| 2016-11-25 | Davis Cup WG F: ARG vs CRO | Hard | RR | 41 |  Federico Delbonis | 20 |  Ivo Karlovic | 6-3 6-4 6-2 | H2H | 5 | 129 | 5 | 2 | 67.9% | 79.2% | 68.0% | 2/2 |
| 2016-11-25 | Davis Cup WG F: ARG vs CRO | Hard | RR | 38 | Juan Martin del Potro | 20 | Ivo Karlovic | 6-4 6-7(6) 6-3 7-5 | H2H | 5 | 198 | 15 | 0 | 69.4% | 89.6% | 70.6% | 0/0 |
| 2016-10-31 | Paris Masters | Hard | R32 | 10 | Marin Cilic (9) | 20 | Ivo Karlovic | 7-6(7) 6-2 | H2H | 3 | 93 | 8 | 2 | 67.6% | 82.6% | 59.1% | 2/2 |
| 2016-10-31 | Paris Masters | Hard | R64 | 20 | Ivo Karlovic | 89 |  Dusan Lajovic (Q) | 7-6(4) 7-6(5) | H2H | 3 | 100 | 18 | 5 | 47.4% | 94.6% | 68.3% | 2/2 |
| 2016-10-24 | Vienna | Hard | SF | 15 |  Jo-Wilfried Tsonga (6) | 23 | Ivo Karlovic (8) | 5-7 7-5 7-6(6) | H2H | 3 | 154 | 7 | 3 | 60.0% | 74.2% | 61.4% | 4/7 |
| 2016-10-24 | Vienna | Hard | QF | 23 | Ivo Karlovic (8) | 63 |  Karen Khachanov (WC) | 6-7(5) 7-6(5) 6-3 | H2H | 3 | 140 | 29 | 6 | 61.6% | 87.0% | 55.8% | 3/3 |
| 2016-10-24 | Vienna | Hard | R16 | 23 | Ivo Karlovic (8) | 92 |  Damir Dzumhur (Q) | 7-6(6) 4-6 7-6(5) | H2H | 3 | 127 | 33 | 8 | 67.6% | 77.5% | 52.9% | 3/6 |
| 2016-10-24 | Vienna | Hard | R32 | 23 | Ivo Karlovic (8) | 31 |  Steve Johnson | 7-6(5) 6-3 | H2H | 3 | 80 | 16 | 6 | 66.7% | 87.0% | 52.2% | 6/6 |
| 2016-10-17 | Stockholm | Hard | QF | 63 | Juan Martin del Potro (WC) | 21 | Ivo Karlovic (3) | 6-3 6-4 | H2H | 3 | 71 | 6 | 1 | 61.0% | 80.6% | 65.2% | 4/4 |
| 2016-10-17 | Stockholm | Hard | R16 | 21 | Ivo Karlovic (3) | 549 |  Mikael Ymer (WC) | 4-6 6-4 6-4 | H2H | 3 | 107 | 16 | 9 | 65.9% | 90.7% | 50.0% | 4/5 |
