Stadium: Stadium 5 Round: 23 Ground: Hardcourt outdoor
| ATP Delray Beach | 2019/02/19 16:00 | Radu Albot v Ivo Karlovic | 7-6,6-4 |
| ATP New York | 2019/02/13 16:00 | Ivo Karlovic v Radu Albot | 7-6,6-7,6-7 |
| ATP Montpellier | 2019/02/04 15:00 | Marcel Granollers v Ivo Karlovic | 7-6,6-7,7-6 |
| Australian Open | 2019/01/17 00:00 | Ivo Karlovic v Kei Nishikori | 3-6,6-7,7-5,7-5,6-7 |
| Australian Open | 2019/01/15 00:00 | Ivo Karlovic v Hubert Hurkacz | 6-7,7-6,7-6,7-6 |
| ATP Pune | 2019/01/05 11:30 | Kevin Anderson v Ivo Karlovic | 7-6,6-7,7-6 |
| ATP Pune | 2019/01/04 13:30 | Steve Darcis v Ivo Karlovic | 6-7,6-4,3-6 |
| ATP Pune | 2019/01/03 09:30 | Ivo Karlovic v Ernests Gulbis | 7-6,7-6 |
| ATP Dubai | 2019/02/26 17:10 | Matthew Ebden v Stefanos Tsitsipas | 4-6,6-3,3-6 |
| ATP Rotterdam | 2019/02/12 11:30 | Matthew Ebden v Fernando Verdasco | 5-7,4-6 |
| ATP Sofia | 2019/02/06 16:00 | Roberto Bautista-Agut v Matthew Ebden | 3-6,6-3,6-2 |
| ATP Sofia | 2019/02/04 15:15 | Adrian Andreev v Matthew Ebden | 3-6,6-4,6-7 |
| Australian Open | 2019/01/16 09:45 | Matthew Ebden v Rafael Nadal | 3-6,2-6,2-6 |
| Australian Open | 2019/01/14 06:00 | Matthew Ebden v Jan-Lennard Struff | 1-6,6-4,6-3,6-4 |
| ATP Sydney | 2019/01/07 09:20 | Matthew Ebden v Guido Andreozzi | 6-3,3-6,4-6 |
| Hopman Cup | 2019/01/04 11:00 | Matthew Ebden v Alexander Zverev | 4-6,3-6 |