The Top 25 Winningest Pitchers in MLB History

Discover the top 25 winningest pitchers in MLB history. From Cy Young's untouchable 511 wins to legends like Maddux and Glavine, here's the full list.

Why Pitcher Wins Still Matter in Baseball

Every time a pitcher toes the rubber, the goal is simple: win the game. Sounds easy, right? Not even close. At the Major League level, wins are a mix of skill, stamina, and circumstance. That’s why the pitchers who climbed to the top of baseball’s all-time wins list deserve a special spotlight. And when you see the gap between Cy Young’s 511 and, well … everybody else, you realize just how otherworldly some of these legends were.

Cy Young and the Untouchable 511 Wins

Let’s start at the top. Cy Young’s 511 wins aren’t just a record – they’re a number so far out of reach it feels mythical. For perspective, Walter Johnson sits second with 417. That’s nearly 100 fewer wins, and Johnson himself is a baseball immortal. In today’s era of pitch counts, bullpen specialization, and fewer complete games, no one is even sniffing 300, let alone 500. Cy Young’s total? Safe forever.

The Legends Right Behind Him

Walter Johnson – 417 wins: “The Big Train” dominated with a fastball that defined an era.
Grover Alexander & Christy Mathewson – 373 wins each: Craft and command at their finest.
Warren Spahn – 363 wins: The lefty master who showed that durability is a superpower.
Greg Maddux – 355 wins: Precision, not power, made him the Professor.
Roger Clemens – 354 wins: Firepower and longevity, no matter how you frame the debate.
Tom Glavine & Randy Johnson – 300+ wins: Two more modern greats who still make Braves and D-Backs fans smile.

These arms didn’t just pitch – they redefined eras, carried teams, and built legacies inning after inning.

25 Pitchers Who Reached Baseball’s Mountaintop

The Top 25 winningest pitchers in MLB history:
Cy Young (511), Walter Johnson (417), Grover Alexander (373), Christy Mathewson (373), Warren Spahn (363), Pud Galvin (361), Kid Nichols (361), Greg Maddux (355), Roger Clemens (354), Tim Keefe (342), Steve Carlton (329), John Clarkson (328), Eddie Plank (326), Nolan Ryan (324), Don Sutton (324), Phil Niekro (318), Gaylord Perry (314), Tom Seaver (311), Old Hoss Radbourn (309), Mickey Welch (307), Tom Glavine (305), Randy Johnson (303), Lefty Grove (300), Early Wynn (300), Tommy John (288).

What Baseball Fans Can Learn from These Legends

Wins aren’t easy: Even with talent, consistency matters most.
Durability is king: Longevity separates the legends from the rest.
Different styles, same results: Power pitchers, finesse masters, knuckleballers – there’s no one formula to greatness.
300 wins is the modern gold standard: In today’s game, crossing that mark makes you a unicorn.

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Pitcher wins may no longer define greatness the way they once did, but they tell incredible stories about endurance, dominance, and baseball history. From Cy Young’s unreachable mountain to modern legends like Maddux and Glavine, these names will always echo through the game.

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