Stadium: Court 8 Round: 44 Ground: Hardcourt outdoor
| Challenger Newport Beach | 2019/01/21 20:30 | Santiago Giraldo v Roberto Marcora | 6-3,7-6 |
| Challenger San Benedetto | 2017/07/17 19:30 | Santiago Giraldo v Roberto Marcora | 1-6,6-3,6-2 |
| Challenger Liberec | 2019/08/01 11:00 | Joao Domingues v Roberto Marcora | 2-6,6-4,6-3 |
| Challenger Liberec | 2019/07/30 12:25 | Jiri Lehecka v Roberto Marcora | 7-6,5-7,4-6 |
| Challenger San Benedetto | 2019/07/19 20:30 | Roberto Marcora v Federico Gaio | 2-6,4-6 |
| Challenger San Benedetto | 2019/07/18 13:40 | Roberto Marcora v Andrea Pellegrino | 7-6,6-4 |
| Challenger San Benedetto | 2019/07/17 15:30 | Roberto Marcora v Andrea Collarini | 6-4,6-4 |
| Challenger Perugia | 2019/07/09 14:30 | Gianluigi Quinzi v Roberto Marcora | 6-7,6-3,6-3 |
| Challenger Recanati | 2019/07/07 19:00 | Roberto Marcora v Egor Gerasimov | 2-6,5-7 |
| Challenger Recanati | 2019/07/06 17:00 | Roberto Marcora v Mats Moraing | 4-6,7-5,7-6 |
| Challenger San Benedetto | 2019/07/18 12:55 | Santiago Giraldo v Andrea Arnaboldi | 6-4,3-6,6-7 |
| Challenger San Benedetto | 2019/07/16 14:50 | Santiago Giraldo v Juan Pablo Varillas | 6-4,6-2 |
| Challenger Perugia | 2019/07/08 12:25 | Tristan Lamasine v Santiago Giraldo | 7-5,6-7,7-6 |
| Challenger Ludwigshafen | 2019/07/03 12:45 | Santiago Giraldo v Stefano Travaglia | 1-6,6-7 |
| Wimbledon | 2019/06/24 12:40 | Santiago Giraldo v Oscar Otte | 3-6,5-7 |
| Challenger Almaty | 2019/06/06 06:00 | Santiago Giraldo v Lorenzo Giustino | 1-6,3-6 |
| Challenger Almaty | 2019/06/04 09:40 | Santiago Giraldo v Tung-Lin Wu | 2-6,6-3,6-2 |
| French Open | 2019/05/23 14:30 | Rudolf Molleker v Santiago Giraldo | 4-6,6-4,6-4 |