Round: 23 Ground: Grass
| Open de France | 2016/05/22 09:00 | Gabashvili, Teimuraz v Young, Donald | 7-6,6-2,6-3 |
| Challenger - Tallahassee | 2016/04/28 23:55 | Young, Donald v Frances Tiafoe | 6-2,4-6,3-6 |
| Challenger - Tallahassee | 2016/04/27 16:25 | Young, Donald v Daniil Medvedev | 6-4,7-6 |
| Challenger - Tallahassee | 2016/04/26 21:20 | Young, Donald v Ernesto Escobedo | 6-3,6-4 |
| Challenger - Savannah | 2016/04/23 19:25 | Donaldson, Jared v Young, Donald | 6-4,6-3 |
| Challenger - Savannah | 2016/04/22 19:10 | Nicolas Kicker v Young, Donald | 4-6,5-7 |
| Challenger - Savannah | 2016/04/18 23:25 | Noah Rubin v Young, Donald | 5-7,6-7 |
| ATP - Houston | 2016/04/07 18:00 | Young, Donald v Smyczek, Tim | 2-6,4-6 |
| Open de France | 2016/05/23 11:35 | Chardy, Jérémy v Mayer, Leonardo | 6-4,3-6,6-4,6-2 |
| ATP - Madrid | 2016/05/02 10:00 | Mayer, Leonardo v Lopez, Feliciano | 6-7,6-4,4-6 |
| ATP - Miami | 2016/03/24 21:40 | Damir Dzumhur v Mayer, Leonardo | 4-6,6-3,6-4 |
| Coupe Davis | 2016/03/06 11:00 | Przysiezny, Michal v Mayer, Leonardo | 7-6,6-7,2-6,3-6 |
| Coupe Davis | 2016/03/04 15:50 | Hubert Hurkacz v Mayer, Leonardo | 2-6,6-7,2-6 |
| Challenger Shanghai | 2015/10/14 07:00 | Simon, Gilles v Mayer, Leonardo | 6-7,6-4,6-2 |
| Challenger Shanghai | 2015/10/12 10:55 | Mayer, Leonardo v Yan Bai | 6-0,6-1 |
| Coupe Davis | 2015/09/18 14:50 | Darcis, Steve v Mayer, Leonardo | 6-7,6-7,6-4,3-6 |