Stadium: Court Rainier III Round: 45 Ground: Clay
| Davis Cup | 2015/03/06 06:00 | Mikhail Kukushkin v Simone Bolelli | 7-6,6-1,6-2 |
| ATP Shanghai Qual | 2016/10/08 04:00 | Michael Berrer v Mikhail Kukushkin | 6-3,6-4 |
| ATP Beijing Qual | 2016/10/01 04:30 | Evgeny Donskoy v Mikhail Kukushkin | 6-4,6-1 |
| ATP Shenzhen | 2016/09/29 12:00 | Tomas Berdych v Mikhail Kukushkin | 7-6,7-6 |
| ATP Shenzhen | 2016/09/27 07:05 | Mikhail Kukushkin v Lukas Rosol | 6-3,6-7,7-6 |
| Davis Cup | 2016/09/18 12:05 | Andrey Kuznetsov v Mikhail Kukushkin | 6-1,6-2,6-2 |
| Davis Cup | 2016/09/17 11:35 | Evgeny Donskoy v Mikhail Kukushkin | 7-6,2-6,6-4,2-6,2-6 |
| US Open | 2016/08/29 21:20 | Lucas Pouille v Mikhail Kukushkin | 3-6,6-2,6-4,6-2 |
| Wimbledon | 2016/06/28 12:40 | Mikhail Kukushkin v Martin Klizan | 7-6,7-6,6-4 |
| French Open | 2016/05/22 11:45 | Kei Nishikori v Simone Bolelli | 6-1,7-5,6-3 |
| ATP Marrakech | 2016/04/05 13:50 | Simone Bolelli v Taro Daniel | 7-5,6-4 |
| ATP Miami | 2016/03/23 22:50 | Taylor Fritz v Simone Bolelli | 6-4,6-2 |
| Challenger Shanghai | 2015/10/13 05:30 | Simone Bolelli v Vasek Pospisil | 3-6,4-6 |
| Challenger Shanghai | 2015/10/10 04:00 | Simone Bolelli v Matteo Donati | 6-4,6-3 |
| Davis Cup | 2015/09/18 07:00 | Teymuraz Gabashvili v Simone Bolelli | 7-6,6-1,6-3 |
| US Open | 2015/08/31 15:00 | Simone Bolelli v David Goffin | 4-6,1-6,2-6 |
| Challenger Prague 2 | 2015/08/14 11:00 | Axel Michon v Simone Bolelli | 6-2,4-6,7-6 |