Stadium: Stadium Round: 23 Ground: Hardcourt outdoor
| Challenger Bangkok | 2019/02/14 06:15 | James Duckworth v Janko Tipsarevic | 4-6,6-3,6-2 |
| Challenger Bangkok | 2019/02/13 04:50 | Janko Tipsarevic v Marc Polmans | 6-2,3-6,6-3 |
| Challenger Bangkok | 2019/02/12 04:10 | Tsung-Hua Yang v Janko Tipsarevic | 2-6,6-4,4-6 |
| Australian Open | 2019/01/14 01:35 | Grigor Dimitrov v Janko Tipsarevic | 4-6,6-3,6-1,6-4 |
| Kooyong Classic | 2019/01/08 02:35 | Jason Kubler v Janko Tipsarevic | 4-6,6-3,10-12 |
| US Open | 2017/08/30 23:05 | Diego Schwartzman v Janko Tipsarevic | 6-2,6-4,7-5 |
| US Open | 2017/08/28 19:35 | Thanasi Kokkinakis v Janko Tipsarevic | 7-6,6-3,1-6,6-7,3-6 |
| ATP Winston-Salem | 2017/08/21 19:00 | Janko Tipsarevic v Andreas Seppi | 2-6,2-6 |
| ATP Indian Wells | 2019/03/08 02:00 | Bradley Klahn v Malek Jaziri | 4-6,2-6 |
| Australian Open | 2019/01/15 01:40 | Hyeon Chung v Bradley Klahn | 6-7,6-7,6-3,6-2,6-4 |
| ATP Auckland | 2019/01/07 00:15 | Philipp Kohlschreiber v Bradley Klahn | 6-4,7-6 |
| ATP Auckland | 2019/01/05 22:00 | Bradley Klahn v Pablo Cuevas | 6-7,7-6,7-6 |
| ATP Auckland | 2019/01/04 22:00 | Bradley Klahn v Philipp Oswald | 7-6,6-4 |
| ATP Brisbane | 2018/12/29 02:40 | Bradley Klahn v Christopher Eubanks | 6-3,4-6,6-7 |
| Challenger Houston | 2018/11/19 01:00 | Roy Smith v Bradley Klahn | 6-7,6-7 |
| Challenger Houston | 2018/11/17 17:45 | Dominik Koepfer v Bradley Klahn | 3-6,4-6 |