Stadium: Court 7 Round: 45 Ground: Hardcourt outdoor
| Challenger Irving | 2018/03/14 17:00 | Pedja Krstin v Tim Smyczek | 4-6,3-6 |
| Australian Open | 2019/01/08 06:30 | Lukas Lacko v Tim Smyczek | 4-6,6-4,6-7 |
| Challenger Houston | 2018/11/12 18:00 | Harrison Adams v Tim Smyczek | 6-3,7-5 |
| Challenger Knoxville | 2018/11/09 15:00 | Tim Smyczek v Bjorn Fratangelo | 2-6,1-6 |
| Challenger Knoxville | 2018/11/08 15:00 | Tim Smyczek v Dominik Koepfer | 6-4,7-6 |
| Challenger Knoxville | 2018/11/07 00:05 | Tim Smyczek v John-Patrick Smith | 3-6,6-3,6-2 |
| Challenger Charlottesville | 2018/11/01 19:30 | Tim Smyczek v Thai-Son Kwiatkowski | 2-6,7-5,2-6 |
| Challenger Charlottesville | 2018/10/31 16:50 | Tim Smyczek v Blaz Rola | 6-4,7-5 |
| ATP Shanghai | 2018/10/06 04:00 | Tim Smyczek v Taro Daniel | 7-6,4-6,4-6 |
| Australian Open | 2019/01/08 05:50 | Pedja Krstin v Nikola Milojevic | 4-6,6-4,7-6 |
| Challenger Playford | 2019/01/01 04:55 | Tobias Kamke v Pedja Krstin | 7-5,6-4 |
| Challenger Buenos Aires | 2018/11/16 20:25 | Pedja Krstin v Pablo Andujar | 5-7,4-6 |
| Challenger Buenos Aires | 2018/11/13 14:30 | Juan Pablo Ficovich v Pedja Krstin | 6-3,3-6,6-7 |
| Challenger Montevideo | 2018/11/07 23:00 | Pedja Krstin v Guido Pella | 6-1,3-6,5-7 |
| Challenger Montevideo | 2018/11/06 15:00 | Federico Gaio v Pedja Krstin | 6-7,5-7 |
| Challenger Guayaquil | 2018/11/01 20:30 | Pedja Krstin v Guido Andreozzi | 4-6,2-6 |
| Challenger Guayaquil | 2018/10/31 18:00 | Paolo Lorenzi v Pedja Krstin | 6-7,2-6 |