Stadium: CENTER COURT Round: 25 Ground: Hardcourt indoor
| 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 |
| 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 |
| US Open 2016 | 2016/08/31 19:10 | Guido Pella v Mikhail Youzhny | 2-6,1-6,6-7 |
| US Open | 2016/08/29 15:00 | Mikhail Youzhny v Martin Klizan | 6-2,6-1,6-1 |
| ATP Cincinnati | 2016/08/17 16:40 | Mikhail Youzhny v Kei Nishikori | 3-6,2-6 |
| ATP Cincinnati | 2016/08/16 15:00 | Taylor Fritz v Mikhail Youzhny | 1-6,3-6 |
| ATP Cincinnati Qual | 2016/08/14 22:10 | Mikhail Youzhny v Brian Baker | 6-4,6-1 |
| ATP Cincinnati Qual | 2016/08/13 15:20 | Mikhail Youzhny v Ricardas Berankis | 6-3,6-4 |
| ATP Hamburg | 2016/07/12 09:00 | Mikhail Youzhny v Renzo Olivo | 6-7,6-2,1-6 |
| Wimbledon | 2016/07/01 14:15 | Alexander Zverev v Mikhail Youzhny | 6-4,3-6,6-0,4-6,6-2 |