Stadium: Court 1 Round: 25 Ground: Hardcourt outdoor
| ITF M15 Monastir | 2020/10/04 08:00 | Imran Sibille v Liova Ajavon | 4-6,5-7 |
| ITF M15 Monastir | 2020/09/28 08:00 | Imran Sibille v Petros Tsitsipas | 4-6,3-6 |
| 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 M15 Monastir | 2020/10/07 11:50 | Marco Bortolotti v Kristjan Tamm | 6-2,6-1 |
| ITF M15 Monastir | 2020/09/29 08:00 | Aziz Ouakaa v Kristjan Tamm | 7-6,2-6,6-2 |
| Davis Cup | 2020/03/07 08:10 | Zura Tkemaladze v Kristjan Tamm | 3-6,6-2,5-7 |
| Davis Cup | 2020/03/06 08:30 | Aleksandre Metreveli v Kristjan Tamm | 4-6,6-4,3-6 |
| ITF M25 Sunderland | 2020/02/26 13:50 | Kristjan Tamm v Louis Wessels | 6-7,6-2,4-6 |
| ITF M25 Sunderland | 2020/02/24 10:00 | Kristjan Tamm v Scott Duncan | 7-5,7-6 |
| ITF M25 Sunderland | 2020/02/23 10:00 | Kristjan Tamm v Cheraag Bajwa | 6-2,6-2 |
| ITF M25 Glasgow | 2020/02/19 16:10 | Kristjan Tamm v Evan Hoyt | 3-6,1-6 |