Stadium: Court 7 Round: 26 Ground: Clay
| ITF - M25 Santa Margherita | 2019/05/01 15:05 | Glasspool, Lloyd v Gabriele Bosio | 6-3,6-3 |
| ITF - M25 Santa Margherita | 2019/04/25 12:00 | David Pichler v Glasspool, Lloyd | 6-2,6-3 |
| ITF - M25 Santa Margherita | 2019/04/24 12:00 | Obert, Adrian v Glasspool, Lloyd | 1-6,5-7 |
| Bolton, Qualifications Simples M-ITF-GBR-03A | 2019/04/06 09:00 | Igor Sijsling v Glasspool, Lloyd | 6-2,6-0 |
| Bolton, Qualifications Simples M-ITF-GBR-03A | 2019/04/04 09:00 | Glasspool, Lloyd v Aidan Mchugh | 6-3,6-2 |
| Bolton, Qualifications Simples M-ITF-GBR-03A | 2019/04/02 09:00 | Redlicki, Martin v Glasspool, Lloyd | 6-3,5-7,3-6 |
| ITF - M25 Calabasas | 2019/03/20 17:00 | Glasspool, Lloyd v Avidzba, Alen | 7-5,3-6,0-6 |
| ITF - M25 Bakersfield | 2019/03/15 20:00 | Glasspool, Lloyd v Aleksandar Vukic | 2-6,5-7 |
| ITF - M25 Santa Margherita | 2019/05/01 14:00 | Federico Iannaccone v Filippo Giovannini | 6-1,6-2 |
| ITF - M25 Santa Margherita | 2019/04/24 18:20 | Balzerani, Riccardo v Federico Iannaccone | 6-1,6-2 |
| ITF - M25 Santa Margherita | 2019/04/16 12:00 | Benjamin Pietri v Federico Iannaccone | 2-6,7-5,11-9 |
| ITF - M25 Santa Margherita | 2019/04/15 12:00 | Federico Iannaccone v Sabanov, Ivan | 6-0,6-4 |
| ITF - M15 Sharm El Sheikh | 2019/03/11 12:00 | Brugnerotto, Marco v Federico Iannaccone | 7-6,4-6,17-15 |
| ITF - M15 Sharm El Sheikh | 2019/03/11 08:00 | Abou Boutros, Alexander v Federico Iannaccone | 1-6,2-6 |
| ITF - M15 Monastir | 2019/02/25 12:00 | Carlos Sanchez Jover v Federico Iannaccone | 4-6,6-2,10-5 |
| ITF - M15 Monastir | 2019/02/25 08:00 | Federico Iannaccone v Crepaldi, Erik | 2-6,6-2,10-6 |