Grigor Dimitrov (Bulgaria) 1 - 7 Alexander Zverev (Germany)

Date	Tournament	Surface	Rd	Opp. Rank	Winner	Score
25 Sep 2023	Chengdu Open Chengdu, China ATP Tour 250	Hard	SF	10	Alexander Zverev (GER)	3-6 6-7(2)
02 Sep 2023	US Open Flushing Meadows, NY, USA Grand Slam	Hard	R32	12	Alexander Zverev (GER)	7-6(2) 6-7(8) 1-6 1-6
15 Aug 2023	W & S Open Cincinnati, OH, USA ATP Tour Masters	Hard	R64	17	Alexander Zverev (GER)	2-6 2-6
05 Jun 2023	Roland Garros Paris, France Grand Slam	Clay	R16	27	Alexander Zverev (GER)	1-6 4-6 3-6
04 Nov 2021	Rolex Paris Masters Paris, France ATP Tour Masters	Hard	R16	4	Alexander Zverev (GER)	6-7(4) 7-6(3) 3-6
09 May 2016	Internazionali BNL d'Italia Rome, Italy ATP Tour Masters	Clay	R64	43	Alexander Zverev (GER)	1-6 4-6
13 Mar 2016	BNP Paribas Open Indian Wells, CA, USA ATP Tour Masters	Hard	R64	58	Alexander Zverev (GER)	4-6 6-3 5-7
22 Oct 2014	Swiss Indoors Basel, Switzerland ATP Tour 500	Hard	R32	136	Grigor Dimitrov (BUL)	2-6 6-4 6-2