Stadium: Stadium Court 1 Round: 25 Ground: Clay
| Hong Kong, Simples M-ITF-HKG-04A | 2019/06/13 03:45 | Tikhomirov, Maksim v Gao, Xin | 6-7,1-6 |
| Hong Kong, Simples M-ITF-HKG-04A | 2019/06/12 08:05 | Tikhomirov, Maksim v Senthilkumar, Muthu Aadhitiya | 6-2,6-4 |
| Hong Kong, Simples M-ITF-HKG-04A | 2019/06/05 02:30 | Tikhomirov, Maksim v Gao, Xin | 6-4,1-6,1-6 |
| Singapore, Singles Qualifying M-ITF-SGP-01A | 2019/06/02 03:00 | Bourchier, Harry v Tikhomirov, Maksim | 6-2,6-3 |
| Singapore, Singles Qualifying M-ITF-SGP-01A | 2019/06/01 03:00 | Tikhomirov, Maksim v Ryota Tanuma | 7-5,6-3 |
| Singapore, Singles Qualifying M-ITF-SGP-01A | 2019/05/31 02:00 | Tikhomirov, Maksim v Kazuma Kawachi | 6-4,6-2 |
| Singapore, Singles Qualifying M-ITF-SGP-01A | 2019/05/30 03:25 | Tikhomirov, Maksim v Sharma, Atharva | 6-2,6-1 |
| Singapore, Singles Qualifying M-ITF-SGP-01A | 2019/05/29 03:55 | Tikhomirov, Maksim v Kazuki Nishiwaki | 6-3,6-4 |
| Tulsa, Singles Main, M-ITF-USA-16A | 2019/06/19 15:00 | Redlicki, Martin v Simon Freund | 6-4,6-3 |
| Tulsa, Singles Main, M-ITF-USA-16A | 2019/06/18 15:00 | Simon Freund v Abraham Asaba | 6-2,6-3 |
| Tulsa, Singles Main, M-ITF-USA-16A | 2019/06/17 15:00 | Simon Freund v Zapata, Sebastian | 6-1,6-0 |
| ITF M25 Wichita | 2019/06/12 16:40 | Cozbinov, Alexander v Simon Freund | 7-5,6-3 |
| ITF - M15 Kalmar | 2019/05/16 08:15 | Simon Freund v Slobodchikov, Ronald | 3-6,4-6 |
| ITF - M15 Kalmar | 2019/05/15 08:15 | Groener, Jakob v Simon Freund | 3-6,3-6 |
| ITF - M15 Kalmar | 2019/05/14 08:15 | Simon Freund v Dermiens, Guillaume | 6-3,4-6,10-6 |
| ITF - M15 Kalmar | 2019/05/13 08:15 | Simon Freund v Erik Grevelius | 6-2,6-2 |