Stadium: Court 5 Round: 25 Ground: Clay
| Challenger Maia | 2019/11/19 11:45 | Pedja Krstin v Denis Yevseyev | 6-4,7-5 |
| Challenger Houston | 2019/11/15 21:20 | Pedja Krstin v Mitchell Krueger | 6-7,4-6 |
| Challenger Houston | 2019/11/13 16:00 | Pedja Krstin v Nick Chappell | 6-1,1-6,6-1 |
| Challenger Montevideo | 2019/11/06 21:20 | Federico Delbonis v Pedja Krstin | 6-4,6-4 |
| Challenger Montevideo | 2019/11/04 22:05 | Franco Roncadelli v Pedja Krstin | 3-6,0-6 |
| Challenger Guayaquil | 2019/10/30 21:00 | Hugo Dellien v Pedja Krstin | 6-3,6-2 |
| Challenger Guayaquil | 2019/10/29 16:00 | Pedja Krstin v Rafael Matos | 6-7,6-3,6-1 |
| Challenger Lima | 2019/10/21 19:50 | Pedja Krstin v Gonzalo Villanueva | 6-3,6-0 |
| Challenger Ortisei | 2019/11/12 17:35 | Luca Vanni v Filippo Baldi | 6-4,6-7,6-3 |
| Challenger Bratislava | 2019/11/04 17:10 | Cedrik-Marcel Stebe v Filippo Baldi | 7-5,7-5 |
| Challenger Hamburg | 2019/10/23 15:25 | Daniel Altmaier v Filippo Baldi | 6-2,6-4 |
| Challenger Ismaning | 2019/10/17 15:15 | Lukas Lacko v Filippo Baldi | 6-1,6-4 |
| Challenger Ismaning | 2019/10/16 16:35 | Geoffrey Blancaneaux v Filippo Baldi | 6-4,3-6,1-6 |
| Challenger Barcelona | 2019/10/04 10:30 | Alessandro Giannessi v Filippo Baldi | 5-7,6-0,6-1 |
| Challenger Barcelona | 2019/10/03 13:45 | Filippo Baldi v Jaume Pla Malfeito | 6-4,6-1 |
| Challenger Barcelona | 2019/10/01 09:25 | Filippo Baldi v Sandro Ehrat | 6-3,6-3 |