Stadium: CENTER Round: 26 Ground: Hardcourt outdoor
| ATP Tokyo | 2016/10/04 05:30 | Ivo Karlovic v Federico Delbonis | 7-6,6-7,7-6 |
| US Open 2016 | 2016/09/05 20:05 | Kei Nishikori v Ivo Karlovic | 6-3,6-4,7-6 |
| US Open 2016 | 2016/09/03 23:45 | Ivo Karlovic v Jared Donaldson | 6-4,7-6,6-3 |
| US Open 2016 | 2016/09/02 01:20 | Ivo Karlovic v Donald Young | 6-4,7-6,6-4 |
| US Open 2016 | 2016/08/30 19:45 | Ivo Karlovic v Yen-Hsun Lu | 4-6,7-6,6-7,7-6,7-5 |
| ATP Cincinnati | 2016/08/16 23:20 | Ivo Karlovic v Juan Monaco | 4-6,4-6 |
| 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 Tokyo | 2016/10/04 09:30 | Janko Tipsarevic v Taro Daniel | 6-2,6-4 |
| ATP Shenzhen | 2016/09/30 08:25 | Janko Tipsarevic v Malek Jaziri | 7-6,6-2 |
| ATP Shenzhen | 2016/09/28 12:00 | Benoit Paire v Janko Tipsarevic | 0-6,7-6,5-7 |
| ATP Shenzhen | 2016/09/27 10:00 | Janko Tipsarevic v Ze Zhang | 7-6,6-4 |
| ATP St Petersburg | 2016/09/21 10:20 | Janko Tipsarevic v Mikhail Youzhny | 3-6,5-7 |
| US Open 2016 | 2016/09/01 16:20 | Pablo Carreno Busta v Janko Tipsarevic | 3-6,4-6,6-1,6-4,6-4 |
| US Open 2016 | 2016/08/30 16:35 | Janko Tipsarevic v Sam Querrey | 7-6,6-7,6-3,6-3 |
| Davis Cup | 2016/07/17 16:20 | Janko Tipsarevic v James Ward | 6-2,3-6,7-5 |