American Airlines flights from Cleveland to Key West

Recent searches for flights from Cleveland to Key West

Aug 2026
From$312*
Updated: 1 hour ago
Round tripIEconomy
Sep 2026
From$295*
Updated: 1 hour ago
Round tripIEconomy
Oct 2026
From$295*
Updated: 1 hour ago
Round tripIEconomy
cmp-daily-histogram-bars-legend-min-price-aria-label $312
cmp-daily-histogram-bars-legend-max-price-aria-label $882
Displaying fares for August-2026
  • CLE–EYW, 08/05/26 – 08/12/26: From $391
    05

    We

    AUG

  • CLE–EYW, 08/06/26 – 08/13/26: From $551
    06

    Th

  • CLE–EYW, 08/07/26 – 08/14/26: From $479
    07

    Fr

  • CLE–EYW, 08/08/26 – 08/15/26: From $509
    08

    Sa

  • CLE–EYW, 08/09/26 – 08/16/26: From $799
    09

    Su

  • CLE–EYW, 08/10/26 – 08/17/26: From $637
    10

    Mo

  • CLE–EYW, 08/11/26 – 08/18/26: From $391
    11

    Tu

  • CLE–EYW, 08/12/26 – 08/19/26: From $385
    12

    We

  • CLE–EYW, 08/13/26 – 08/20/26: From $473
    13

    Th

  • CLE–EYW, 08/14/26 – 08/21/26: From $424
    14

    Fr

  • CLE–EYW, 08/15/26 – 08/22/26: From $385
    15

    Sa

  • CLE–EYW, 08/16/26 – 08/23/26: From $518
    16

    Su

  • CLE–EYW, 08/17/26 – 08/24/26: From $424
    17

    Mo

  • CLE–EYW, 08/18/26 – 08/25/26: From $385
    18

    Tu

  • CLE–EYW, 08/19/26 – 08/26/26: From $354
    19

    We

  • CLE–EYW, 08/20/26 – 08/27/26: From $448
    20

    Th

  • CLE–EYW, 08/21/26 – 08/28/26: From $354
    21

    Fr

  • CLE–EYW, 08/22/26 – 08/29/26: From $354
    22

    Sa

  • CLE–EYW, 08/23/26 – 08/30/26: From $354
    23

    Su

  • CLE–EYW, 08/24/26 – 08/31/26: From $354
    24

    Mo

  • CLE–EYW, 08/25/26 – 09/01/26: From $354
    25

    Tu

  • CLE–EYW, 08/26/26 – 09/02/26: From $329
    26

    We

  • CLE–EYW, 08/27/26 – 09/03/26: From $384
    27

    Th

  • CLE–EYW, 08/28/26 – 09/04/26: From $329
    28

    Fr

  • CLE–EYW, 08/29/26 – 09/05/26: From $312
    29

    Sa

  • CLE–EYW, 08/30/26 – 09/06/26: From $481
    30

    Su

  • CLE–EYW, 08/31/26 – 09/07/26: From $882
    31

    Mo

  • CLE–EYW, 09/01/26 – 09/08/26: From $386
    01

    Tu

    SEP

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

    We

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

    Th

  • CLE–EYW, 09/04/26 – 09/11/26: From $448
    04

    Fr

    • range$312-$882

    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)
    09/15/26 - 09/22/26

    Round trip

    Economy

    from
    $295Fare subject to changes
    Updated: 1 hour ago

    Cleveland (CLE)to

    Key West (EYW)
    09/16/26 - 09/23/26

    Round trip

    Economy

    from
    $295Fare subject to changes
    Updated: 1 hour ago

    Cleveland (CLE)to

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

    Round trip

    Economy

    from
    $295Fare subject to changes
    Updated: 1 hour ago

    Cleveland (CLE)to

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

    Round trip

    Economy

    from
    $295Fare subject to changes
    Updated: 1 hour ago

    Cleveland (CLE)to

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

    Round trip

    Economy

    from
    $295Fare subject to changes
    Updated: 1 hour ago

    Cleveland (CLE)to

    Key West (EYW)
    09/08/26 - 09/15/26

    Round trip

    Economy

    from
    $295Fare subject to changes
    Updated: 1 hour ago

    Cleveland (CLE)to

    Key West (EYW)
    09/12/26 - 09/19/26

    Round trip

    Economy

    from
    $295Fare subject to changes
    Updated: 1 hour ago

    Cleveland (CLE)to

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

    Round trip

    Economy

    from
    $295Fare 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 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