Stadium: Center Court Round: 25 Ground: Hardcourt outdoor
| Challenger Amersfoort | 2019/07/17 08:00 | Nicola Kuhn v Ivan Gakhov | 5-7,6-4,3-6 |
| Challenger Braunschweig | 2019/07/08 11:00 | Nicola Kuhn v Mats Moraing | 3-6,6-2,5-7 |
| Challenger Ludwigshafen | 2019/07/03 13:00 | Nicola Kuhn v Andrej Martin | 5-7,6-4,3-6 |
| Challenger Ludwigshafen | 2019/07/02 16:00 | Gianluigi Quinzi v Nicola Kuhn | 6-3,6-7,3-6 |
| Challenger Shymkent 2 | 2019/06/14 05:00 | Nicola Kuhn v Stefano Travaglia | 2-6,2-6 |
| Challenger Shymkent 2 | 2019/06/13 05:50 | Riccardo Bonadio v Nicola Kuhn | 6-4,4-6,4-6 |
| Challenger Shymkent 2 | 2019/06/11 08:15 | Nicola Kuhn v Akira Santillan | 1-6,7-5,6-3 |
| Challenger Shymkent 2 | 2019/06/10 06:30 | Roman Safiullin v Nicola Kuhn | 6-3,2-6,2-6 |
| Challenger Segovia | 2019/07/29 14:00 | Nicolas Barrientos v Dan Added | 6-4,7-5 |
| Challenger Nur-Sultan | 2019/07/15 06:45 | Gastao Elias v Nicolas Barrientos | 6-1,6-1 |
| Challenger Blois | 2019/06/17 16:40 | Holger Rune v Nicolas Barrientos | 6-1,3-6,6-3 |
| Challenger Anning | 2019/04/16 02:00 | Uladzimir Ignatik v Nicolas Barrientos | 6-2,6-2 |
| Challenger Puerto Vallarta | 2018/04/30 22:00 | Nicolas Barrientos v Ugo Humbert | 6-7,2-6 |
| Challenger Leon Qual | 2018/04/21 15:00 | James Ward v Nicolas Barrientos | 6-1,7-6 |
| Challenger Guadalajara Qual | 2018/04/14 15:00 | Scott Griekspoor v Nicolas Barrientos | 6-4,7-6 |
| Challenger Mexico City Qual | 2018/04/07 18:00 | Jose Hernandez-Fernandez v Nicolas Barrientos | 6-2,6-3 |