Flight INFO & American Airlines(AA) flights from San Jose to Chicago

Cheapest nonstop flight price

$65

Cheapest round-trip ticket price

$224

Off-season for travel

February

Peak season for travel

October

Flight distance

2,958.96km

Average flight time

4 hours 42 minutes

Popular airline

Alaska Airlines

Book American Airlines(AA) flights from San Jose to Chicago

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  • Round-trip
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Crossed out prices are calculated based on the average price of the corresponding route on Trip.com.

American Airlines(AA) flights from San Jose to Chicago & Flight Schedule

Flight info.
Departure
Arrival
Weekly Schedule
  1. AA1019

    06:10

    SJC

    3.7h

    11:54

    DFW

    SMTWTFS
  2. F93000

    18:40

    DFW

    2.4h

    21:02

    MDW

    SMTW--S
  3. AA1019

    06:10

    SJC

    3.7h

    11:54

    DFW

    SMTWTFS
  4. AA1559

    14:49

    DFW

    2.5h

    17:22

    ORD

    SMTWTFS
  5. AA1019

    06:10

    SJC

    3.7h

    11:54

    DFW

    SMTWTFS
  6. F93534

    13:51

    DFW

    2.3h

    16:08

    MDW

    SMTWTFS
  7. AA2625

    06:10

    SJC

    2.1h

    08:15

    PHX

    SMTWTFS
  8. AA2196

    08:35

    PHX

    3.7h

    14:16

    ORD

    SMTWTFS
  9. AA2046

    12:18

    SJC

    3.5h

    17:48

    DFW

    SMTWTFS
  10. F91342

    23:09

    DFW

    2.4h

    01:32

    ORD

    SMTWTFS
  11. AA2046

    12:18

    SJC

    3.5h

    17:48

    DFW

    SMTWTFS
  12. AA2346

    20:45

    DFW

    2.4h

    23:08

    ORD

    SMTWTFS
  13. AA1257

    12:50

    SJC

    1.9h

    14:41

    PHX

    SMTWTFS
  14. AA994

    16:40

    PHX

    3.5h

    22:12

    ORD

    SMTWTFS
  15. AA2834

    14:21

    SJC

    3.5h

    19:51

    DFW

    SMTWTFS
  16. AA2346

    20:45

    DFW

    2.4h

    23:08

    ORD

    SMTWTFS
  17. AA4836

    19:15

    SJC

    2.0h

    21:15

    PHX

    S-TWTFS
  18. AA1866

    23:59

    PHX

    3.5h

    05:29

    ORD

    S-TWTFS
Show less

American Airlines(AA) flights from San Jose to Chicago Flight Booking FAQ

  • When are flight tickets from San Jose (SJC) to Chicago (CHI) the cheapest?

    Airlines adjust prices for flights from San Jose to Chicago based on the departure date and time of your selection. By analyzing data from all airlines, we've discovered that on Trip.com, you can find the lowest flight prices on Tuesdays, Wednesdays, and Saturdays.
  • How much do flights from San Jose (SJC) to Chicago (CHI) cost?

    According to Trip.com's data, the lowest price is around $407.
  • How long does it take to fly from San Jose (SJC) to Chicago (CHI) and what is the distance?

    It takes around 4 hours 42 minutes to fly from San Jose (SJC) to Chicago (CHI).
  • What is the transportation method from the main airport to downtown in Chicago?

    • The distance from O'Hare International Airport to downtown is about 25km. It takes about 40 minutes by taxi.
    • The distance from Midway International Airport to downtown is about 14km. It takes about 30 minutes by taxi.
  • What are the most popular airlines that fly from San Jose (SJC) to Chicago (CHI)?

    Airlines with flights from San Jose (SJC) to Chicago (CHI): Southwest Airlines and United Airlines.