Stadium: Cancha Central Round: 25 Ground: Clay
| Challenger Lima | 2019/10/23 20:15 | Marco Cecchinato v Thiago Seyboth Wild | 6-7,4-6 |
| ATP Shanghai | 2019/10/07 06:25 | Marco Cecchinato v Benoit Paire | 2-6,5-7 |
| ATP Shanghai | 2019/10/06 04:00 | Marco Cecchinato v Damir Dzumhur | 7-5,6-3 |
| ATP Shanghai | 2019/10/05 04:00 | Marco Cecchinato v Fajing Sun | 6-3,6-7,6-2 |
| ATP Beijing | 2019/09/30 07:20 | Jeremy Chardy v Marco Cecchinato | 6-7,6-3,7-6 |
| ATP Zhuhai | 2019/09/24 07:30 | Damir Dzumhur v Marco Cecchinato | 5-7,6-4,6-2 |
| Challenger Szczecin | 2019/09/14 13:20 | Jozef Kovalik v Marco Cecchinato | 7-6,6-1 |
| Challenger Szczecin | 2019/09/13 14:20 | Taro Daniel v Marco Cecchinato | 7-6,2-6,1-6 |
| ITF M25 Naples | 2019/11/19 19:00 | Gonzalo Villanueva v Roberto Cid Subervi | 6-4,0-6,3-6 |
| Challenger Houston | 2019/11/14 00:35 | Gonzalo Villanueva v Jenson Brooksby | 2-6,2-6 |
| Challenger Houston | 2019/11/12 22:25 | Rafael Matos v Gonzalo Villanueva | 6-7,4-6 |
| Challenger Montevideo | 2019/11/04 19:20 | Gonzalo Villanueva v Rafael Matos | 6-4,0-6,2-6 |
| Challenger Guayaquil | 2019/10/29 16:00 | Gonzalo Villanueva v Pedro Sousa | 2-6,2-6 |
| Challenger Guayaquil | 2019/10/28 20:10 | Gonzalo Villanueva v Antonio Cayetano March | 6-4,6-3 |
| Challenger Lima | 2019/10/21 19:50 | Pedja Krstin v Gonzalo Villanueva | 6-3,6-0 |
| Challenger Santo Domingo | 2019/10/08 23:00 | Gonzalo Villanueva v Hugo Dellien | 2-6,3-6 |