American Airlines flights from Chicago to Cleveland

Recent searches for flights from Chicago to Cleveland

Aug 2026
From$134*
Updated: 3 hours ago
Round tripIEconomy
Sep 2026
From$134*
Updated: 3 hours ago
Round tripIEconomy
Oct 2026
From$151*
Updated: 3 hours ago
Round tripIEconomy
cmp-daily-histogram-bars-legend-min-price-aria-label $134
cmp-daily-histogram-bars-legend-max-price-aria-label $533
Displaying fares for August-2026
  • CHI–CLE, 08/05/26 – 08/12/26: From $475
    05

    We

    AUG

  • CHI–CLE, 08/06/26 – 08/13/26: From $533
    06

    Th

  • CHI–CLE, 08/07/26 – 08/14/26: From $533
    07

    Fr

  • ORD–CLE, 08/08/26 – 08/15/26: From $475
    08

    Sa

  • ORD–CLE, 08/09/26 – 08/16/26: From $533
    09

    Su

  • CHI–CLE, 08/10/26 – 08/17/26: From $533
    10

    Mo

  • CHI–CLE, 08/11/26 – 08/18/26: From $462
    11

    Tu

  • CHI–CLE, 08/12/26 – 08/19/26: From $462
    12

    We

  • CHI–CLE, 08/13/26 – 08/20/26: From $491
    13

    Th

  • ORD–CLE, 08/14/26 – 08/21/26: From $491
    14

    Fr

  • ORD–CLE, 08/15/26 – 08/22/26: From $462
    15

    Sa

  • ORD–CLE, 08/16/26 – 08/23/26: From $491
    16

    Su

  • ORD–CLE, 08/17/26 – 08/24/26: From $491
    17

    Mo

  • CHI–CLE, 08/18/26 – 08/25/26: From $300
    18

    Tu

  • CHI–CLE, 08/19/26 – 08/26/26: From $300
    19

    We

  • CHI–CLE, 08/20/26 – 08/27/26: From $300
    20

    Th

  • ORD–CLE, 08/21/26 – 08/28/26: From $334
    21

    Fr

  • ORD–CLE, 08/22/26 – 08/29/26: From $300
    22

    Sa

  • ORD–CLE, 08/23/26 – 08/30/26: From $409
    23

    Su

  • ORD–CLE, 08/24/26 – 08/31/26: From $300
    24

    Mo

  • ORD–CLE, 08/25/26 – 09/01/26: From $151
    25

    Tu

  • ORD–CLE, 08/26/26 – 09/02/26: From $151
    26

    We

  • CHI–CLE, 08/27/26 – 09/03/26: From $151
    27

    Th

  • ORD–CLE, 08/28/26 – 08/29/26: From $185
    28

    Fr

  • ORD–CLE, 08/29/26 – 09/05/26: From $134
    29

    Sa

  • CHI–CLE, 08/30/26 – 09/06/26: From $243
    30

    Su

  • ORD–CLE, 08/31/26 – 09/07/26: From $151
    31

    Mo

  • CHI–CLE: cmp-view-offers-disclaimer. Find Offers
    01

    Tu

    SEP

  • CHI–CLE: cmp-view-offers-disclaimer. Find Offers
    02

    We

  • CHI–CLE: cmp-view-offers-disclaimer. Find Offers
    03

    Th

  • ORD–CLE, 09/04/26 – 09/11/26: From $168
    04

    Fr

    • range$134-$533

    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 Cleveland flights

    $
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    Chicago (ORD)to

    Cleveland (CLE)
    09/05/26 - 09/12/26

    Round trip

    Economy

    from
    $134Fare subject to changes
    Updated: 3 hours ago

    Chicago (ORD)to

    Cleveland (CLE)
    08/29/26 - 09/05/26

    Round trip

    Economy

    from
    $134Fare subject to changes
    Updated: 3 hours ago

    Chicago (ORD)to

    Cleveland (CLE)
    09/08/26 - 09/11/26

    Round trip

    Economy

    from
    $134Fare subject to changes
    Updated: 6 hours ago

    Chicago (ORD)to

    Cleveland (CLE)
    09/09/26 - 09/16/26

    Round trip

    Economy

    from
    $151Fare subject to changes
    Updated: 3 hours ago

    Chicago (ORD)to

    Cleveland (CLE)
    09/10/26 - 09/17/26

    Round trip

    Economy

    from
    $151Fare subject to changes
    Updated: 3 hours ago

    Chicago (ORD)to

    Cleveland (CLE)
    09/12/26 - 09/19/26

    Round trip

    Economy

    from
    $151Fare subject to changes
    Updated: 3 hours ago

    Chicago (ORD)to

    Cleveland (CLE)
    09/19/26 - 09/26/26

    Round trip

    Economy

    from
    $151Fare subject to changes
    Updated: 3 hours ago

    Chicago (ORD)to

    Cleveland (CLE)
    10/06/26 - 10/13/26

    Round trip

    Economy

    from
    $151Fare subject to changes
    Updated: 3 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 Cleveland

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