Stadium: P Round: 28 Ground: Hardcourt indoor
| Challenger Como | 2016/08/30 11:20 | Andrea Pellegrino v Filip Krajinovic | 4-6,3-6 |
| Challenger Manerbio | 2016/08/28 14:00 | Leonardo Mayer v Filip Krajinovic | 7-6,7-5 |
| Challenger Manerbio | 2016/08/27 13:50 | Jonathan Eysseric v Filip Krajinovic | 5-7,1-6 |
| Challenger Manerbio | 2016/08/26 09:00 | Filip Krajinovic v Taro Daniel | 6-4,6-3 |
| Challenger Manerbio | 2016/08/25 13:30 | Filip Krajinovic v Adrian Ungur | 6-3,6-4 |
| Challenger Manerbio | 2016/08/23 08:30 | Filip Krajinovic v Akira Santillan | 6-3,6-3 |
| ATP Umag | 2016/07/19 17:25 | Filip Krajinovic v Carlos Berlocq | 3-6,1-6 |
| Challenger Rome | 2016/05/07 14:00 | Filip Krajinovic v Kyle Edmund | 6-7,0-6 |
| Challenger Mons | 2016/10/05 11:45 | Jerzy Janowicz v Ricardas Berankis | 5-7,6-7 |
| Challenger Mons | 2016/10/03 12:45 | Lukas Lacko v Jerzy Janowicz | 4-6,4-6 |
| Challenger Orleans | 2016/09/27 16:00 | Tommy Robredo v Jerzy Janowicz | 3-6,6-3,7-5 |
| Challenger Szczecin | 2016/09/15 17:00 | Jerzy Janowicz v Stefano Napolitano | 6-3,6-7,4-6 |
| Challenger Szczecin | 2016/09/13 18:20 | Nikoloz Basilashvili v Jerzy Janowicz | 5-7,6-7 |
| Challenger Genova | 2016/09/11 16:30 | Nicolas Almagro v Jerzy Janowicz | 6-7,4-6 |
| Challenger Genova | 2016/09/10 18:00 | Carlos Berlocq v Jerzy Janowicz | 6-3,5-7,6-7 |
| Challenger Genova | 2016/09/09 19:25 | Gianluca Mager v Jerzy Janowicz | 4-6,3-6 |