American Airlines flights from Chicago to San Jose

Recent searches for flights from Chicago to San Jose

Aug 2026
From$722*
Updated: 9 hours ago
Round tripIEconomy
Sep 2026
From$257*
Updated: 9 hours ago
Round tripIEconomy
Oct 2026
From$257*
Updated: 9 hours ago
Round tripIEconomy
cmp-daily-histogram-bars-legend-min-price-aria-label $257
cmp-daily-histogram-bars-legend-max-price-aria-label $982
Displaying fares for August-2026
  • ORD–SJC, 08/20/26 – 08/27/26: From $982
    20

    Th

    AUG

  • ORD–SJC, 08/21/26 – 08/28/26: From $982
    21

    Fr

  • ORD–SJC, 08/22/26 – 08/29/26: From $916
    22

    Sa

  • ORD–SJC, 08/23/26 – 08/30/26: From $982
    23

    Su

  • ORD–SJC, 08/24/26 – 08/31/26: From $982
    24

    Mo

  • ORD–SJC, 08/25/26 – 09/01/26: From $916
    25

    Tu

  • ORD–SJC, 08/26/26 – 09/02/26: From $916
    26

    We

  • ORD–SJC, 08/27/26 – 09/03/26: From $722
    27

    Th

  • ORD–SJC, 08/28/26 – 09/04/26: From $722
    28

    Fr

  • ORD–SJC, 08/29/26 – 09/05/26: From $722
    29

    Sa

  • ORD–SJC, 08/30/26 – 09/06/26: From $722
    30

    Su

  • ORD–SJC, 08/31/26 – 09/07/26: From $791
    31

    Mo

  • ORD–SJC, 09/01/26 – 09/08/26: From $722
    01

    Tu

    SEP

  • ORD–SJC, 09/02/26 – 09/09/26: From $722
    02

    We

  • ORD–SJC, 09/03/26 – 09/10/26: From $422
    03

    Th

  • ORD–SJC, 09/04/26 – 09/11/26: From $472
    04

    Fr

  • ORD–SJC, 09/05/26 – 09/12/26: From $422
    05

    Sa

  • ORD–SJC, 09/06/26 – 09/13/26: From $472
    06

    Su

  • ORD–SJC, 09/07/26 – 09/14/26: From $677
    07

    Mo

  • ORD–SJC, 09/08/26 – 09/14/26: From $422
    08

    Tu

  • ORD–SJC, 09/09/26 – 09/16/26: From $422
    09

    We

  • ORD–SJC, 09/10/26 – 09/16/26: From $257
    10

    Th

  • ORD–SJC, 09/11/26 – 09/18/26: From $357
    11

    Fr

  • ORD–SJC, 09/12/26 – 09/19/26: From $257
    12

    Sa

  • ORD–SJC, 09/13/26 – 09/20/26: From $417
    13

    Su

  • ORD–SJC, 09/14/26 – 09/19/26: From $420
    14

    Mo

  • ORD–SJC, 09/15/26 – 09/22/26: From $257
    15

    Tu

  • ORD–SJC, 09/16/26 – 09/23/26: From $257
    16

    We

  • ORD–SJC: cmp-view-offers-disclaimer. Find Offers
    17

    Th

  • ORD–SJC: cmp-view-offers-disclaimer. Find Offers
    18

    Fr

  • ORD–SJC, 09/19/26 – 09/26/26: From $257
    19

    Sa

    • range$257-$982

    DisclaimerFares displayed have been collected within the last 24hrs and may no longer be available at time of booking. Modifying this information may result in a different fare. To find the most updated fare, please visit aa.com. Fares listed may be Basic Economy, which class is subject to additional terms and conditions. Additional baggage fees and charges for optional products and services may apply.

    Find deals on Chicago to San Jose flights

    $
    keyboard_arrow_down

    Chicago (ORD)to

    San Jose (SJC)
    10/10/26 - 10/17/26

    Round trip

    Economy

    from
    $257Fare subject to changes
    Updated: 9 hours ago

    Chicago (ORD)to

    San Jose (SJC)
    10/21/26 - 10/28/26

    Round trip

    Economy

    from
    $257Fare subject to changes
    Updated: 9 hours ago

    Chicago (ORD)to

    San Jose (SJC)
    10/29/26 - 11/05/26

    Round trip

    Economy

    from
    $257Fare subject to changes
    Updated: 9 hours ago

    Chicago (ORD)to

    San Jose (SJC)
    10/06/26 - 10/13/26

    Round trip

    Economy

    from
    $257Fare subject to changes
    Updated: 9 hours ago

    Chicago (ORD)to

    San Jose (SJC)
    09/12/26 - 09/19/26

    Round trip

    Economy

    from
    $257Fare subject to changes
    Updated: 9 hours ago

    Chicago (ORD)to

    San Jose (SJC)
    09/22/26 - 09/29/26

    Round trip

    Economy

    from
    $257Fare subject to changes
    Updated: 9 hours ago

    Chicago (ORD)to

    San Jose (SJC)
    09/29/26 - 10/06/26

    Round trip

    Economy

    from
    $257Fare subject to changes
    Updated: 9 hours ago

    Chicago (ORD)to

    San Jose (SJC)
    11/05/26 - 11/12/26

    Round trip

    Economy

    from
    $257Fare subject to changes
    Updated: 9 hours ago

    *Fares displayed have been collected within the last 24hrs and may no longer be available at time of booking. Some fares listed may include one or more connections that are Basic Economy, which class is subject to additional terms and conditions. Modifying this information may result in a different fare. To find the most updated fare, please visit aa.com. Additional baggage fees and charges for optional products and services may apply.

    Finding cheap flights from Chicago to San Jose

    Looking for lower fares on your trip from Chicago to San Jose? Here are a few ways to save.

    • Book early: Booking 1 to 3 months ahead can help you find lower fares
    • Be flexible with dates: Midweek travel, like Tuesdays and Wednesdays, can be more affordable
    • Travel during less busy periods: Flying outside peak travel times can help find lower fares and avoid crowds

    Earn up to $500 back on your next American Airlines flight plus, 30,000 bonus miles. Offers vary elsewhere. Opens another site in a new window that may not meet accessibility guidelines.

    Upgrade your flight with Main Cabin Extra

    Make your trip more comfortable with Main Cabin Extra. Enjoy benefits like:

    • Extra legroom: More space with seats at the front of the Main Cabin or in exit rows.
    • Early boarding: Preferred Group 5 boarding allows easier access to overhead bins.
    • Complimentary drinks: Enjoy beer, wine and spirits on flights with full beverage service.

    Discover how Main Cabin Extra can enhance your trip.

    American Airlines flights from Chicago to San Jose