For a quick departure, use the 'L' train from downtown Chicago to avoid traffic delays when heading to ORD.
Round-trip from | $158 (Priceline) |
---|---|
One-way from | $80 (Priceline) |
Popular in | December |
Cheapest in | August |
Average price | $386 |
Good round-trip deal | $351 or less |
Good one-way deal | $216 or less |
Fly from
Fly to
Route
Depart
Return
Price
ChicagoSan Jose
ORD - SJC
ORDSJC
Chicago O'Hare Intl
Wed 10/22
3:35 pm-6:14 pm
Nonstop4h 39m
San Jose
Sat 10/25
8:45 am-7:55 pm
1 stop9h 10m
ChicagoSan Jose
ORD - SJC
ORDSJC
Chicago O'Hare Intl
Fri 10/3
1:01 pm-7:00 pm
1 stop7h 59m
San Jose
Mon 10/6
6:42 am-6:59 pm
1 stop10h 17m
ChicagoSan Jose
ORD - SJC
ORDSJC
Chicago O'Hare Intl
Sat 10/11
5:01 am-9:52 am
1 stop6h 51m
San Jose
Sat 10/11
3:55 pm-11:59 pm
1 stop6h 04m
ChicagoSan Jose
ORD - SJC
ORDSJC
Chicago O'Hare Intl
Sat 11/1
2:40 pm-8:53 pm
1 stop8h 13m
San Jose
Mon 11/10
4:02 pm-11:59 pm
1 stop5h 57m
ChicagoSan Jose
ORD - SJC
ORDSJC
Chicago O'Hare Intl
Fri 10/3
5:01 am-9:52 am
1 stop6h 51m
San Jose
Fri 10/3
3:55 pm-11:59 pm
1 stop6h 04m
ChicagoSan Jose
ORD - SJC
ORDSJC
Chicago O'Hare Intl
Sat 10/4
2:04 pm-7:17 pm
1 stop7h 13m
San Jose
Tue 10/7
1:30 pm-11:59 pm
1 stop8h 29m
ChicagoSan Jose
ORD - SJC
ORDSJC
Chicago O'Hare Intl
Tue 11/11
8:59 pm-9:48 am
1 stop14h 49m
San Jose
Wed 11/12
3:00 pm-11:59 pm
1 stop6h 59m
ChicagoSan Jose
ORD - SJC
ORDSJC
Chicago O'Hare Intl
Wed 11/5
7:15 am-4:50 pm
2 stops11h 35m
San Jose
Tue 11/11
7:15 pm-1:00 pm
2 stops15h 45m
ChicagoSan Jose
ORD - SJC
ORDSJC
Chicago O'Hare Intl
Sun 11/16
8:59 pm-5:25 pm
1 stop22h 26m
San Jose
Wed 11/19
10:25 am-7:55 pm
1 stop7h 30m
ChicagoSan Jose
ORD - SJC
ORDSJC
Chicago O'Hare Intl
Fri 11/7
1:25 pm-10:08 pm
2 stops10h 43m
San Jose
Tue 11/11
7:15 am-5:18 pm
1 stop8h 03m
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 $358). 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. Sunday evenings flights should be avoided if possible as fares are typically the most expensive at this time.
Comfort
Overall
Boarding
Food
Crew
Entertainment
Reviews
Walter,Aug 2025
OAK - SAN
Comfort
Overall
Boarding
Food
Crew
Entertainment
Reviews
Walter,Aug 2025
OAK - SAN
Comfort
Overall
Boarding
Food
Crew
Entertainment
Reviews
Walter,Aug 2025
OAK - SAN
Comfort
Overall
Boarding
Food
Crew
Entertainment
Reviews
Walter,Aug 2025
OAK - SAN
Comfort
Overall
Boarding
Food
Crew
Entertainment
Reviews
Walter,Aug 2025
OAK - SAN
Comfort
Overall
Boarding
Food
Crew
Entertainment
Reviews
Walter,Aug 2025
OAK - SAN
Airline | Cheapest | Average | Flexibility | On-time |
---|---|---|---|---|
Cheapest$90 | Average$244 | FlexibilityNo cancel fee | On-time62% | |
Cheapest$133 | Average$257 | FlexibilityNo cancel fee | On-time65% | |
Cheapest$265 | Average$382 | FlexibilityNo cancel fee | On-timeN/A | |
Cheapest$323 | Average$516 | FlexibilityNo cancel fee | On-time69% | |
Cheapest$348 | Average$496 | FlexibilityNo cancel fee | On-time63% | |
Cheapest$352 | Average$485 | FlexibilityNo cancel fee | On-time71% |