American Airlines flights from Chicago to San Jose

Recent searches for flights from Chicago to San Jose

Sep 2026
From$481*
Updated: 8 hours ago
Round tripIEconomy
Oct 2026
From$355*
Updated: 18 hours ago
Round tripIEconomy
Nov 2026
From$355*
Updated: 8 hours ago
Round tripIEconomy
cmp-daily-histogram-bars-legend-min-price-aria-label $355
cmp-daily-histogram-bars-legend-max-price-aria-label $1.1K
Displaying fares for September-2026
  • ORD–SJC, 09/10/26 – 09/17/26: From $1,007
    10

    Th

    SEP

  • ORD–SJC, 09/11/26 – 09/18/26: From $1,007
    11

    Fr

  • ORD–SJC, 09/12/26 – 09/19/26: From $946
    12

    Sa

  • ORD–SJC, 09/13/26 – 09/20/26: From $1,022
    13

    Su

  • ORD–SJC, 09/14/26 – 09/21/26: From $1,073
    14

    Mo

  • ORD–SJC, 09/15/26 – 09/22/26: From $946
    15

    Tu

  • ORD–SJC, 09/16/26 – 09/23/26: From $946
    16

    We

  • ORD–SJC, 09/17/26 – 09/24/26: From $742
    17

    Th

  • ORD–SJC, 09/18/26 – 09/25/26: From $742
    18

    Fr

  • ORD–SJC, 09/19/26 – 09/26/26: From $742
    19

    Sa

  • ORD–SJC, 09/20/26 – 09/27/26: From $742
    20

    Su

  • ORD–SJC, 09/21/26 – 09/28/26: From $933
    21

    Mo

  • ORD–SJC, 09/22/26 – 09/29/26: From $742
    22

    Tu

  • ORD–SJC, 09/23/26 – 09/30/26: From $742
    23

    We

  • ORD–SJC, 09/24/26 – 10/01/26: From $481
    24

    Th

  • ORD–SJC, 09/25/26 – 10/02/26: From $508
    25

    Fr

  • ORD–SJC, 09/26/26 – 10/03/26: From $481
    26

    Sa

  • ORD–SJC, 09/27/26 – 10/04/26: From $552
    27

    Su

  • ORD–SJC, 09/28/26 – 10/05/26: From $481
    28

    Mo

  • ORD–SJC, 09/29/26 – 10/06/26: From $481
    29

    Tu

  • ORD–SJC, 09/30/26 – 10/07/26: From $481
    30

    We

  • ORD–SJC, 10/01/26 – 10/08/26: From $382
    01

    Th

    OCT

  • ORD–SJC, 10/02/26 – 10/09/26: From $409
    02

    Fr

  • ORD–SJC, 10/03/26 – 10/10/26: From $355
    03

    Sa

  • ORD–SJC, 10/04/26 – 10/06/26: From $426
    04

    Su

  • ORD–SJC, 10/05/26 – 10/06/26: From $355
    05

    Mo

  • ORD–SJC, 10/06/26 – 10/13/26: From $355
    06

    Tu

  • ORD–SJC, 10/07/26 – 10/14/26: From $355
    07

    We

  • ORD–SJC: cmp-view-offers-disclaimer. Find Offers
    08

    Th

  • ORD–SJC, 10/09/26 – 10/20/26: From $394
    09

    Fr

    • range$355-$1,073

    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
    $355Fare subject to changes
    Updated: 18 hours ago

    Chicago (ORD)to

    San Jose (SJC)
    10/19/26 - 10/26/26

    Round trip

    Economy

    from
    $355Fare subject to changes
    Updated: 8 hours ago

    Chicago (ORD)to

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

    Round trip

    Economy

    from
    $355Fare subject to changes
    Updated: 8 hours ago

    Chicago (ORD)to

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

    Round trip

    Economy

    from
    $355Fare subject to changes
    Updated: 8 hours ago

    Chicago (ORD)to

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

    Round trip

    Economy

    from
    $355Fare subject to changes
    Updated: 8 hours ago

    Chicago (ORD)to

    San Jose (SJC)
    12/02/26 - 12/09/26

    Round trip

    Economy

    from
    $355Fare subject to changes
    Updated: 8 hours ago

    Chicago (ORD)to

    San Jose (SJC)
    12/03/26 - 12/10/26

    Round trip

    Economy

    from
    $355Fare subject to changes
    Updated: 8 hours ago

    Chicago (ORD)to

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

    Round trip

    Economy

    from
    $355Fare subject to changes
    Updated: 8 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

    Citi / AAdvantage credit card offer.

    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