Round: 54 Ground: Hardcourt outdoor
| Challenger Knoxville Qual | 2016/11/07 16:40 | Lloyd Glasspool v Jared Hiltzik | 4-6,3-6 |
| 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 Andria | 2016/11/23 10:00 | Egor Gerasimov v Dragos Dima | 6-2,7-5 |
| Challenger Brescia | 2016/11/17 14:20 | Marek Jaloviec v Egor Gerasimov | 6-7,5-7 |
| Challenger Brescia | 2016/11/16 09:00 | Akira Santillan v Egor Gerasimov | 3-6,6-7 |
| Challenger Brescia Qual | 2016/11/14 11:30 | Egor Gerasimov v Laurynas Grigelis | 6-1,6-2 |
| Challenger Brescia Qual | 2016/11/13 12:50 | Egor Gerasimov v Viktor Galovic | 3-6,6-3,6-1 |
| Challenger Bratislava | 2016/11/11 12:00 | Egor Gerasimov v Marius Copil | 6-7,6-7 |
| Challenger Bratislava | 2016/11/09 14:10 | Uladzimir Ignatik v Egor Gerasimov | 3-6,2-6 |
| Challenger Bratislava | 2016/11/07 17:10 | Egor Gerasimov v Patrik Fabian | 6-3,6-3 |