Stadium: Court 5 Round: 27 Ground: Hardcourt outdoor
| ITF - M15 Monastir | 2019/01/10 08:00 | Gray, Jonathan v Ratniuk, Maxim | 6-0,6-0 |
| ITF - M15 Monastir | 2019/01/09 10:00 | Gray, Jonathan v Zribi, Rayen | 6-0,6-0 |
| ITF Tunisia F36 | 2018/10/21 09:00 | Bega, Alessandro v Gray, Jonathan | 6-7,4-6 |
| ITF Tunisia F36 | 2018/10/20 09:30 | Du Toit, Lance-Pierre v Gray, Jonathan | 6-7,4-6 |
| ITF Tunisia F36 | 2018/10/19 10:50 | Pierre Delage v Gray, Jonathan | 5-7,6-7 |
| ITF Tunisia F35 | 2018/10/09 10:15 | Gray, Jonathan v Staeheli, Luca | 4-6,7-5,2-6 |
| ITF Portugal F18 | 2018/09/26 13:30 | Gray, Jonathan v Monteiro, Joao | 2-6,6-3,2-6 |
| ITF Great Britain F5 | 2018/09/19 10:30 | Antoine Bellier v Gray, Jonathan | 6-4,6-1 |
| ITF - M15 Monastir | 2019/01/10 08:00 | Hendrik Jebens v Luca Giacomini | 4-6,2-6 |
| ITF - M15 Monastir | 2019/01/08 08:45 | Munafo, Pedro v Luca Giacomini | 0-6,1-6 |
| Tunisia F40, Singles | 2018/11/17 08:00 | Luca Giacomini v Perchicot, Mathieu | 4-6,3-6 |
| Tunisia F40, Singles | 2018/11/16 08:00 | Luca Giacomini v Martos Gornes, Sergio | 6-2,4-6,6-3 |
| Tunisia F40, Singles | 2018/11/13 08:00 | Luca Giacomini v Alexander Zgirovsky | 6-4,6-2 |
| ITF Tunisia F39 | 2018/11/07 09:50 | Dougaz, Aziz v Luca Giacomini | 6-2,6-2 |
| ATP Next Gen Finals | 2018/11/03 14:00 | Luca Giacomini v Caruana, Liam | 4-3,4-3,2-4,0-4,1-4 |
| ATP Next Gen Finals | 2018/11/02 11:00 | Luca Giacomini v Andrea Pellegrino | 4-1,4-2,1-4,2-4,4-2 |