Round: 25 Ground: Hardcourt indoor
| Challenger Las Vegas | 2016/10/18 19:40 | Lloyd Glasspool v Sam Groth | 5-7,3-6 |
| Challenger Las Vegas Qual | 2016/10/17 17:30 | Lloyd Glasspool v Greg Jones | 6-4,7-6 |
| Challenger Las Vegas Qual | 2016/10/16 20:55 | Lloyd Glasspool v Ruan Roelofse | 7-6,6-4 |
| Challenger Fairfield Qual | 2016/10/10 17:00 | Lloyd Glasspool v Brydan Klein | 4-6,3-6 |
| Challenger Fairfield Qual | 2016/10/09 18:20 | Lloyd Glasspool v Erik Crepaldi | 6-2,6-3 |
| Challenger Fairfield Qual | 2016/10/08 17:00 | Lloyd Glasspool v Hendrik Jebens | 6-3,6-7,7-6 |
| Challenger Tiburon | 2016/09/27 19:35 | Joris De Loore v Lloyd Glasspool | 6-2,7-6 |
| Challenger Tiburon Qual | 2016/09/26 17:00 | Dennis Nevolo v Lloyd Glasspool | 3-6,6-4,6-7 |
| ITF Croatia F11 | 2016/10/20 07:30 | Nino Serdarusic v Simone Roncalli | 6-3,6-4 |
| ITF Croatia F11 | 2016/10/18 11:00 | Simone Roncalli v Boris Fassbender | 6-2,7-6 |
| ITF Italy F32 | 2016/10/17 08:00 | Simone Roncalli v Maxime Pauwels | 6-2,6-3 |
| ITF Italy F32 | 2016/10/16 08:00 | Simone Roncalli v Mile Matic | 6-3,6-1 |
| ITF Italy F32 | 2016/10/15 07:00 | Simone Roncalli v Grega Boh | 6-1,6-0 |
| ITF Croatia F10 | 2016/10/12 11:05 | James Marsalek v Simone Roncalli | 7-6,1-6,6-0 |
| ITF Italy F32 | 2016/10/10 07:00 | Simone Roncalli v Sorin Andrei Iordache | 6-3,6-0 |
| ITF Italy F32 | 2016/10/09 10:00 | Simone Roncalli v Robert Willekes MacDonald | 6-4,6-1 |