food
Reviews
Walter,Aug 2025
OAK - SAN
Overall
Comfort
Entertainment
Boarding
Crew
Food
Reviews
Walter,Aug 2025
OAK - SAN
Airline | Cheapest | Average | Flexibility | On-time |
---|---|---|---|---|
Cheapest$90 | Average$238 | FlexibilityNo cancel fee | On-time62% | |
Cheapest$133 | Average$237 | FlexibilityNo cancel fee | On-time65% | |
Cheapest$274 | Average$382 | FlexibilityNo cancel fee | On-timeN/A | |
Cheapest$332 | Average$511 | FlexibilityNo cancel fee | On-time69% | |
Cheapest$350 | Average$496 | FlexibilityNo cancel fee | On-time63% | |
Cheapest$370 | Average$485 | FlexibilityNo cancel fee | On-time71% |