Stadium: Court 2 Round: 44 Ground: Hardcourt outdoor
| ITF M15 Monastir | 2020/09/27 08:00 | Imran Sibille v Andreja Petrovic | 7-6,6-7,10-8 |
| ITF M15 Monastir | 2020/09/20 08:00 | Imran Sibille v Benedikt Henning | 3-6,1-6 |
| ITF M15 Monastir | 2020/09/16 08:00 | Jack Gibbens v Imran Sibille | 6-4,6-2 |
| ITF M15 Paguera | 2020/02/16 11:00 | Imran Sibille v Christopher Patzanovsky | 2-6,1-6 |
| ITF M15 Manacor | 2020/01/12 11:30 | Imran Sibille v Alberto Barroso Campos | 0-6,0-6 |
| Challenger Mallorca | 2019/08/26 17:00 | Imran Sibille v Andy Murray | 0-6,1-6 |
| ITF Greece F6 | 2018/10/27 09:00 | Adam Jones v Imran Sibille | 6-0,6-2 |
| ITF Portugal F20 | 2018/10/07 10:30 | Aitor Aramburu v Imran Sibille | 3-6,6-3,6-1 |
| ITF M15 Monastir | 2020/09/27 08:00 | Cesar Bourgois v Petros Tsitsipas | 3-6,6-2,6-10 |
| ITF M15 Monastir | 2020/09/21 09:00 | Cesar Bourgois v Petros Tsitsipas | 6-4,6-7,10-2 |
| ITF M15 Monastir | 2020/09/17 12:20 | Gabriel Petit v Petros Tsitsipas | 6-4,7-5 |
| ITF M15 Monastir | 2020/09/15 11:00 | Petros Tsitsipas v Louis Allen | 6-4,6-4 |
| Davis Cup | 2020/03/07 06:55 | Eric Jr. Olivarez v Petros Tsitsipas | 4-6,5-7 |
| Davis Cup | 2020/03/06 04:15 | Jeson Patrombon v Petros Tsitsipas | 2-6,1-6 |
| ATP Dubai | 2020/02/22 08:35 | Yuichi Sugita v Petros Tsitsipas | 6-3,6-2 |
| ITF M15 Heraklion | 2020/02/14 11:25 | Petros Tsitsipas v Zizou Bergs | 5-7,4-6 |