Round: 25 Ground: Grass
| ATP Newport Qual | 2016/07/11 15:00 | Amir Weintraub v Frank Dancevic | 6-7,7-6,4-6 |
| ATP Newport Qual | 2016/07/10 17:20 | Reilly Opelka v Frank Dancevic | 6-7,7-6,0-6 |
| ITF Bosnia and Herzegovina F2 | 2016/05/22 10:00 | Frank Dancevic v Kristijan Mesaros | 6-4,3-6,6-0 |
| ITF Bosnia and Herzegovina F2 | 2016/05/21 10:55 | Frank Dancevic v Dejan Katic | 6-3,6-1 |
| ITF Bosnia and Herzegovina F2 | 2016/05/20 10:35 | Frank Dancevic v Nino Serdarusic | 7-5,6-2 |
| ITF Bosnia and Herzegovina F2 | 2016/05/19 10:30 | Frank Dancevic v Matteo Herrmann-Zunic | 6-0,6-0 |
| ITF Bosnia and Herzegovina F2 | 2016/05/18 10:15 | Frank Dancevic v Elmar Ejupovic | 6-3,6-2 |
| ITF Bosnia and Herzegovina F1 | 2016/05/12 10:15 | Frank Dancevic v David Pichler | 6-7,6-2,6-7 |
| Wimbledon Qual | 2016/06/21 10:50 | Bjorn Fratangelo v Ryan Harrison | 6-4,7-5 |
| French Open Qual | 2016/05/18 17:00 | Ryan Harrison v Gerald Melzer | 4-6,7-6,4-6 |
| French Open Qual | 2016/05/16 14:30 | Alessandro Giannessi v Ryan Harrison | 3-6,2-6 |
| Challenger Heilbronn | 2016/05/10 09:00 | Ryan Harrison v Renzo Olivo | 6-3,3-6,2-6 |
| 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 |