Stadium: Court 5 Round: 24 Ground: Clay
| 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 - Santo Domingo | 2019/10/08 22:55 | Oscar Jose Gutierrez v Pedja Krstin | 7-5,6-4 |
| Challenger - Helsinki | 2019/11/11 12:20 | Denis Yevseyev v Gabriel Petit | 4-6,3-6 |
| Challenger Shenzhen 2 | 2019/11/01 02:30 | Mohamed Safwat v Denis Yevseyev | 7-5,6-2 |
| Challenger Shenzhen 2 | 2019/10/31 04:05 | Teymuraz Gabashvili v Denis Yevseyev | 4-6,7-5,6-7 |
| Challenger Shenzhen 2 | 2019/10/29 03:35 | Denis Yevseyev v Steven Diez | 6-3,6-2 |
| Challenger Shenzhen 2 | 2019/10/28 03:30 | Denis Yevseyev v Chuhan Wang | 6-0,6-1 |
| Challenger Liuzhou | 2019/10/23 05:05 | Denis Yevseyev v Steven Diez | 6-3,3-6,2-6 |
| Challenger Liuzhou | 2019/10/21 03:25 | Denis Yevseyev v Ye Cong Mo | 6-3,6-0 |
| Challenger Ningbo | 2019/10/15 06:55 | Steven Diez v Denis Yevseyev | 6-2,7-5 |