American Airlines flights from Chicago to Santa Rosa

Recent searches for flights from Chicago to Santa Rosa

Aug 2026
From$474*
Updated: 1 hour ago
Round tripIEconomy
Sep 2026
From$414*
Updated: 1 hour ago
Round tripIEconomy
Oct 2026
From$414*
Updated: 1 hour ago
Round tripIEconomy
cmp-daily-histogram-bars-legend-min-price-aria-label $414
cmp-daily-histogram-bars-legend-max-price-aria-label $1.1K
Displaying fares for August-2026
  • ORD–STS, 08/09/26 – 08/16/26: From $1,112
    09

    Su

    AUG

  • ORD–STS, 08/10/26 – 08/17/26: From $932
    10

    Mo

  • ORD–STS, 08/11/26 – 08/18/26: From $761
    11

    Tu

  • ORD–STS, 08/12/26 – 08/19/26: From $761
    12

    We

  • ORD–STS, 08/13/26 – 08/20/26: From $969
    13

    Th

  • ORD–STS, 08/14/26 – 08/21/26: From $881
    14

    Fr

  • ORD–STS, 08/15/26 – 08/22/26: From $759
    15

    Sa

  • ORD–STS, 08/16/26 – 08/23/26: From $879
    16

    Su

  • ORD–STS, 08/17/26 – 08/24/26: From $844
    17

    Mo

  • ORD–STS, 08/18/26 – 08/25/26: From $759
    18

    Tu

  • ORD–STS, 08/19/26 – 08/26/26: From $807
    19

    We

  • ORD–STS, 08/20/26 – 08/27/26: From $879
    20

    Th

  • ORD–STS, 08/21/26 – 08/28/26: From $844
    21

    Fr

  • ORD–STS, 08/22/26 – 08/29/26: From $717
    22

    Sa

  • ORD–STS, 08/23/26 – 08/30/26: From $769
    23

    Su

  • ORD–STS, 08/24/26 – 08/31/26: From $767
    24

    Mo

  • ORD–STS, 08/25/26 – 09/01/26: From $717
    25

    Tu

  • ORD–STS, 08/26/26 – 09/02/26: From $717
    26

    We

  • ORD–STS, 08/27/26 – 09/03/26: From $769
    27

    Th

  • ORD–STS, 08/28/26 – 09/04/26: From $759
    28

    Fr

  • ORD–STS, 08/29/26 – 09/05/26: From $474
    29

    Sa

  • ORD–STS, 08/30/26 – 09/06/26: From $574
    30

    Su

  • ORD–STS, 08/31/26 – 09/07/26: From $720
    31

    Mo

  • ORD–STS, 09/01/26 – 09/08/26: From $589
    01

    Tu

    SEP

  • ORD–STS, 09/02/26 – 09/09/26: From $589
    02

    We

  • ORD–STS, 09/03/26 – 09/10/26: From $589
    03

    Th

  • ORD–STS, 09/04/26 – 09/11/26: From $474
    04

    Fr

  • ORD–STS, 09/05/26 – 09/12/26: From $414
    05

    Sa

  • ORD–STS: cmp-view-offers-disclaimer. Find Offers
    06

    Su

  • ORD–STS: cmp-view-offers-disclaimer. Find Offers
    07

    Mo

  • ORD–STS, 09/08/26 – 09/15/26: From $529
    08

    Tu

    • range$414-$1,112

    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 Santa Rosa flights

    $
    keyboard_arrow_down

    Chicago (ORD)to

    Santa Rosa (STS)
    10/23/26 - 10/30/26

    Round trip

    Economy

    from
    $414Fare subject to changes
    Updated: 1 hour ago

    Chicago (ORD)to

    Santa Rosa (STS)
    09/05/26 - 09/12/26

    Round trip

    Economy

    from
    $414Fare subject to changes
    Updated: 1 hour ago

    Chicago (ORD)to

    Santa Rosa (STS)
    09/05/26 - 09/10/26

    Round trip

    Economy

    from
    $414Fare subject to changes
    Updated: 6 hours ago

    Chicago (ORD)to

    Santa Rosa (STS)
    09/04/26 - 09/11/26

    Round trip

    Economy

    from
    $474Fare subject to changes
    Updated: 1 hour ago

    Chicago (ORD)to

    Santa Rosa (STS)
    08/29/26 - 09/05/26

    Round trip

    Economy

    from
    $474Fare subject to changes
    Updated: 1 hour ago

    Chicago (ORD)to

    Santa Rosa (STS)
    09/11/26 - 09/18/26

    Round trip

    Economy

    from
    $505Fare subject to changes
    Updated: 1 hour ago

    Chicago (ORD)to

    Santa Rosa (STS)
    10/30/26 - 11/06/26

    Round trip

    Economy

    from
    $514Fare subject to changes
    Updated: 1 hour ago

    Chicago (ORD)to

    Santa Rosa (STS)
    10/03/26 - 10/10/26

    Round trip

    Economy

    from
    $521Fare subject to changes
    Updated: 1 hour 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 Santa Rosa

    Looking for lower fares on your trip from Chicago to Santa Rosa? 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 Santa Rosa