[15] Jannik Sinner 7-5,6-7,4-6 John Isner [26] 2021-05-06 15:35
Stadium: Holcim Stadium 3 Round: 25 Ground: Hardcourt outdoor
Home History
| ATP Madrid | 2021/05/05 14:00 | Alexei Popyrin v Jannik Sinner | 7-6,6-2 |
| ATP Barcelona | 2021/04/24 11:30 | Jannik Sinner v Stefanos Tsitsipas | 3-6,3-6 |
| ATP Barcelona | 2021/04/23 10:30 | Jannik Sinner v Andrey Rublev | 6-2,7-6 |
| ATP Barcelona | 2021/04/22 10:40 | Roberto Bautista-Agut v Jannik Sinner | 6-7,2-6 |
| ATP Barcelona | 2021/04/20 18:00 | Egor Gerasimov v Jannik Sinner | 3-6,2-6 |
| ATP Monte Carlo | 2021/04/14 10:25 | Novak Djokovic v Jannik Sinner | 6-4,6-2 |
| ATP Monte Carlo | 2021/04/13 09:00 | Albert Ramos-Vinolas v Jannik Sinner | 3-6,4-6 |
| ATP Miami | 2021/04/04 17:00 | Jannik Sinner v Hubert Hurkacz | 6-7,4-6 |
Away History
| ATP Madrid | 2021/05/06 13:20 | John Isner v Andrey Rublev | 7-6,3-6,7-6 |
| ATP Madrid | 2021/05/05 16:00 | Roberto Bautista-Agut v John Isner | 4-6,7-6,6-7 |
| ATP Madrid | 2021/05/03 09:00 | John Isner v Miomir Kecmanovic | 6-4,7-6 |
| ATP Miami | 2021/03/30 15:00 | John Isner v Roberto Bautista-Agut | 3-6,6-4,6-7 |
| ATP Miami | 2021/03/28 15:00 | Felix Auger Aliassime v John Isner | 6-7,6-7 |
| ATP Miami | 2021/03/27 01:05 | Mackenzie McDonald v John Isner | 6-2,3-6,5-7 |
| ATP Acapulco | 2021/03/18 04:00 | Stefanos Tsitsipas v John Isner | 6-3,6-2 |
| ATP Acapulco | 2021/03/16 01:20 | John Isner v Salvatore Caruso | 6-4,6-3 |
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