Stadium: Court 3 Round: 45 Ground: Hardcourt outdoor
| ITF - M15 Monastir | 2019/02/13 10:50 | Bencic, Brian v Corentin Denolly | 1-6,6-7 |
| ITF - M15 Monastir | 2019/02/06 08:00 | Corentin Denolly v Bencic, Brian | 6-3,6-4 |
| ITF - M15 Monastir | 2019/02/04 10:00 | Bencic, Brian v Kristjan Tamm | 6-7,7-5,10-4 |
| ITF - M15 Monastir | 2019/01/28 09:00 | Bencic, Brian v Philp, Samuel | 6-4,2-6,6-10 |
| ITF - M15 Veigy-Foncenex | 2019/01/21 12:05 | Staeheli, Luca v Bencic, Brian | 6-3,7-6 |
| ITF Tunisia F41 | 2018/11/20 10:30 | Paul Woerner v Bencic, Brian | 7-6,3-6,6-3 |
| Tunisia F40, Singles | 2018/11/16 08:00 | Bencic, Brian v Steven Diez | 2-6,5-7 |
| Tunisia F40, Singles | 2018/11/14 14:05 | Bencic, Brian v Quentin Folliot | 7-6,3-6,6-3 |
| Tucson, Singles M-ITF-USA-07A | 2019/02/13 16:30 | Brooksby, Jenson v Ianakiev, Milen | 6-2,6-1 |
| Tucson, Singles M-ITF-USA-07A | 2019/02/12 16:30 | Gamble, Luke Jacob v Ianakiev, Milen | 2-6,3-6 |
| ITF Dominican Republic F2 | 2018/12/05 17:50 | Ianakiev, Milen v Simon Freund | 3-6,4-6 |
| ITF Dominican Republic F2 | 2018/12/04 18:30 | Ianakiev, Milen v Boyer, Dusty H | 7-6,6-7,6-2 |
| ITF Dominican Republic F2 | 2018/12/03 13:00 | Ianakiev, Milen v Major, Philip Wilbert | 7-6,6-3 |
| ITF Dominican Republic F2 | 2018/12/02 14:00 | Ianakiev, Milen v Maleno Rosario, Jesus | 6-3,6-1 |
| ITF Dominican Republic F1 | 2018/11/28 15:30 | Oscar Jose Gutierrez v Ianakiev, Milen | 4-6,6-3,6-4 |
| ITF USA F26 | 2018/09/26 22:00 | Ianakiev, Milen v Shabaz, Michael | 2-6,2-6 |