Stadium: CENTRE COURT Round: 29 Ground: Hardcourt outdoor
| ATP Shanghai | 2016/10/09 07:25 | Janko Tipsarevic v Philipp Kohlschreiber | 6-2,6-4 |
| ATP Tokyo | 2016/10/06 06:10 | Ivo Karlovic v Janko Tipsarevic | 7-6,7-6 |
| 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 |
| Challenger Izmir | 2016/09/20 13:45 | Blaz Kavcic v Stefanos Tsitsipas | 4-6,6-7 |
| Challenger Nanchang | 2016/09/15 03:00 | Blaz Kavcic v Hyeon Chung | 6-4,3-6,4-6 |
| Challenger Nanchang | 2016/09/14 03:45 | Luca Vanni v Blaz Kavcic | 5-7,2-6 |
| Challenger Nanchang | 2016/09/12 05:00 | Blaz Kavcic v Amir Weintraub | 6-4,6-3 |
| Challenger Shanghai | 2016/09/09 04:30 | Blaz Kavcic v Yasutaka Uchiyama | 5-7,3-6 |
| Challenger Shanghai | 2016/09/08 06:00 | Alexander Kudryavtsev v Blaz Kavcic | 3-6,5-7 |
| Challenger Shanghai | 2016/09/08 01:10 | Shuichi Sekiguchi v Blaz Kavcic | 5-7,3-6 |
| Challenger Bangkok 4 | 2016/09/03 05:40 | Blaz Kavcic v Norbert Gombos | 6-4,7-6 |