The Most Shocking Wimbledon Upsets Since 2000

The second round of Wimbledon has just begun and already some of tennis’ biggest stars have been knocked out of the London-based tournament.

Big name singles players ousted include Venus Williams, Naomi Osaka, Stefanos Tsitsipas, Gael Monfils, Dominic Thiem and Maria Sharapova. (The men’s and women’s No. 1 seeds, Novak Djokovic and Ashleigh Barty, respectively, are still competing.)

With nearly two weeks left in the tournament, FN looks back at some of the recent noteworthy upsets to take place on the Wimbledon courts.

Three Shocking Defeats for Rafael Nadal

The Nike-backed athlete has won Wimbledon twice before, claiming victory in 2008 and 2010. But in the years that followed, the Spaniard suffered losses that stunned tennis fans worldwide including falling in the first-round to Steve Darcis in 2013 and a pair of second round defeats to Lukas Rosol and Dustin Brown in 2012 and 2015, respectively.

Rafael Nadal Steve Darcis Wimbledon
Steve Darcis (L) with Rafael Nadal at Wimbledon in 2013.
CREDIT: Back Page Images/Shutterstock

Pete Sampras Falls to George Bastl

During his legendary career, tennis icon Pete Sampras scored a pair of Wimbledon three-peats, winning it all from 1993-1995 and 1997-1999, and earned his final victory in the tournament in 2000. Despite the success, fans can’t scrub his second-round loss to virtuously unknown George Bastl in 2002. Bastl wouldn’t celebrate for long, though, as he fell in the third round to David Nalbandian.

Pete Sampras George Bastl Wimbledon 2002
Pete Sampras (L) and George Bastl at Wimbledon in 2002.
CREDIT: Alastair Grant/AP/Shutterstock

Second-Round Exits for Maria Sharapova and Roger Federer

Wimbledon wasn’t kind to stars Maria Sharapova and Roger Federer in 2013. Both athletes have seen success in the tournament historically, with Sharapova winning in 2004 and Federer earning victories on eight occasions (2003-2007, 2009, 2012 and 2017). But the two suffered second-round defeats during play in 2013 to Michelle Larcher de Brito and Sergiy Stakhovsky, respectively.

Maria Sharapova Michelle Larcher De Brito Wimbledon 2013
Maria Sharapova (L) with Michelle Larcher De Brito at Wimbledon in 2013.
CREDIT: Andy Rain/EPA/Shutterstock

Karolina Sprem Hands Venus Williams a Second-Round Exit

In 2004, Venus Williams lost in the tournament’s second round, although more people likely will remember the match for umpire Ted Watts’ egregious counting error than the person who defeated her, Karolina Sprem.

Karolina Sprem Wimbledon 2004
Karolina Sprem at Wimbledon in 2004.
CREDIT: Eddy Risch/EPA/Shutterstock

Lleyton Hewitt’s Abrupt Exit a Year After Winning it All

Lleyton Hewitt won Wimbledon in 2002, so expectations heading into the following year’s tournament were high. But his run was short-lived, falling to Ivo Karlovic in the first round.

Ivo Karlovic Wimbledon 2003
Ivo Karlovic at Wimbledon in 2003.
CREDIT: David Ashdown/The Independent/Sh

Watch behind-the-scenes video of FN’s cover shoot with NBA star Carmelo Anthony below.

Want more?

Kate Middleton Makes a Surprise Appearance at Wimbledon

A Definitive Ranking of the Best Looks From Wimbledon 2018

Kate Middleton, Pippa Middleton, Meghan Markle, and More Celebrities at Wimbledon

More From Our Brands

Access exclusive content