Round: 54 Ground: Clay
| ITF Switzerland F5 Qual | 2016/08/27 09:30 | Kalambay, Jessy v Sommer, Enzo | 6-1,6-3 |
| ITF Switzerland F4 | 2016/08/23 10:50 | Kalambay, Jessy v Marc-Andrea Huesler | 2-6,2-6 |
| ITF Switzerland F4 Qual | 2016/08/21 08:00 | Kalambay, Jessy v Kolly, Bastien | 7-6,4-6,6-1 |
| ITF Switzerland F4 Qual | 2016/08/20 14:50 | Kalambay, Jessy v Sanson, Maximilien | 6-3,6-2 |
| ITF Switzerland F3 | 2016/08/16 09:30 | Kalambay, Jessy v Tashi, Vullnet | 3-6,3-6 |
| ITF Switzerland F3 Qual | 2016/08/14 10:05 | Kalambay, Jessy v Leduc, Antoine | 7-5,7-5 |
| ITF Switzerland F3 Qual | 2016/08/13 13:30 | Kalambay, Jessy v Zocastello, Marco | 6-3,6-2 |
| ITF Italy F23 Qual | 2016/07/30 07:30 | Kalambay, Jessy v Bellutti, Manuel | 1-6,1-6 |