Stadium: Estadio Round: 25 Ground: Hardcourt outdoor
| Challenger Eckental | 2019/10/28 15:45 | James Ward v Steve Darcis | 5-7,6-7 |
| Challenger Brest | 2019/10/21 14:10 | Zdenek Kolar v James Ward | 7-6,6-2 |
| Challenger Ismaning | 2019/10/16 14:05 | James Ward v Yannick Hanfmann | 6-7,3-6 |
| Challenger Ismaning | 2019/10/15 08:00 | James Ward v Pavel Kotov | 7-6,7-5 |
| Challenger Mouilleron le Captif | 2019/10/07 12:45 | Mischa Zverev v James Ward | 7-6,6-3 |
| Challenger Kaohsiung | 2019/09/16 04:20 | James Ward v Kaichi Uchida | 4-6,6-0,4-6 |
| Challenger Shanghai | 2019/09/10 05:50 | Prajnesh Gunneswaran v James Ward | 6-4,7-6 |
| Challenger Shanghai | 2019/09/09 02:00 | James Ward v Renta Tokuda | 6-3,6-4 |
| Challenger Montevideo | 2019/11/04 23:30 | Francisco Cerundolo v Alejandro Gonzalez | 6-2,6-1 |
| Challenger Guayaquil | 2019/10/28 21:20 | Alejandro Gonzalez v Facundo Diaz Acosta | 6-4,3-6,4-6 |
| Challenger Lima | 2019/10/23 15:00 | Facundo Bagnis v Alejandro Gonzalez | 6-3,6-3 |
| Challenger Lima | 2019/10/22 15:00 | Petr Iamachkine v Alejandro Gonzalez | 7-5,6-7,2-6 |
| Challenger Lima | 2019/10/21 14:30 | Wilson Leite v Alejandro Gonzalez | 2-6,5-7 |
| Challenger Santo Domingo | 2019/10/08 20:40 | Alejandro Gonzalez v Juan Pablo Varillas | 2-6,5-7 |
| Challenger Campinas | 2019/10/03 14:00 | Alejandro Gonzalez v Juan Pablo Ficovich | 3-6,3-6 |
| Challenger Campinas | 2019/10/01 17:00 | Jose Hernandez-Fernandez v Alejandro Gonzalez | 6-7,7-6,3-6 |