Why the Kentucky Derby’s Longshots Often Outshine Favorites: A History of Surprising Victories

Editor 04 May, 2026 ... min lectura

As the first Saturday in May approaches, the anticipation for the Kentucky Derby—the 'Run for the Roses'—grows. This iconic race, held annually at Churchill Downs in Louisville, Kentucky, has long been a stage for unexpected triumphs and dramatic narratives. While favorites often dominate headlines, history reveals a more fascinating truth: the most memorable winners have frequently been underdogs.

The Kentucky Derby’s legacy is defined by moments where the odds didn’t tell the whole story. In 1913, Donerail defied 91-1 odds to secure victory, a moment that still stands as Churchill Downs’ largest upset. This wasn’t an isolated incident. Historical data shows that over 15% of Derby winners have come from horses with odds exceeding 10-1, highlighting a pattern where confidence in the favorite often leads to disappointment.

Why Do Longshots Outperform Favorites?

One key factor is the unpredictability of horse racing itself. Unlike sports with predictable patterns, horse racing relies on a complex interplay of factors: a horse’s physical condition, track conditions, and even the jockey’s skill. These variables can shift dramatically in the hours leading up to a race, creating opportunities for underdogs to shine.

Historical context adds depth to this phenomenon. The Derby’s history has been shaped by shifts in the sport’s evolution. For example, the introduction of the modernized track at Churchill Downs in the 1950s introduced new challenges for horses, changing the dynamics of competition. Longshots often emerge from these transitional periods when the field is less predictable.

  • 1913’s Donerail—a horse whose owner had no prior success in the race—became the most famous longshot winner, proving that preparation and timing could overcome perceived disadvantages.
  • Historical underdogs like War and Peace (1975) and Secretariat (1973) are often misunderstood as favorites, but their wins came from unique circumstances, such as a perfect storm of conditions and trainer expertise.
  • The 2023 Derby saw a horse with 30-1 odds win, illustrating how modern tracking technology and data analysis can sometimes overlook subtle advantages.

Another critical aspect is the human element. Longshots often carry a narrative of resilience. Their owners and trainers work tirelessly to prepare, sometimes through unconventional methods, to give their horses the edge. This narrative resonates deeply with fans who appreciate stories of perseverance and underdog success.

While favorites can set high expectations, the Derby’s history shows that the most impactful victories often come from horses that defy conventional wisdom. Whether it’s a 91-1 longshot or a 30-1 surprise, these moments remind us that the true winners are those who adapt and overcome.