Nishikori reached his first Grand Slam final at the 2014 US Open. He beat Wayne Odesnik, Pablo Andújar, Leonardo Mayer and then world No. 6 Milos Raonic in a marathon five-set match that lasted until 2:26 am, tying the record for late finishes at the US Open en route to the quarterfinals. In the quarterfinals, he scored a rare upset over Australian Open champion Stan Wawrinka, who had thus far dominated their meetings to ensure that he would regain a top ten ranking. He also became the first Japanese man in 81 years to reach the semifinals at a Major since Jiro Sato in 1933 French Championships (now French Open). Nishikori then defeated world No. 1 Novak Djokovic in the semifinals to become the first Asian man ever to reach a Grand Slam tournament final. (As reference, an American male tennis player of Asian descent Michael Chang reached the final of Grand Slam to win French Open at the youngest age of Grand Slam history, and the finalist to be Runner up in both US Open and Australian Open. ) In the final, Nishikori lost to Marin Čilić. Nishikori's run at the US Open saw his singles ranking improve to world No. 8.