Grigor Dimitrov (Bulgaria) 2 - 4 Alex de Minaur (Australia)

Date Tournament Rnd Winner Score
17 Feb 2024 ABN Amro NL Rotterdam, The Netherlands
ATP Tour 500, Hard 		SF Alex de Minaur (AUS Australia) 4-6 4-6
20 Apr 2023 Barcelona Open Banc Sabadell ES Barcelona, Spain
ATP Tour 500, Clay 		R16 Alex de Minaur (AUS Australia) w.o.
17 Feb 2023 ABN Amro NL Rotterdam, The Netherlands
ATP Tour 500, Hard 		Q Grigor Dimitrov (BUL Bulgaria) 6-3 3-6 7-6(6)
10 Aug 2022 National Bank Open CA Toronto/Montreal, Canada
ATP Tour Masters, Hard 		R32 Alex de Minaur (AUS Australia) 6-7(4) 5-7
24 Oct 2020 European Open BE Antwerp, Belgium
ATP Tour 250, Hard 		SF Alex de Minaur (AUS Australia) 6-7(4) 7-6(3) 4-6
01 Sep 2019 US Open US Flushing Meadows, NY, USA
Grand Slam, Hard 		R16 Grigor Dimitrov (BUL Bulgaria) 7-5 6-3 6-4