Stadium: Court 2 Round: 24 Ground: Grass
| ATP Miami | 2019/03/28 23:40 | Kevin Anderson v Roger Federer | 0-6,4-6 |
| ATP Miami | 2019/03/26 20:15 | Kevin Anderson v Jordan Thompson | 7-5,7-5 |
| ATP Miami | 2019/03/25 16:00 | Kevin Anderson v Joao Sousa | 6-4,7-6 |
| ATP Miami | 2019/03/23 17:20 | Kevin Anderson v Jaume Munar | 6-4,3-6,6-3 |
| Australian Open | 2019/01/16 02:05 | Kevin Anderson v Frances Tiafoe | 6-4,4-6,4-6,5-7 |
| Australian Open | 2019/01/14 00:00 | Kevin Anderson v Adrian Mannarino | 6-3,5-7,6-2,6-1 |
| Kooyong Classic | 2019/01/09 00:00 | Marin Cilic v Kevin Anderson | 6-3,4-6,15-13 |
| ATP Pune | 2019/01/05 11:30 | Kevin Anderson v Ivo Karlovic | 7-6,6-7,7-6 |
| Challenger San Luis Potosi | 2019/04/17 21:10 | Lucas Miedler v Janko Tipsarevic | 7-5,3-6,6-3 |
| Challenger San Luis Potosi | 2019/04/17 00:55 | Janko Tipsarevic v Lucas Gomez | 6-4,5-7,6-2 |
| ATP Houston | 2019/04/12 18:30 | Sam Querrey v Janko Tipsarevic | 7-6,7-6 |
| ATP Houston | 2019/04/11 17:00 | Janko Tipsarevic v Cameron Norrie | 6-3,6-4 |
| ATP Houston | 2019/04/10 00:20 | Janko Tipsarevic v Tennys Sandgren | 6-1,7-6 |
| Challenger Monterrey | 2019/04/03 02:10 | Peter Polansky v Janko Tipsarevic | 6-3,6-2 |
| Challenger Monterrey | 2019/04/01 22:45 | Roy Smith v Janko Tipsarevic | 6-7,4-6 |
| ATP Miami | 2019/03/22 22:45 | Roberto Bautista-Agut v Janko Tipsarevic | 7-6,6-4 |