Stadium: Stadium Court Round: 25 Ground: Hardcourt outdoor
| ATP Delray Beach | 2017/02/21 19:30 | Donald Young v Ivo Karlovic | 7-6,7-6 |
| US Open 2016 | 2016/09/02 01:20 | Ivo Karlovic v Donald Young | 6-4,7-6,6-4 |
| ATP Delray Beach | 2015/02/22 20:00 | Ivo Karlovic v Donald Young | 6-3,6-3 |
| ATP Newport | 2018/07/18 17:45 | Dudi Sela v Ivo Karlovic | 7-6,6-7,6-2 |
| ATP Newport | 2018/07/17 19:10 | Ivo Karlovic v Alex De Minaur | 6-7,7-6,7-5 |
| Wimbledon | 2018/07/04 13:20 | Ivo Karlovic v Jan-Lennard Struff | 7-6,6-3,6-7,6-7,11-13 |
| Wimbledon | 2018/07/02 12:50 | Ivo Karlovic v Mikhail Youzhny | 4-6,7-5,7-6,6-3 |
| ATP Halle Qual | 2018/06/16 09:00 | Lukas Lacko v Ivo Karlovic | 7-6,7-6 |
| ATP Hertogenbosch | 2018/06/11 12:40 | Robin Haase v Ivo Karlovic | 7-6,6-7,6-3 |
| French Open | 2018/05/27 12:25 | Ivo Karlovic v Corentin Moutet | 6-7,2-6,6-7 |
| ATP Geneva | 2018/05/21 13:20 | Ivo Karlovic v Peter Gojowczyk | 6-7,6-4,6-7 |
| ATP Newport | 2018/07/16 16:20 | Donald Young v Vasek Pospisil | 6-7,1-6 |
| Challenger Winnetka | 2018/07/10 20:55 | Darian King v Donald Young | 6-3,5-7,6-1 |
| Wimbledon Qual | 2018/06/26 17:25 | Dennis Novak v Donald Young | 6-2,7-5 |
| Wimbledon Qual | 2018/06/25 14:35 | Max Purcell v Donald Young | 3-6,2-6 |
| Challenger Ilkley | 2018/06/19 11:30 | Donald Young v Jason Kubler | 4-6,6-7 |
| ATP Hertogenbosch Qual | 2018/06/09 10:15 | Donald Young v Miliaan Niesten | 4-6,2-6 |
| French Open Qual | 2018/05/21 08:00 | Alexandre Muller v Donald Young | 7-6,6-3 |
| Challenger Savannah | 2018/05/01 21:35 | Cristian Garin v Donald Young | 6-3,4-6,6-1 |