Serena and Venus Williams faced each other for the 25th time on Saturday, Aug. 9, 2014 when they met in the semifinals of the Rogers Cup in Montreal. Venus won 6-7, 6-2, 6-3, but Serena still holds the advantage in the head-to-head meetings 14-11. Here is a look at their top 10 all-time matchups. - Stephanie Myles, Busted Racquet
This one was epic for many reasons, the biggest of which was the fact that it was the first time the women got a standalone final on Saturday night. Prior to that, they’d been scheduled almost as an inconvenience between the two men’s semifinals on Super Saturday. The sisters’ dominance had a whole lot to do with that. This was their first-ever meeting, Venus was 17 and ranked No. 16; Serena was 16 and ranked No. 53 (No. 98 before a big run at an event in Sydney the previous week). Venus won 7-6, 6-1. This was likely the last Grand Slam singles title of Venus’s career, won by a 7-5, 6-4 score. It might have been their feistiest, in a way. Serena was so aggravated with her play and irritated at having lost it took all she had to be gracious to her sister when it was over. This one is infamous because of the fact that it never actually happened. Venus gave Serena the walkover because of injury, and the ugly aftermath of that with the supposedly genteel fans in the California desert ensured the sisters would never set foot there again. Serena would go on to win the title. In the first match of the round-robin portion, the sisters played their most competitive match so far, at least score-wise. Serena won 5-7, 6-4, 7-6 (4). The sisters had not met since that Doha match, a span of more than 3 1/2 years. For reasons Venus wouldn’t go into when asked about it Friday, she “wasn’t prepared”. It showed; Serena walloped her 6-1, 6-2. The 7-5, 6-3 victory over Venus gave Serena her only French Open title. It also was one of only two career meetings on the red clay. Their first meeting at the All-England Club, where Venus would go on to win five titles. Venus won 6-2, 7-6. Serena held a 3-2 edge in their Wimbledon meetings; who knows how many more she could have won in a Serena-less world. Except for the first career meeting, this is the earliest the sisters ever met in a Grand Slam event. They had played each other just once in the previous year and a half, both struggling with injuries. Venus was ranked No. 10, Serena No. 8 and it was just unfortunate bad luck of the draw. Venus won 7-6, 6-2. Venus Williams defeated Serena Williams 6-7, 6-2, 6-3 for her first victory over her sister since 2009 to reach the final in Montreal for the first time.