Grigor Dimitrov (Bulgaria) 1 - 5 Kei Nishikori (Japan)

Date Tournament Rnd Winner Score
03 Jan 2019 Brisbane International AU Brisbane, Australia
ATP Tour 250, Hard 		Q Kei Nishikori (JPN Japan) 5-7 5-7
15 May 2018 Internazionali BNL d'Italia IT Rome, Italy
ATP Tour Masters, Clay 		R32 Kei Nishikori (JPN Japan) 7-6(4) 5-7 4-6
08 Jan 2017 Brisbane International AU Brisbane, Australia
ATP Tour 250, Hard 		F Grigor Dimitrov (BUL Bulgaria) 6-2 2-6 6-3
29 Jul 2016 National Bank Open CA Toronto/Montreal, Canada
ATP Tour Masters, Hard 		Q Kei Nishikori (JPN Japan) 3-6 6-3 2-6
23 Mar 2014 Miami Open US Miami, Florida, USA
ATP Tour Masters, Hard 		R32 Kei Nishikori (JPN Japan) 6-7(1) 5-7
08 Oct 2013 Shanghai Rolex Masters CN Shanghai, China
ATP Tour Masters, Hard 		R64 Kei Nishikori (JPN Japan) 3-6 4-6