| ITF M15 - Alaminos-Larnaca | 03/19 10:55 | 25 | Andrea Bacaloni v Stylianos Christodoulou | 6-1,4-6,7-6 | |
| ITF M15 - Alaminos-Larnaca | 03/14 09:40 | 26 | Lilian Marmousez v Stylianos Christodoulou | 6-3,6-0 | |
| ITF M15 - Alaminos-Larnaca | 03/13 12:25 | 25 | Stylianos Christodoulou v Sergis Kyratzis | 6-4,3-6,7-6 | |
| Davis Cup | 02/04 08:00 | 4 | Stylianos Christodoulou v Hamza Karmoussi | 6-3,6-1 | |
| ITF M15 - Limassol | 11/28 10:30 | 25 | Max Dahlin v Stylianos Christodoulou | 6-3,6-1 | |
| ITF M25 - Heraklion | 11/09 07:30 | 26 | Cezar Cretu v Stylianos Christodoulou | 6-1,7-6 | |
| ITF M25 - Heraklion | 11/08 10:45 | 25 | Stylianos Christodoulou v Daniele Rapagnetta | 6-3,6-4 | |
| ITF M25 - Heraklion | 11/07 07:30 | 62 | Stylianos Christodoulou v Federico Marchetti | 6-4,6-2 | |
| ITF M25 - Heraklion | 11/06 07:00 | 62 | Stylianos Christodoulou v William Norton | 6-1,6-3 | |
| ITF M25 - Heraklion | 10/31 07:00 | 44 | Stylianos Christodoulou v Ronetto Van Tilburg | 4-6,4-6 | |
| ITF M25 - Heraklion | 10/30 07:00 | 44 | Stylianos Christodoulou v Jacques-Kai Inoue | 6-3,6-1 | |
| ITF M15 - Heraklion | 10/25 06:30 | 25 | Stuart Parker v Stylianos Christodoulou | 7-5,7-5 | |
| ITF M15 - Heraklion | 10/24 06:30 | 44 | Stylianos Christodoulou v David Quayle | 6-4,2-6,10-8 | |
| ITF M15 - Heraklion | 10/23 06:30 | 44 | Stylianos Christodoulou v Ronetto Van Tilburg | 2-6,6-4,11-9 | |
| ITF M15 - Sharm El Sheikh | 10/05 09:00 | 26 | Stylianos Christodoulou v Jacob Bradshaw | 6-4,4-6,4-6 | |
| ITF M15 - Sharm El Sheikh | 10/04 12:10 | 25 | Joshua Sheehy v Stylianos Christodoulou | 6-4,3-6,6-7 | |
| ITF M15 - Sharm El Sheikh | 09/30 07:00 | 28 | Stuart Parker v Stylianos Christodoulou | 7-6,4-6,6-2 | |
| ITF M15 - Sharm El Sheikh | 09/29 07:00 | 27 | Stylianos Christodoulou v Tuncay Duran | 6-1,6-3 | |
| ITF M15 - Sharm El Sheikh | 09/28 09:40 | 26 | Stylianos Christodoulou v Peter Buldorini | 4-6,7-6,6-2 | |
| ITF M15 - Sharm El Sheikh | 09/27 10:45 | 25 | Zura Tkemaladze v Stylianos Christodoulou | 4-6,5-7 | |
| Davis Cup | 06/16 07:30 | 1 | Stylianos Christodoulou v Amar Huseinovikj | 6-1,6-2 | |
| Davis Cup | 06/15 07:30 | 1 | Stylianos Christodoulou v Alex Degabriele | 6-3,6-3 | |
| ITF M15 - Alaminos-Larnaca | 05/11 10:05 | 26 | Sebastian Gima v Stylianos Christodoulou | 6-2,6-2 | |
| ITF M15 - Alaminos-Larnaca | 05/10 08:25 | 25 | Stylianos Christodoulou v Moerani Bouzige | 5-7,6-1,7-5 | |
| ITF M15 - Alaminos-Larnaca | 05/02 06:00 | 25 | Stylianos Christodoulou v Vlad Andrei Dancu | 6-7,6-7 | |
| ITF M15 - Alaminos-Larnaca | 04/25 07:00 | 25 | Stylianos Christodoulou v Gabriel Donev | 3-6,1-6 | |
| ITF M15 - Heraklion | 03/23 11:05 | 26 | Aleksandre Bakshi v Stylianos Christodoulou | 6-2,6-3 | |
| ITF M15 - Heraklion | 03/22 15:20 | 25 | Hong Kit Wong v Stylianos Christodoulou | 1-6,6-7 | |
| ITF M15 - Heraklion | 03/21 08:00 | 19 | Elgin Khoeblal v Stylianos Christodoulou | 1-6,3-6 | |
| ITF M15 - Heraklion | 03/20 10:30 | 62 | Ignacio Martinez v Stylianos Christodoulou | 5-7,2-6 |