American Airlines flights from Cleveland to Key West

Recent searches for flights from Cleveland to Key West

Aug 2026
From$391*
Updated: 3 hours ago
Round tripIEconomy
Sep 2026
From$295*
Updated: 3 hours ago
Round tripIEconomy
Oct 2026
From$295*
Updated: 3 hours ago
Round tripIEconomy
cmp-daily-histogram-bars-legend-min-price-aria-label $312
cmp-daily-histogram-bars-legend-max-price-aria-label $1.0K
Displaying fares for August-2026
  • CLE–EYW, 08/26/26 – 09/02/26: From $391
    26

    We

    AUG

  • CLE–EYW, 08/27/26 – 09/03/26: From $479
    27

    Th

  • CLE–EYW, 08/28/26 – 09/04/26: From $479
    28

    Fr

  • CLE–EYW, 08/29/26 – 09/05/26: From $391
    29

    Sa

  • CLE–EYW, 08/30/26 – 09/06/26: From $561
    30

    Su

  • CLE–EYW, 08/31/26 – 09/07/26: From $1,008
    31

    Mo

  • CLE–EYW, 09/01/26 – 09/08/26: From $444
    01

    Tu

    SEP

  • CLE–EYW, 09/02/26 – 09/09/26: From $385
    02

    We

  • CLE–EYW, 09/03/26 – 09/10/26: From $506
    03

    Th

  • CLE–EYW, 09/04/26 – 09/11/26: From $506
    04

    Fr

  • CLE–EYW, 09/05/26 – 09/12/26: From $411
    05

    Sa

  • CLE–EYW, 09/06/26 – 09/13/26: From $575
    06

    Su

  • CLE–EYW, 09/07/26 – 09/14/26: From $469
    07

    Mo

  • CLE–EYW, 09/08/26 – 09/15/26: From $354
    08

    Tu

  • CLE–EYW, 09/09/26 – 09/16/26: From $354
    09

    We

  • CLE–EYW, 09/10/26 – 09/17/26: From $448
    10

    Th

  • CLE–EYW, 09/11/26 – 09/18/26: From $312
    11

    Fr

  • CLE–EYW, 09/12/26 – 09/19/26: From $343
    12

    Sa

  • CLE–EYW, 09/13/26 – 09/20/26: From $473
    13

    Su

  • CLE–EYW, 09/14/26 – 09/21/26: From $424
    14

    Mo

  • CLE–EYW, 09/15/26 – 09/22/26: From $329
    15

    Tu

  • CLE–EYW, 09/16/26 – 09/23/26: From $329
    16

    We

  • CLE–EYW, 09/17/26 – 09/24/26: From $481
    17

    Th

  • CLE–EYW, 09/18/26 – 09/25/26: From $399
    18

    Fr

  • CLE–EYW, 09/19/26 – 09/26/26: From $422
    19

    Sa

  • CLE–EYW, 09/20/26 – 09/27/26: From $661
    20

    Su

  • CLE–EYW, 09/21/26 – 09/28/26: From $448
    21

    Mo

  • CLE–EYW: cmp-view-offers-disclaimer. Find Offers
    22

    Tu

  • CLE–EYW: cmp-view-offers-disclaimer. Find Offers
    23

    We

  • CLE–EYW: cmp-view-offers-disclaimer. Find Offers
    24

    Th

  • CLE–EYW, 09/25/26 – 10/02/26: From $448
    25

    Fr

    • range$312-$1,008

    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 Cleveland to Key West flights

    $
    keyboard_arrow_down

    Cleveland (CLE)to

    Key West (EYW)
    09/29/26 - 10/06/26

    Round trip

    Economy

    from
    $295Fare subject to changes
    Updated: 3 hours ago

    Cleveland (CLE)to

    Key West (EYW)
    10/13/26 - 10/20/26

    Round trip

    Economy

    from
    $295Fare subject to changes
    Updated: 3 hours ago

    Cleveland (CLE)to

    Key West (EYW)
    10/20/26 - 10/27/26

    Round trip

    Economy

    from
    $295Fare subject to changes
    Updated: 3 hours ago

    Cleveland (CLE)to

    Key West (EYW)
    09/30/26 - 10/07/26

    Round trip

    Economy

    from
    $295Fare subject to changes
    Updated: 3 hours ago

    Cleveland (CLE)to

    Key West (EYW)
    10/27/26 - 11/03/26

    Round trip

    Economy

    from
    $295Fare subject to changes
    Updated: 3 hours ago

    Cleveland (CLE)to

    Key West (EYW)
    11/10/26 - 11/17/26

    Round trip

    Economy

    from
    $295Fare subject to changes
    Updated: 3 hours ago

    Cleveland (CLE)to

    Key West (EYW)
    01/20/27 - 02/10/27

    Round trip

    Economy

    from
    $295Fare subject to changes
    Updated: 10 hours ago

    Cleveland (CLE)to

    Key West (EYW)
    09/30/26 - 10/07/26

    Round trip

    Economy

    from
    $295Fare subject to changes
    Updated: 11 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 Cleveland to Key West

    Looking for lower fares on your trip from Cleveland to Key West? 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 Cleveland to Key West