Stadium: Center Round: 24 Ground: Clay
| Challenger - Tallahassee | 2019/04/22 14:00 | Benjamin Hassan v Haerteis, Johannes | 6-4,6-1 |
| Challenger - Sarasota | 2019/04/15 14:00 | Benjamin Hassan v Khan, Zane | 3-6,2-6 |
| ITF - M15 Rovinj | 2019/03/21 09:00 | Nagy, Peter v Benjamin Hassan | 6-3,4-6,6-1 |
| ITF - M15 Rovinj | 2019/03/20 13:05 | Sabanov, Matej v Benjamin Hassan | 4-6,6-3,3-6 |
| ITF - M15 Porec | 2019/03/15 09:00 | Benjamin Hassan v Ergi Kirkin | 6-1,4-6,2-6 |
| ITF - M15 Porec | 2019/03/14 09:00 | Benjamin Hassan v Domagoj Biljesko | 6-4,6-4 |
| ITF - M15 Porec | 2019/03/12 14:40 | Benjamin Hassan v Peter Heller | 3-6,7-6,6-4 |
| ITF M25 Glasgow | 2019/02/19 10:00 | Benjamin Hassan v Igor Sijsling | 5-7,3-6 |
| Challenger - Sarasota | 2019/04/16 15:40 | Giraldo, Santiago v Thai-Son Kwiatkowski | 5-7,6-1,6-4 |
| Sophia Antipolis, France | 2019/04/04 15:05 | Rudolf Molleker v Thai-Son Kwiatkowski | 6-7,6-3,6-3 |
| Sophia Antipolis, France | 2019/04/03 08:30 | Thai-Son Kwiatkowski v Albert Ramos-Vinolas | 2-6,6-3,6-4 |
| Sophia Antipolis, France | 2019/04/01 15:40 | Thai-Son Kwiatkowski v Griekspoor, Scott | 6-4,4-6,6-4 |
| Drummondville, Canada | 2019/03/12 23:55 | Thai-Son Kwiatkowski v Wolf, Jeffrey John | 1-6,2-6 |
| Challenger - Indian Wells | 2019/02/25 19:30 | Thai-Son Kwiatkowski v Young, Donald | 6-4,1-6,6-7 |
| Challenger - Morelos | 2019/02/20 16:00 | Escobar, Gonzalo v Thai-Son Kwiatkowski | 5-7,6-4,6-2 |
| Challenger Dallas | 2019/02/06 02:00 | Thai-Son Kwiatkowski v Bellucci, Thomaz | 4-6,7-5,5-7 |