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 | $208 (Delta) |
One-way from | $82 (Alaska Airlines) |
Popular in | June |
Cheapest in | September |
Average price | $408 |
Good round-trip deal | $393 or less |
Good one-way deal | $188 or less |
Fly from
Fly to
Route
Depart
Return
Price
ChicagoSan Jose
ORD - SJC
ORDSJC
Chicago O'Hare Intl
Wed 12/17
8:50 am-6:18 pm
2 stops11h 28m
San Jose
Wed 1/21
9:05 am-11:44 pm
2 stops12h 39m
ChicagoSan Jose
ORD - SJC
ORDSJC
Chicago O'Hare Intl
Mon 12/8
2:14 pm-11:53 pm
2 stops11h 39m
San Jose
Thu 12/11
7:15 am-9:21 pm
2 stops12h 06m
ChicagoSan Jose
ORD - SJC
ORDSJC
Chicago O'Hare Intl
Wed 11/12
2:54 pm-5:25 pm
1 stop28h 31m
San Jose
Sat 11/15
3:00 pm-11:59 pm
1 stop6h 59m
ChicagoSan Jose
ORD - SJC
ORDSJC
Chicago O'Hare Intl
Sun 1/11
3:25 pm-9:47 am
1 stop20h 22m
San Jose
Wed 1/14
7:00 am-11:37 pm
1 stop14h 37m
ChicagoSan Jose
ORD - SJC
ORDSJC
Chicago O'Hare Intl
Fri 11/14
7:20 am-3:55 pm
2 stops10h 35m
San Jose
Mon 11/17
7:46 pm-8:06 am
2 stops10h 20m
ChicagoSan Jose
ORD - SJC
ORDSJC
Chicago O'Hare Intl
Thu 11/20
7:47 am-7:06 pm
1 stop13h 19m
San Jose
Thu 11/27
7:05 am-5:21 pm
1 stop8h 16m
ChicagoSan Jose
ORD - SJC
ORDSJC
Chicago O'Hare Intl
Fri 11/21
7:47 am-10:13 pm
1 stop16h 26m
San Jose
Thu 11/27
7:05 am-5:21 pm
1 stop8h 16m
ChicagoSan Jose
ORD - SJC
ORDSJC
Chicago O'Hare Intl
Sat 12/20
4:01 pm-9:04 pm
1 stop7h 03m
San Jose
Tue 1/20
9:05 am-11:44 pm
2 stops12h 39m
ChicagoSan Jose
ORD - SJC
ORDSJC
Chicago O'Hare Intl
Wed 12/17
8:55 am-2:32 pm
1 stop7h 37m
San Jose
Sun 12/28
7:00 am-11:59 pm
1 stop14h 59m
ChicagoSan Jose
ORD - SJC
ORDSJC
Chicago O'Hare Intl
Sat 12/20
4:01 pm-9:04 pm
1 stop7h 03m
San Jose
Thu 1/15
11:35 am-11:44 pm
1 stop10h 09m
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 52% 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.
Overall
Boarding
Comfort
Crew
Entertainment
Food
Reviews
Walter,Aug 2025
OAK - SAN
Overall
Boarding
Comfort
Crew
Entertainment
Food
Reviews
Walter,Aug 2025
OAK - SAN
Overall
Boarding
Comfort
Crew
Entertainment
Food
Reviews
Walter,Aug 2025
OAK - SAN
Overall
Boarding
Comfort
Crew
Entertainment
Food
Reviews
Walter,Aug 2025
OAK - SAN
Overall
Boarding
Comfort
Crew
Entertainment
Food
Reviews
Walter,Aug 2025
OAK - SAN
Overall
Boarding
Comfort
Crew
Entertainment
Food
Reviews
Walter,Aug 2025
OAK - SAN
Airline | Cheapest | Average | Flexibility | On-time |
---|---|---|---|---|
Cheapest$80 | Average$238 | FlexibilityNo cancel fee | On-time62% | |
Cheapest$142 | Average$225 | FlexibilityNo cancel fee | On-time65% | |
Cheapest$188 | Average$338 | 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% |