| ITF M15 Monastir | 05/13 15:45 | 62 | Alexander Tokar v Josh Roe Flannelly | 6-7,6-3,10-4 | |
| ITF M15 Monastir | 05/06 08:00 | 62 | Nicolas Ifi v Josh Roe Flannelly | 6-3,3-6,10-6 | |
| ITF M15 Monastir | 04/28 08:30 | 62 | Ethan Cook v Josh Roe Flannelly | 6-4,6-4 | |
| ITF M15 Monastir | 04/21 08:00 | 62 | Tai Leonard Sach v Josh Roe Flannelly | 6-1,6-0 | |
| ITF M15 Heráklion | 03/17 09:00 | 62 | Roman Ruenger v Josh Roe Flannelly | 6-2,6-1 | |
| ITF M15 Monastir | 02/25 12:00 | 62 | Ludovico Vaccari v Josh Roe Flannelly | 6-2,6-4 | |
| ITF M15 Monastir | 02/20 11:05 | 25 | Adrien Gobat v Josh Roe Flannelly | 6-1,6-1 | |
| ITF M15 Monastir | 12/24 08:00 | 62 | William Jansen v Josh Roe Flannelly | 6-1,6-0 | |
| ITF M15 Monastir | 12/21 08:30 | 25 | Josh Roe Flannelly v Tomasz Berkieta | 1-6,2-6 | |
| ITF M15 Monastir | 12/10 11:00 | 62 | Josh Roe Flannelly v Mattia Ricci | 4-6,5-7 | |
| UTR Pro Easton | 11/14 12:30 | - | Sizya Ernest Kivanda v Josh Roe Flannelly | 6-3,4-1 | |
| UTR Pro Easton | 11/13 09:30 | - | Josh Roe Flannelly v Ali Habib | 1-6,3-6 | |
| ITF M25 Monastir | 11/05 10:30 | 62 | Saba George Nanobashvili v Josh Roe Flannelly | 7-6,6-1 | |
| ITF M15 Monastir | 10/29 07:30 | 62 | Tobias Smoliner v Josh Roe Flannelly | Retired | |
| UTR Pro Zadar | 10/19 06:00 | - | Josh Roe Flannelly v Christos Keisidis | 0-6,0-2 | |
| UTR Pro Zadar | 10/18 08:34 | - | Duje Kekez v Josh Roe Flannelly | 7-5,6-1 | |
| UTR Pro Zadar | 10/17 06:00 | - | Tim Heger v Josh Roe Flannelly | 6-0,5-4 | |
| ITF M15 Monastir | 10/10 08:00 | 25 | Josh Roe Flannelly v Tom Gentzsch | 4-6,0-6 | |
| ITF M15 Monastir | 10/02 08:00 | 62 | Daniel Salazar v Josh Roe Flannelly | 6-3,7-6 | |
| ITF M15 Monastir | 09/24 10:30 | 62 | Daniele Rapagnetta v Josh Roe Flannelly | 6-1,6-2 | |
| ITF M25 Split | 04/17 16:25 | 62 | Josh Roe Flannelly v Tilen Kovac | 1-6,4-6 | |
| ITF M25 Split | 04/17 07:00 | 62 | Josh Roe Flannelly v Dorian Kos | Walkover | |
| ITF M25 Reus | 04/02 12:00 | 62 | Josh Roe Flannelly v Liam Gavrielides | 0-6,0-6 | |
| ITF M15 Monastir | 03/19 11:30 | 62 | Josh Roe Flannelly v Tristan Piombo | 2-6,2-6 | |
| ITF M15 Monastir | 03/14 12:40 | 25 | Josh Roe Flannelly v Szymon Kielan | 2-6,3-6 | |
| ITF M15 Monastir | 03/05 10:30 | 62 | Hikaru Shiraishi v Josh Roe Flannelly | 1-6,0-6 | |
| ITF M15 Monastir | 02/27 13:30 | 62 | Josh Roe Flannelly v Thomas Mathys | 4-6,4-6 | |
| ITF M15 Monastir | 02/27 09:30 | 62 | Vito Tonejc v Josh Roe Flannelly | Retired | |
| ITF M15 Monastir | 02/26 08:00 | 62 | Essa Qabazard v Josh Roe Flannelly | 6-0,4-6,7-10 | |
| ITF M25 Manacor | 01/08 10:00 | 62 | Josh Roe Flannelly v Daniil Sarksian | 0-6,2-6 |