| ITF M15 Monastir | 09/18 09:55 | 25 | Josh Roe Flannelly v Ewen Lumsden | 3-6,0-6 | |
| ITF M15 Monastir | 09/11 11:15 | 25 | Josh Roe Flannelly v Oscar Jose Gutierrez | 1-6,3-6 | |
| ITF M15 Monastir | 09/10 11:05 | 19 | Josh Roe Flannelly v Tsihon Fedorov | 7-6,1-6,10-6 | |
| ITF M15 Monastir | 09/09 08:00 | 62 | Peter Alam v Josh Roe Flannelly | 3-6,6-3,5-10 | |
| ITF M15 Monastir | 09/08 10:00 | 62 | Christian Capacci v Josh Roe Flannelly | 5-7,6-7 | |
| ITF M15 Dublin | 08/07 11:40 | 25 | Alexis Canter v Josh Roe Flannelly | 7-5,6-1 | |
| ITF M15 Dublin | 08/05 08:30 | 19 | Josh Roe Flannelly v Filippo Giovannini | 4-6,7-6,10-6 | |
| ITF M15 Dublin | 08/04 08:00 | 54 | Imran Sibille v Josh Roe Flannelly | 3-6,6-3,6-10 | |
| ITF M15 Monastir | 06/10 08:00 | 62 | Hugo Pierre v Josh Roe Flannelly | 6-4,6-2 | |
| ITF M15 Monastir | 06/09 08:00 | 62 | Josh Roe Flannelly v Haithem Rabbouche | 6-1,6-3 | |
| ITF M15 Monastir | 06/02 12:00 | 62 | Josh Roe Flannelly v Patrick Foley | 4-6,2-6 | |
| ITF M15 Monastir | 05/26 10:00 | 62 | Josh Roe Flannelly v Youssef Kadiri Hassani | 3-6,3-6 | |
| ITF M15 Monastir | 05/13 15:45 | 62 | Alexander Tokar v Josh Roe Flannelly | 6-7,6-3,10-4 | |
| ITF M15 Monastir | 05/13 08:00 | 62 | Josh Roe Flannelly v Rohan Mehra | Retired | |
| 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 Heraklion | 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 |