Stadium: Court 9 Round: 25 Ground: Hardcourt outdoor
| ATP Antwerp | 2020/10/24 17:00 | Alex De Minaur v Grigor Dimitrov | 7-6,6-7,6-4 |
| US Open | 2019/09/01 16:50 | Grigor Dimitrov v Alex De Minaur | 7-5,6-3,6-4 |
| ATP Indian Wells | 2022/03/16 18:00 | Taylor Fritz v Alex De Minaur | 3-6,6-4,7-6 |
| ATP Indian Wells | 2022/03/15 20:05 | Alex De Minaur v Tommy Paul | 7-6,6-4 |
| ATP Indian Wells | 2022/03/14 00:10 | Alex De Minaur v John Millman | 7-6,6-3 |
| Davis Cup | 2022/03/05 03:35 | Alex De Minaur v Marton Fucsovics | 7-6,6-4 |
| Davis Cup | 2022/03/04 06:00 | Alex De Minaur v Zsombor Piros | 7-5,6-2 |
| ATP Dubai | 2022/02/22 10:00 | Karen Khachanov v Alex De Minaur | 6-3,6-7,7-5 |
| ATP Rotterdam | 2022/02/11 14:30 | Stefanos Tsitsipas v Alex De Minaur | 6-4,6-4 |
| ATP Rotterdam | 2022/02/09 14:25 | Alex De Minaur v Mackenzie McDonald | 7-6,1-6,6-4 |
| ATP Indian Wells | 2022/03/18 19:00 | Andrey Rublev v Grigor Dimitrov | 7-5,6-2 |
| ATP Indian Wells | 2022/03/16 21:30 | John Isner v Grigor Dimitrov | 3-6,6-7 |
| ATP Indian Wells | 2022/03/16 01:00 | Alexander Bublik v Grigor Dimitrov | 3-6,4-6 |
| ATP Indian Wells | 2022/03/14 01:35 | Jordan Thompson v Grigor Dimitrov | 6-7,2-6 |
| ATP Acapulco | 2022/02/22 03:35 | Grigor Dimitrov v Stefan Kozlov | 6-7,7-5,3-6 |
| ATP Delray Beach | 2022/02/19 01:25 | John Millman v Grigor Dimitrov | 6-4,6-4 |
| ATP Delray Beach | 2022/02/18 02:30 | Mitchell Krueger v Grigor Dimitrov | 6-7,3-6 |
| Australian Open | 2022/01/20 05:00 | Grigor Dimitrov v Benoit Paire | 4-6,4-6,7-6,6-7 |