Stadium: Court 1 Round: 25 Ground: Hardcourt outdoor
| ITF - Madryt M15 | 2019/04/16 09:30 | Simon A Ivanov v Carlos Lopez Montagud | 1-6,1-6 |
| ITF - Quinta Do Lago M15 | 2019/03/19 12:10 | Simon A Ivanov v Teymuraz Gabashvili | 1-6,3-6 |
| ITF M15 Portimao | 2019/03/12 11:00 | Simon A Ivanov v Paul Oosterbaan | 5-7,6-4,1-6 |
| ITF - Loule M15 | 2019/03/06 19:00 | Manuel Pena Lopez v Simon A Ivanov | 1-6,6-2,6-4 |
| ITF - Faro M15 | 2019/02/27 13:00 | Paul Oosterbaan v Simon A Ivanov | 1-6,6-1,6-1 |
| ITF - Vale Do Lobo M15 | 2019/02/20 11:00 | Luis Faria v Simon A Ivanov | 6-0,6-4 |
| ITF - Monastir M15 | 2019/02/06 10:55 | Gabriel Petit v Simon A Ivanov | 6-3,6-1 |
| ITF - Monastir M15 | 2019/02/05 10:30 | Gabriel Petit v Simon A Ivanov | 6-3,6-1 |
| ITF - Sozopol M15 | 2019/05/07 09:00 | Sizya Ernest Kivanda v Llewelyn Bevan | 6-7,6-4,7-10 |
| ITF - Sozopol M15 | 2019/05/06 07:00 | Llewelyn Bevan v George Davies | 6-1,7-6 |
| ITF Tunisia F45 | 2018/12/16 08:00 | Dax Donders v Llewelyn Bevan | 6-4,6-2 |
| ITF Tunisia F45 | 2018/12/15 10:00 | Llewelyn Bevan v Adam Nagoudi | 6-4,6-4 |