Famous Upsets in Kentucky Derby History: When the Underdogs Stole the Show

The Kentucky Derby is one of the most prestigious horse races in the world, attracting thousands of fans and bettors every year. With a rich history dating back to 1875, the Derby has seen many favorites and underdogs compete for the coveted title. While many of the favorites have gone on to win the race, there have also been some major upsets throughout its history. In this article, we will take a closer look at some of the most famous upsets in Kentucky Derby history, when the underdogs stole the show.

Mine That Bird (2009)

In 2009, Mine That Bird became one of the biggest underdogs to ever win the Kentucky Derby. The horse was a longshot, with 50-1 odds, and was not expected to even finish in the top five. However, Mine That Bird surprised everyone with a thrilling come-from-behind victory.

The horse trailed the pack for much of the race before making a stunning move on the final turn, passing every other horse to cross the finish line in the first place. Jockey Calvin Borel, who had won the Derby the previous year, guided Mine That Bird to victory, making history with one of the greatest upsets in the history of the sport.

Donerail (1913)

One of the earliest upsets in Kentucky Derby history came in 1913 when Donerail shocked the world by winning the race. The horse had 91-1 odds and was considered a complete longshot.

However, jockey Roscoe Goose managed to guide Donerail to a stunning upset victory, beating the favorite, Ten Point, by half a length. The win was a surprise to everyone and remains one of the biggest upsets in the history of the Kentucky Derby.

Giacomo (2005)

In 2005, Giacomo became another underdog to steal the show at the Kentucky Derby. The horse had 50-1 odds and was not expected to even finish in the top three. However, jockey Mike Smith rode a brilliant race and managed to guide Giacomo to a come-from-behind victory.

Giacomo managed to hold off the favorite, Afleet Alex, to cross the finish line first and win the race. The win was a shock to everyone and remains one of the most memorable upsets in Kentucky Derby history.

Country House (2019)

In 2019, Country House was declared the winner of the Kentucky Derby after Maximum Security, who crossed the finish line first, was disqualified for interference. Country House had 65-1 odds and was not expected to be a serious contender in the race.

However, due to the disqualification of Maximum Security, Country House became one of the most unexpected winners in Kentucky Derby history. The win was controversial, but it will always be remembered as one of the greatest upsets in the sport.

Charismatic (1999)

Charismatic was a thoroughbred racehorse who won the 1999 Kentucky Derby, defeating heavy favorite, Menifee. Charismatic’s win was considered an upset as he had only won one stakes race prior to the Derby.

His win made him a fan favorite, but unfortunately, his racing career was cut short when he suffered a career-ending leg injury during the Belmont Stakes. Despite this, Charismatic remains a beloved figure in Kentucky Derby history for his incredible upset victory.

Summing It Up!

The Kentucky Derby has had many famous upsets throughout its history, including Mine That Bird in 2009, Donerail in 1913, Giacomo in 2005, Charismatic in 1999, and Country House in 2019. These underdogs showed that anything can happen in horse racing, making the Derby one of the most unpredictable and exciting sporting events in the world.

Read More: The Evolution of the Kentucky Derby: From Its Humble Beginnings to a Global Spectacle

Avatar photo
muhammad haziq

From breaking news stories to in-depth analysis of major sporting events, Haziq has a keen eye for detail and a talent for delivering engaging content to his audience. His expertise in a wide range of sports, including football, basketball, cricket, and tennis, has made him a expert in no time.

Articles: 15

Leave a Reply

Your email address will not be published. Required fields are marked *