| 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 Dallas | 2016/02/07 02:20 | Daniel Evans v Kyle Edmund | 3-6,2-6 |
| Challenger Dallas | 2016/02/06 02:25 | Tim Smyczek v Kyle Edmund | 5-7,3-6 |
| Challenger Dallas | 2016/02/04 17:30 | Grega Zemlja v Kyle Edmund | 5-7,1-6 |
| Challenger Dallas | 2016/02/03 20:25 | James McGee v Kyle Edmund | 3-6,4-6 |
| Challenger Dallas | 2016/02/02 23:45 | Sekou Bangoura v Kyle Edmund | 6-7,2-6 |
| Davis Cup | 2015/11/27 12:30 | David Goffin v Kyle Edmund | 3-6,1-6,6-2,6-1,6-0 |
| Challenger Tiburon | 2015/09/28 20:20 | Brydan Klein v Kyle Edmund | 6-4,6-1 |
| US Open Qual | 2015/08/28 18:20 | Kyle Edmund v Yoshihito Nishioka | 2-6,6-0,5-7 |