Stadium: Centre Court Round: 29 Ground: Hardcourt outdoor
| ATP Pune | 2019/01/04 15:40 | Anderson, Kevin v Simon, Gilles | 6-3,7-6 |
| ATP Pune | 2019/01/03 13:35 | Anderson, Kevin v Jaume Munar | 6-3,6-3 |
| ATP Pune | 2019/01/02 11:30 | Anderson, Kevin v Laslo Djere | 7-6,7-6 |
| Mubadala World Tennis Championship | 2018/12/29 15:00 | Anderson, Kevin v Novak Djokovic | 6-4,5-7,5-7 |
| Mubadala World Tennis Championship | 2018/12/28 13:00 | Rafael Nadal v Anderson, Kevin | 6-4,3-6,4-6 |
| Mubadala World Tennis Championship | 2018/12/27 12:00 | Chung, Hyeon v Anderson, Kevin | 7-6,2-6,1-6 |
| Tour Finals Turin, Italy | 2018/11/17 20:00 | Novak Djokovic v Anderson, Kevin | 6-2,6-2 |
| Tour Finals Turin, Italy | 2018/11/15 20:00 | Federer, Roger v Anderson, Kevin | 6-4,6-3 |
| ATP Pune | 2019/01/04 13:30 | Darcis, Steve v Karlovic, Ivo | 6-7,6-4,3-6 |
| ATP Pune | 2019/01/03 09:30 | Karlovic, Ivo v Gulbis, Ernests | 7-6,7-6 |
| ATP Pune | 2019/01/02 09:30 | Evgeny Donskoy v Karlovic, Ivo | 4-6,5-7 |
| ATP Pune | 2019/01/01 09:30 | Felix Auger Aliassime v Karlovic, Ivo | 4-6,5-7 |
| Houston, USA | 2018/11/16 17:30 | Dominik Koepfer v Karlovic, Ivo | 6-1,6-4 |
| Houston, USA | 2018/11/14 19:00 | Emilio Gomez v Karlovic, Ivo | 6-7,3-6 |
| Houston, USA | 2018/11/13 16:00 | Marcos Giron v Karlovic, Ivo | 4-6,2-6 |
| Challenger Charlottesville | 2018/11/02 22:10 | Karlovic, Ivo v Tommy Paul | 6-7,4-6 |