Stadium: CENTRAL Round: 26 Ground: Hardcourt indoor
| Wimbledon Qual | 2016/06/24 13:00 | Marcus Willis v Daniil Medvedev | 3-6,7-5,6-3,6-4 |
| Wimbledon Qual | 2016/06/22 14:00 | Daniil Medvedev v Vincent Millot | 6-4,6-2 |
| Wimbledon Qual | 2016/06/21 09:30 | Daniil Medvedev v Stefan Kozlov | 6-2,6-2 |
| Challenger Bordeaux | 2016/05/13 14:05 | Rogerio Dutra Silva v Daniil Medvedev | 6-4,7-6 |
| Challenger Bordeaux | 2016/05/12 11:50 | Daniel Gimeno-Traver v Daniil Medvedev | 4-6,2-6 |
| Challenger Bordeaux | 2016/05/10 11:45 | Daniil Medvedev v Taro Daniel | 7-6,6-2 |
| Challenger Bordeaux Qual | 2016/05/08 13:45 | Noah Rubin v Daniil Medvedev | 7-5,2-6,4-6 |
| Challenger Tallahassee | 2016/04/27 16:25 | Donald Young v Daniil Medvedev | 6-4,7-6 |
| Challenger Blois | 2016/06/19 13:00 | Steve Darcis v Carlos Berlocq | 2-6,0-6 |
| Challenger Blois | 2016/06/18 11:45 | Antal Van Der Duim v Steve Darcis | 5-7,6-7 |
| Challenger Blois | 2016/06/17 12:45 | Andreas Beck v Steve Darcis | 2-6,0-6 |
| Challenger Blois | 2016/06/16 09:00 | Jordi Samper-Montana v Steve Darcis | 2-6,2-6 |
| Challenger Blois | 2016/06/14 10:40 | Ivan Nedelko v Steve Darcis | 2-6,5-7 |
| French Open | 2016/05/26 11:35 | Novak Djokovic v Steve Darcis | 7-5,6-3,6-4 |
| French Open | 2016/05/24 10:50 | Marsel Ilhan v Steve Darcis | 3-6,4-6,0-6 |
| French Open Qual | 2016/05/20 08:00 | Peter Gojowczyk v Steve Darcis | 2-6,2-6 |