Stadium: CENTER Round: 26 Ground: Hardcourt outdoor
| ATP Washington | 2016/07/24 19:00 | Ivo Karlovic v Gael Monfils | 7-5,6-7,4-6 |
| ATP Washington | 2016/07/23 18:00 | Steve Johnson v Ivo Karlovic | 4-6,4-6 |
| ATP Washington | 2016/07/22 17:00 | Ivo Karlovic v Jack Sock | 7-6,7-6 |
| ATP Washington | 2016/07/21 20:00 | Bernard Tomic v Ivo Karlovic | 6-7,3-6 |
| ATP Washington | 2016/07/20 22:55 | Brian Baker v Ivo Karlovic | 3-6,6-7 |
| ATP Newport | 2016/07/17 19:00 | Gilles Muller v Ivo Karlovic | 7-6,6-7,6-7 |
| ATP Newport | 2016/07/16 20:00 | Marcos Baghdatis v Ivo Karlovic | 6-7,6-7 |
| ATP Newport | 2016/07/15 15:00 | Marco Chiudinelli v Ivo Karlovic | 3-6,4-6 |
| Davis Cup | 2016/07/17 16:20 | Janko Tipsarevic v James Ward | 6-2,3-6,7-5 |
| Davis Cup | 2016/07/15 14:00 | Janko Tipsarevic v Kyle Edmund | 3-6,4-6,0-6 |
| Wimbledon | 2016/06/27 11:55 | Janko Tipsarevic v Gilles Simon | 6-4,4-6,5-7,3-6 |
| French Open | 2016/05/23 11:35 | Milos Raonic v Janko Tipsarevic | 6-3,6-2,7-6 |
| ATP Geneva | 2016/05/16 13:20 | Federico Delbonis v Janko Tipsarevic | 6-1,7-6 |
| Challenger Heilbronn | 2016/05/10 11:55 | Janko Tipsarevic v Carlos Berlocq | 5-7,3-6 |
| Challenger Ostrava | 2016/04/26 12:15 | Janko Tipsarevic v Hans Podlipnik-Castillo | 7-6,3-6,6-4 |
| US Open | 2015/09/01 19:40 | Janko Tipsarevic v Guillermo Garcia-Lopez | 6-7,6-4,6-4,3-6,1-6 |