Grigor Dimitrov (Bulgaria) 1 - 14 Rafael Nadal (Spain)

Date Tournament Rnd Winner Score
15 Apr 2021 Monte-Carlo Rolex Masters MC Monte-Carlo, Monaco
ATP Tour Masters, Clay 		R16 Rafael Nadal (ESP Spain) 1-6 1-6
28 Feb 2020 Abierto Mexicano MX Acapulco, Mexico
ATP Tour 500, Hard 		SF Rafael Nadal (ESP Spain) 3-6 2-6
18 Apr 2019 Monte-Carlo Rolex Masters MC Monte-Carlo, Monaco
ATP Tour Masters, Clay 		R16 Rafael Nadal (ESP Spain) 4-6 1-6
21 Apr 2018 Monte-Carlo Rolex Masters MC Monte-Carlo, Monaco
ATP Tour Masters, Clay 		SF Rafael Nadal (ESP Spain) 4-6 1-6
13 Oct 2017 Shanghai Rolex Masters CN Shanghai, China
ATP Tour Masters, Hard 		Q Rafael Nadal (ESP Spain) 4-6 7-6(4) 3-6
07 Oct 2017 China Open CN Beijing, China
ATP Tour 500, Hard 		SF Rafael Nadal (ESP Spain) 3-6 6-4 1-6
27 Jan 2017 Australian Open AU Melbourne, Australia
Grand Slam, Hard 		SF Rafael Nadal (ESP Spain) 3-6 7-5 6-7(5) 7-6(4) 4-6
07 Oct 2016 China Open CN Beijing, China
ATP Tour 500, Hard 		Q Grigor Dimitrov (BUL Bulgaria) 6-2 6-4
28 Oct 2015 Swiss Indoors CH Basel, Switzerland
ATP Tour 500, Hard 		R16 Rafael Nadal (ESP Spain) 4-6 6-4 3-6
08 May 2015 Mutua Madrid Open ES Madrid, Spain
ATP Tour Masters, Clay 		Q Rafael Nadal (ESP Spain) 3-6 4-6
17 May 2014 Internazionali BNL d'Italia IT Rome, Italy
ATP Tour Masters, Clay 		SF Rafael Nadal (ESP Spain) 2-6 2-6
22 Jan 2014 Australian Open AU Melbourne, Australia
Grand Slam, Hard 		Q Rafael Nadal (ESP Spain) 6-3 6-7(3) 6-7(7) 2-6
15 Aug 2013 Cincinnati Open US Cincinnati, OH, USA
ATP Tour Masters, Hard 		R16 Rafael Nadal (ESP Spain) 2-6 7-5 2-6
19 Apr 2013 Monte-Carlo Rolex Masters MC Monte-Carlo, Monaco
ATP Tour Masters, Clay 		Q Rafael Nadal (ESP Spain) 2-6 6-2 4-6
11 Feb 2009 ABN Amro NL Rotterdam, The Netherlands
ATP Tour 500, Hard 		R16 Rafael Nadal (ESP Spain) 5-7 6-3 2-6