| ITF Turkey F21 | 06/01 09:55 | 27 | Heyman, Christopher v Winkler, Georg | 3-6,6-4,6-3 | |
| ITF Turkey F21 | 05/31 11:10 | 26 | Heyman, Christopher v Jonas Trinker | 6-7,6-3,7-6 | |
| ITF Turkey F21 | 05/29 07:30 | 25 | Heyman, Christopher v Krivokuca, Neven | 7-6,6-0 | |
| Challenger Lisbon Qual | 05/12 13:35 | 45 | Heyman, Christopher v Vega Hernandez, David | 1-6,3-6 | |
| Challenger Braga | 05/08 17:25 | 25 | [144] Sousa, Pedro v Heyman, Christopher [294] | 6-2,6-2 | |
| Challenger Guadalajara | 04/17 17:00 | 25 | [269] Heyman, Christopher v Sarkissian, Alexander [262] | 4-6,6-7 | |
| Challenger - Mexique | 04/09 22:25 | 25 | [265] Heyman, Christopher v Menendez-Maceiras, Adrian [141] | 6-1,5-7,2-6 | |
| ITF Portugal F6 | 03/29 11:00 | 27 | [478] Artunedo Martinav. v Heyman, Christopher [263] | 6-2,6-1 | |
| ITF Portugal F6 | 03/28 14:45 | 26 | Pulgar-Garcia, Jaime v Heyman, Christopher | 3-6,2-6 | |
| ITF Portugal F6 | 03/27 15:20 | 25 | Kenneth Raisma v Heyman, Christopher | 4-6,7-6,6-7 | |
| ITF Switzerland F2 | 02/14 14:00 | 26 | Heyman, Christopher v Desein, Niels | 6-7,4-6 | |
| ITF Switzerland F2 | 02/13 08:00 | 25 | Heyman, Christopher v Filip Duda | 7-6,6-4 | |
| ITF Switzerland F1 | 02/07 12:00 | 25 | Heyman, Christopher v Jacq, Gregoire | 4-6,5-7 | |
| ITF Germany F2 | 01/28 13:00 | 29 | Heyman, Christopher v Doumbia, Sadio | 6-7,5-7 | |
| ITF Germany F2 | 01/27 13:50 | 28 | Jan Choinski v Heyman, Christopher | 4-6,6-4,6-7 | |
| ITF Germany F2 | 01/26 13:50 | 27 | Heyman, Christopher v Daniel Masur | 6-0,6-1 | |
| ITF Germany F2 | 01/25 19:20 | 26 | Heyman, Christopher v Elmar Ejupovic | 7-5,7-6 | |
| ITF Germany F2 | 01/23 18:30 | 25 | Heyman, Christopher v Boutillier, Remi | 6-3,3-6,6-1 | |
| Challenger - Koblenz | 01/18 10:00 | 26 | Ilya Ivashka v Heyman, Christopher | 6-4,6-4 | |
| Challenger - Koblenz | 01/17 12:20 | 25 | Karim-Mohamed Maamoun v Heyman, Christopher | 3-6,3-6 | |
| Challenger Koblenz Qual | 01/15 18:10 | 54 | Heyman, Christopher v Bega, Alessandro | 6-1,6-4 | |
| Challenger Koblenz Qual | 01/15 14:20 | 46 | Heyman, Christopher v Marlon Vankan | 6-1,7-6 | |
| Challenger Andria | 11/26 17:00 | 29 | [171] Ignatik, Uladzimir v Heyman, Christopher [351] | 6-7,6-4,7-6 | |
| Challenger Andria | 11/25 13:30 | 28 | [149] Mirza Basic v Heyman, Christopher [351] | 3-6,7-5,5-7 | |
| Challenger Andria | 11/24 11:00 | 27 | [229] Zdenek Kolar v Heyman, Christopher [351] | 5-7,6-7 | |
| Challenger Andria | 11/22 19:00 | 26 | Heyman, Christopher v Ricardas Berankis | 6-3,6-3 | |
| Challenger Andria | 11/21 11:45 | 25 | [351] Heyman, Christopher v Arnaboldi, Andrea [225] | 7-6,6-4 | |
| Challenger Andria Qual | 11/19 10:00 | 54 | Heyman, Christopher v Matsukevitch, Denis | 3-6,6-4,6-3 | |
| Challenger Andria Qual | 11/18 09:55 | 46 | Heyman, Christopher v Andrea Bolla | 6-4,5-7,6-3 | |
| ITF Israel F15 Qual | 11/03 09:50 | 28 | Heyman, Christopher v Mertens, Yannick | 6-7,6-3,2-6 |