Kentucky Derby 2026: Longshots and Historical Upsets

Why this matters: These upsets highlight the unpredictable nature of horse racing and the Kentucky Derby, showing that any horse has a chance to win, regardless of the odds.

The Kentucky Derby has a rich history of longshots defying expectations. Donerail's 1913 victory remains the most significant upset, with the horse overcoming difficult pre-race conditions to win at 91-1 odds. More recently, Rich Strike's 2022 win as an 80-1 longshot reminded everyone that anything is possible. These races demonstrate that factors beyond odds, such as jockey skill, track conditions, and sheer luck, can play a significant role in determining the outcome.

The Kentucky Derby, often called 'The Most Exciting Two Minutes in Sports,' is the oldest continuously running sporting event in the United States. Held annually on the first Saturday in May at Churchill Downs in Louisville, Kentucky, the race is 1 1/4 miles long and features three-year-old thoroughbreds. While colts typically dominate, fillies have occasionally won, including Regret (1915), Genuine Risk (1980), and Winning Colors (1988).

The Derby is the first leg of the Triple Crown, followed by the Preakness Stakes and the Belmont Stakes. Only 13 horses have achieved the Triple Crown, a testament to the difficulty of winning all three races.

Donerail's win in 1913 at 91-1 odds.

While less common, significant longshot victories occur periodically, highlighting the race's unpredictability.

The Kentucky Derby is a reminder that underdogs can triumph. While favorites often draw the most attention, longshots have a proven history of defying the odds. When watching the race, remember that any horse has the potential to surprise.

Do you think a longshot will win the Kentucky Derby this year? Share your thoughts in the comments below!

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