Stadium: Court 3 Round: 26 Ground: Hardcourt outdoor
| ITF M15 Setubal | 2019/06/25 15:10 | Simon A Ivanov v Daniel Batista | 6-4,7-5 |
| ITF M15 Plovdiv | 2019/06/05 07:00 | Bastian Malla v Simon A Ivanov | 6-0,6-0 |
| ITF M15 Sozopol | 2019/05/08 07:00 | Simon A Ivanov v Llewelyn Bevan | 6-0,6-2 |
| ITF M15 Madrid | 2019/04/16 09:30 | Simon A Ivanov v Carlos Lopez Montagud | 1-6,1-6 |
| ITF M15 Quinta Do Lago | 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 M15 Loule | 2019/03/06 19:00 | Manuel Pena Lopez v Simon A Ivanov | 1-6,6-2,6-4 |
| ITF M15 Faro | 2019/02/27 13:00 | Paul Oosterbaan v Simon A Ivanov | 1-6,6-1,6-1 |
| ITF M15 Setubal | 2019/06/25 11:00 | Duarte Vale v Robert Strombachs | 6-7,6-7 |
| ITF M25 Kiseljak | 2019/05/28 10:30 | Marko Miladinovic v Robert Strombachs | 6-1,6-1 |
| ITF M15 Brcko | 2019/05/21 16:10 | Artem Dubrivnyy v Robert Strombachs | 7-6,6-4 |
| ITF M25 Doboj | 2019/05/15 10:20 | Pierre Faivre v Robert Strombachs | 6-1,6-1 |
| ITF M25 Prijedor | 2019/05/10 10:55 | Marko Miladinovic v Robert Strombachs | 2-6,6-3,6-3 |
| ITF M25 Prijedor | 2019/05/08 10:20 | Alen Rogic-Hadzalic v Robert Strombachs | 4-6,1-6 |
| ITF M15 Sharm El Sheikh | 2019/04/05 08:00 | Daniel Michalski v Robert Strombachs | 6-4,6-0 |
| ITF M15 Sharm El Sheikh | 2019/04/04 08:00 | Stuart Parker v Robert Strombachs | 1-6,7-6,2-6 |