Round: 25 Ground: Hardcourt outdoor
| Challenger - Vancouver | 2019/08/13 02:05 | Jordi Arconada v Lloyd Glasspool | 5-7,3-6 |
| Challenger - Aptos | 2019/08/05 23:00 | Lloyd Glasspool v Martin Redlicki | 6-7,4-6 |
| Challenger - Lexington | 2019/08/03 18:00 | Lloyd Glasspool v Alex Bolt | 3-6,2-6 |
| Challenger - Lexington | 2019/08/02 15:00 | Lloyd Glasspool v Liam Broady | 6-4,6-3 |
| Challenger - Lexington | 2019/08/01 19:35 | Lloyd Glasspool v Sem Verbeek | 6-4,6-3 |
| Challenger - Lexington | 2019/07/31 17:15 | Kaichi Uchida v Lloyd Glasspool | 4-6,3-6 |
| Challenger - Lexington | 2019/07/29 15:40 | Toby Alex Kodat v Lloyd Glasspool | 1-6,4-6 |
| Challenger - Binghamton | 2019/07/23 16:25 | Lloyd Glasspool v Collin Altamirano | 1-6,6-7 |
| ATP - Montreal | 2019/08/03 19:30 | Viktor Troicki v Bradley Klahn | 5-7,3-6 |
| ATP - Washington | 2019/07/28 16:00 | Viktor Troicki v Thai-Son Kwiatkowski | 3-6,7-6,4-6 |
| ATP - Washington | 2019/07/27 16:15 | Viktor Troicki v Andrew Fenty | 4-6,6-1,7-5 |
| ATP - Atlanta | 2019/07/21 18:20 | Viktor Troicki v Ryan Harrison | 6-4,5-7,6-7 |
| ATP - Newport | 2019/07/17 15:00 | Alexander Bublik v Viktor Troicki | 3-6,6-3,6-3 |
| ATP - Newport | 2019/07/16 17:00 | Viktor Troicki v Jason Jung | 3-6,7-5,7-5 |
| ATP - Newport | 2019/07/15 16:40 | Bjorn Fratangelo v Viktor Troicki | 2-6,3-6 |
| ATP - Newport | 2019/07/14 18:10 | Karl Poling v Viktor Troicki | 1-6,4-6 |