| Challenger Montevideo | 2018/11/11 15:00 | Pedro Sousa v Guido Pella | 6-2,3-6,4-6 |
| Challenger Montevideo | 2018/11/11 15:00 | Pedro Sousa v Guido Pella | 6-2,3-6,4-6 |
| Challenger Montevideo | 2018/11/09 18:00 | Daniel Gimeno-Traver v Pedro Sousa | 6-3,5-7,1-6 |
| Challenger Montevideo | 2018/11/07 21:00 | Pedro Sousa v Guido Andreozzi | 6-1,6-3 |
| Challenger Montevideo | 2018/11/06 19:45 | Guilherme Clezar v Pedro Sousa | 1-6,2-6 |
| Challenger Guayaquil | 2018/11/04 00:00 | Pedro Sousa v Guido Andreozzi | 5-7,6-1,4-6 |
| Challenger Guayaquil | 2018/11/02 23:15 | Arthur De Greef v Pedro Sousa | 5-7,2-6 |
| Challenger Guayaquil | 2018/11/01 20:30 | Facundo Arguello v Pedro Sousa | 6-7,3-6 |
| Challenger Guayaquil | 2018/10/31 18:05 | Pedro Sousa v Hugo Dellien | 4-6,6-1,6-4 |
| Challenger Montevideo | 2018/11/11 21:30 | Carlos Berlocq v Guido Pella | 3-6,6-3,1-6 |
| Challenger Montevideo | 2018/11/11 15:00 | Pedro Sousa v Guido Pella | 6-2,3-6,4-6 |
| Challenger Montevideo | 2018/11/07 23:00 | Pedja Krstin v Guido Pella | 6-1,3-6,5-7 |
| Challenger Montevideo | 2018/11/05 21:00 | Roberto Cid Subervi v Guido Pella | 4-6,1-6 |
| ATP Paris | 2018/10/27 10:00 | Matthew Ebden v Guido Pella | 6-3,3-6,6-1 |
| ATP Vienna | 2018/10/21 13:05 | Guido Pella v Ruben Bemelmans | 4-6,0-6 |
| ATP Antwerp | 2018/10/16 16:30 | Jo-Wilfried Tsonga v Guido Pella | 7-5,5-7,7-6 |
| ATP Chengdu | 2018/09/25 05:00 | Guido Pella v Sam Querrey | 6-7,1-6 |