Round: 26 Ground: Hardcourt indoor
| ITF Kuwait F2 | 2016/11/06 23:00 | Fred Simonsson v Karl Adrian R. Noerstenaes | 6-1,6-3 |
| ITF Kuwait F1 | 2016/11/02 23:00 | Fred Simonsson v Maximilian Neuchrist | 1-6,2-6 |
| ITF Kuwait F1 | 2016/11/01 23:00 | Fred Simonsson v Abdulhamid Mubarak | 6-1,7-5 |
| ITF Kuwait F1 | 2016/10/31 23:00 | Fred Simonsson v Hassan Al Mousa | 6-1,6-2 |
| ITF Sweden F5 | 2016/10/04 15:10 | Kenneth Raisma v Fred Simonsson | 6-3,7-5 |
| ITF Sweden F4 | 2016/09/27 09:00 | Fred Simonsson v Milos Sekulic | 6-2,1-6,1-6 |
| Challenger Genova Qual | 2016/09/05 14:15 | Fred Simonsson v Dino Marcan | 4-6,1-6 |
| Challenger Genova Qual | 2016/09/05 09:25 | Nikola Mektic v Fred Simonsson | 6-7,7-5,6-7 |
| ITF Kuwait F2 | 2016/11/06 23:00 | Abdulhameed Alshatti v Robert Willekes MacDonald | 1-6,6-4,0-6 |
| ITF Italy F32 | 2016/10/09 10:00 | Simone Roncalli v Robert Willekes MacDonald | 6-4,6-1 |
| ITF Italy F32 | 2016/10/08 11:30 | Patrik Jancovic v Robert Willekes MacDonald | 3-6,2-6 |
| ITF Italy F32 | 2016/10/02 07:00 | Bogdan Bajic v Robert Willekes MacDonald | 7-6,5-7,6-4 |
| ITF Italy F32 | 2016/10/01 07:00 | Tomislav E Papac v Robert Willekes MacDonald | 3-6,3-6 |
| Challenger Rome 2 Qual | 2016/09/24 11:20 | Robert Willekes MacDonald v Daniele Capecchi | 0-6,3-6 |
| ITF Netherlands F7 | 2016/08/29 08:00 | Alessandro Luisi v Robert Willekes MacDonald | 6-4,7-6 |
| ITF Netherlands F6 | 2016/08/23 11:20 | Robert Willekes MacDonald v Roy Sarut De Valk | 6-3,6-7,0-6 |