Between the 2014-15 and 2020-21 seasons, Dustin Johnson had the most tournament wins, with 16 tournament wins.

most pga tour wins 2014-15 to 2020-21
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JohnsonThomasSpiethDayMcIlroyDeChambeauKoepkaReedRahmCantlayWatsonMorikawaMatsuyamaLeishmanSchauffeleNaFowlerKisnerRoseBergerChampKim16141110988666655544444433
NAMEEVENTSWINSTOP 10ROUNDSMONEY
Dustin JohnsonDustin Johnson1361668498$48,139,719
Justin ThomasJustin Thomas1671460594$43,915,588
Jordan SpiethJordan Spieth1561156556$39,361,724
Jason DayJason Day1391045460$31,386,696
Rory McIlroyRory McIlroy116955412$32,549,885
Bryson DeChambeauBryson DeChambeau117834401$25,522,685
Brooks KoepkaBrooks Koepka139847478$35,612,106
Patrick ReedPatrick Reed178645642$29,194,467
Jon RahmJon Rahm100652367$28,771,788
Patrick CantlayPatrick Cantlay94630337$21,903,691
Bubba WatsonBubba Watson145635481$22,383,234
Collin MorikawaCollin Morikawa53518191$14,065,666
Hideki MatsuyamaHideki Matsuyama162543578$30,985,176
Marc LeishmanMarc Leishman161533546$23,070,079
Xander SchauffeleXander Schauffele116432410$23,023,957
Kevin NaKevin Na171436575$20,246,417
Rickie FowlerRickie Fowler143440512$24,788,450
Kevin KisnerKevin Kisner182437618$23,439,587
Justin RoseJustin Rose121444422$26,552,713
Daniel BergerDaniel Berger166435567$21,768,928
Cameron ChampCameron Champ7237222$6,140,690
Si Woo KimSi Woo Kim177322545$14,337,022
Jimmy WalkerJimmy Walker155317507$13,154,064
Jim HermanJim Herman15438456$7,033,101
Billy HorschelBilly Horschel175333590$19,095,545
StatMuse has season-level data for tournament wins going back to the 1979-80 season.