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