Round: 25 Ground: Hardcourt outdoor
| ATP Madrid | 2016/05/02 12:50 | Viktor Troicki v Andrey Kuznetsov | 4-6,4-6 |
| ATP Barcelona | 2016/04/21 11:30 | Fabio Fognini v Viktor Troicki | 6-3,6-2 |
| ATP Barcelona | 2016/04/20 11:30 | Marton Fucsovics v Viktor Troicki | 4-6,6-1,0-6 |
| ATP Monte Carlo | 2016/04/10 13:45 | Gilles Simon v Viktor Troicki | 6-3,6-4 |
| ATP Miami | 2016/03/27 16:30 | Viktor Troicki v David Goffin | 1-6,1-6 |
| ATP Miami | 2016/03/25 20:40 | Viktor Troicki v Inigo C Huegun | 6-7,7-6,7-6 |
| Davis Cup | 2016/03/06 17:20 | Viktor Troicki v Aleksandr Nedovyesov | 6-2,6-3,6-4 |
| Davis Cup | 2016/03/04 15:10 | Viktor Troicki v Mikhail Kukushkin | 5-7,2-6,4-6 |
| Challenger Tallahassee | 2016/04/29 23:35 | Frances Tiafoe v Ryan Harrison | 7-6,6-4 |
| Challenger Tallahassee | 2016/04/28 19:30 | Noah Rubin v Ryan Harrison | 6-2,0-6,3-6 |
| Challenger Tallahassee | 2016/04/27 19:45 | Ryan Harrison v Giovanni Lapentti | 6-3,6-4 |
| Challenger Tallahassee | 2016/04/26 19:15 | Henri Laaksonen v Ryan Harrison | 3-6,6-7 |
| Challenger Savannah | 2016/04/18 21:30 | Jared Donaldson v Ryan Harrison | 6-2,7-6 |
| Challenger Sarasota | 2016/04/11 19:35 | Guilherme Clezar v Ryan Harrison | 7-5,6-2 |
| ATP Miami Qual | 2016/03/21 18:50 | Horacio Zeballos v Ryan Harrison | 6-7,6-3,6-4 |
| ATP Memphis | 2016/02/11 01:30 | Kei Nishikori v Ryan Harrison | 6-2,7-5 |