American Airlines flights from Chicago to Philadelphia

Recent searches for flights from Chicago to Philadelphia

Aug 2026
From$223*
Updated: 2 hours ago
Round tripIEconomy
Sep 2026
From$189*
Updated: 2 hours ago
Round tripIEconomy
Oct 2026
From$189*
Updated: 2 hours ago
Round tripIEconomy
cmp-daily-histogram-bars-legend-min-price-aria-label $189
cmp-daily-histogram-bars-legend-max-price-aria-label $545
Displaying fares for August-2026
  • CHI–PHL, 08/12/26 – 08/19/26: From $439
    12

    We

    AUG

  • CHI–PHL, 08/13/26 – 08/20/26: From $545
    13

    Th

  • ORD–PHL, 08/14/26 – 08/21/26: From $545
    14

    Fr

  • CHI–PHL, 08/15/26 – 08/22/26: From $439
    15

    Sa

  • ORD–PHL, 08/16/26 – 08/23/26: From $545
    16

    Su

  • ORD–PHL, 08/17/26 – 08/22/26: From $492
    17

    Mo

  • ORD–PHL, 08/18/26 – 08/25/26: From $439
    18

    Tu

  • ORD–PHL, 08/19/26 – 08/26/26: From $439
    19

    We

  • ORD–PHL, 08/20/26 – 08/27/26: From $518
    20

    Th

  • CHI–PHL, 08/21/26 – 08/22/26: From $492
    21

    Fr

  • ORD–PHL, 08/22/26 – 09/09/26: From $314
    22

    Sa

  • CHI–PHL, 08/23/26 – 08/30/26: From $518
    23

    Su

  • CHI–PHL, 08/24/26 – 08/31/26: From $384
    24

    Mo

  • CHI–PHL, 08/25/26 – 09/01/26: From $314
    25

    Tu

  • ORD–PHL, 08/26/26 – 09/02/26: From $314
    26

    We

  • ORD–PHL, 08/27/26 – 08/29/26: From $267
    27

    Th

  • ORD–PHL, 08/28/26 – 09/07/26: From $357
    28

    Fr

  • CHI–PHL, 08/29/26 – 09/05/26: From $314
    29

    Sa

  • ORD–PHL, 08/30/26 – 09/02/26: From $340
    30

    Su

  • CHI–PHL, 08/31/26 – 09/07/26: From $223
    31

    Mo

  • CHI–PHL, 09/01/26 – 09/08/26: From $189
    01

    Tu

    SEP

  • ORD–PHL, 09/02/26 – 09/09/26: From $189
    02

    We

  • ORD–PHL, 09/03/26 – 09/08/26: From $206
    03

    Th

  • ORD–PHL, 09/04/26 – 09/08/26: From $238
    04

    Fr

  • ORD–PHL, 09/05/26 – 09/12/26: From $189
    05

    Sa

  • CHI–PHL, 09/06/26 – 09/13/26: From $331
    06

    Su

  • ORD–PHL, 09/07/26 – 09/09/26: From $206
    07

    Mo

  • CHI–PHL, 09/08/26 – 09/15/26: From $189
    08

    Tu

  • CHI–PHL: cmp-view-offers-disclaimer. Find Offers
    09

    We

  • ORD–PHL, 09/10/26 – 09/13/26: From $314
    10

    Th

  • CHI–PHL, 09/11/26 – 09/18/26: From $272
    11

    Fr

    • range$189-$545

    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 Philadelphia flights

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    Chicago (ORD)to

    Philadelphia (PHL)
    09/05/26 - 09/12/26

    Round trip

    Economy

    from
    $189Fare subject to changes
    Updated: 2 hours ago

    Chicago (ORD)to

    Philadelphia (PHL)
    09/08/26 - 09/15/26

    Round trip

    Economy

    from
    $189Fare subject to changes
    Updated: 2 hours ago

    Chicago (ORD)to

    Philadelphia (PHL)
    09/23/26 - 09/30/26

    Round trip

    Economy

    from
    $189Fare subject to changes
    Updated: 2 hours ago

    Chicago (ORD)to

    Philadelphia (PHL)
    09/29/26 - 10/06/26

    Round trip

    Economy

    from
    $189Fare subject to changes
    Updated: 2 hours ago

    Chicago (ORD)to

    Philadelphia (PHL)
    11/03/26 - 11/10/26

    Round trip

    Economy

    from
    $189Fare subject to changes
    Updated: 2 hours ago

    Chicago (ORD)to

    Philadelphia (PHL)
    11/07/26 - 11/14/26

    Round trip

    Economy

    from
    $189Fare subject to changes
    Updated: 2 hours ago

    Chicago (ORD)to

    Philadelphia (PHL)
    09/12/26 - 09/19/26

    Round trip

    Economy

    from
    $189Fare subject to changes
    Updated: 2 hours ago

    Chicago (ORD)to

    Philadelphia (PHL)
    09/16/26 - 09/23/26

    Round trip

    Economy

    from
    $189Fare subject to changes
    Updated: 2 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 Philadelphia

    Looking for lower fares on your trip from Chicago to Philadelphia? 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 Philadelphia