youngest CMA Entertainer of the Year winners ranks every sub-35 victor by age at the November telecast. Taylor Swift holds the record at 19 in 2009. Garth Brooks won his first at 29.

Taylor Swift was 19 on November 11, 2009, per Billboard and the CMA — not 22. She ended Kenny Chesney's three-peat and swept four trophies that night on the youngest CMA Entertainer of the Year winners ledger.

Garth Brooks claimed his first Entertainer trophy at 29 in 1991, one year after his Horizon award. He finished with seven wins through 2019 — the most on the youngest CMA Entertainer of the Year winners comparison chart.

Luke Combs won at 31 in 2021 and repeated in 2022. Morgan Wallen took 2024 at 31. Both rank among the youngest CMA Entertainer of the Year winners of the arena-streaming era without matching Swift's teenage record.

Lainey Wilson won at 29 in 2023, the second woman under 30 ever crowned. She reclaimed the trophy at 31 in 2025. Only Taylor Swift was younger among female youngest CMA Entertainer of the Year winners.