Round: 25 Ground: Clay
| US Open | 2015/09/01 19:40 | Janko Tipsarevic v Guillermo Garcia-Lopez | 6-7,6-4,6-4,3-6,1-6 |
| ATP Montreal | 2015/08/11 19:00 | Roberto Bautista-Agut v Janko Tipsarevic | 6-3,6-4 |
| Wimbledon | 2015/06/29 10:30 | Janko Tipsarevic v Marcel Granollers | 3-6,4-6,2-6 |
| ATP Halle Qual | 2015/06/13 09:00 | Janko Tipsarevic v Alejandro Falla | 2-6,4-6 |
| ATP Geneva | 2015/05/19 10:00 | Janko Tipsarevic v Denis Istomin | 0-6,2-6 |
| ATP Madrid Qual | 2015/05/03 09:00 | Janko Tipsarevic v Thanasi Kokkinakis | 3-6,6-4,6-7 |
| ATP Madrid Qual | 2015/05/02 09:00 | Vasek Pospisil v Janko Tipsarevic | 2-6,4-6 |
| ATP Munich | 2015/04/29 11:00 | Victor Estrella Burgos v Janko Tipsarevic | 6-4,6-7,7-5 |
| Challenger San Luis Potosi | 2016/03/25 20:00 | Federico Gaio v Hans Podlipnik-Castillo | 6-4,6-1 |
| Challenger San Luis Potosi | 2016/03/24 19:00 | Jordi Samper-Montana v Hans Podlipnik-Castillo | 3-6,4-6 |
| Challenger San Luis Potosi | 2016/03/22 21:10 | Jason Jung v Hans Podlipnik-Castillo | 4-6,0-6 |
| Challenger Santiago 2 Qual | 2016/03/08 15:00 | Thiago Monteiro v Hans Podlipnik-Castillo | 6-2,7-6 |
| Davis Cup | 2016/03/04 14:00 | Hans Podlipnik-Castillo v Jose Olivares | 6-1,6-1,7-6 |
| Challenger Campinas | 2015/09/22 15:35 | Nicolas Kicker v Hans Podlipnik-Castillo | 6-1,4-6,7-6 |
| Davis Cup | 2015/09/18 17:00 | Hans Podlipnik-Castillo v Jordi Munoz-Abreu | 6-4,6-3,6-3 |
| Challenger Como | 2015/09/01 13:40 | Hans Podlipnik-Castillo v Andrey Kuznetsov | 2-6,3-6 |