| Challenger Ilkley Qual | 06/16 10:00 | 45 | [457] Lloyd Glasspool v Andrew Whittington [291] | 7-5,6-4 | |
| Challenger Nottingham Qual | 06/09 12:30 | 45 | [223] Tobias Kamke v Lloyd Glasspool [451] | 6-3,6-2 | |
| Challenger Surbiton | 06/05 12:20 | 25 | [451] Lloyd Glasspool v Taylor Fritz [68] | 6-4,3-6,4-6 | |
| Challenger Loughborough | 05/21 16:30 | 25 | James Ward v Lloyd Glasspool | 7-5,6-1 | |
| Challenger Glasgow | 05/02 13:50 | 26 | [386] Guillermo Olaso v Lloyd Glasspool [477] | 6-4,6-3 | |
| Challenger Glasgow | 04/30 13:00 | 25 | [477] Lloyd Glasspool v Marek Jaloviec [302] | 6-3,6-2 | |
| Challenger Leon Qual | 04/21 21:15 | 45 | Alejandro Gomez v Lloyd Glasspool | 7-5,7-5 | |
| Challenger Guadalajara Qual | 04/15 17:40 | 46 | [479] Lloyd Glasspool v Joao Souza [308] | 6-3,6-7,6-7 | |
| Challenger Guadalajara Qual | 04/14 18:00 | 45 | [479] Lloyd Glasspool v Cristian Rodriguez [362] | 6-4,6-4 | |
| Challenger Le Gosier | 03/27 22:10 | 25 | [425] Lloyd Glasspool v Filip Peliwo [186] | 4-6,1-6 | |
| ITF USA F8 | 03/20 22:25 | 25 | Lloyd Glasspool v Martin Redlicki | 3-6,2-6 | |
| ITF USA F7 | 03/17 17:00 | 27 | Lloyd Glasspool v Borna Gojo | 3-6,4-6 | |
| ITF USA F7 | 03/15 18:50 | 26 | Lloyd Glasspool v Evan Song | 7-5,6-3 | |
| ITF USA F7 | 03/14 18:00 | 25 | Lloyd Glasspool v Harry Bourchier | 6-4,5-7,6-3 | |
| ITF Italy F1 | 03/02 15:00 | 27 | Lloyd Glasspool v Luca Vanni | 6-3,4-6,4-6 | |
| ITF Italy F1 | 02/28 13:55 | 26 | Nino Serdarusic v Lloyd Glasspool | 6-7,3-6 | |
| ITF Italy F1 | 02/26 14:00 | 25 | Lloyd Glasspool v Daniel Masur | 7-6,6-3 | |
| ITF Great Britain F3 | 02/14 11:30 | 26 | Edward Corrie v Lloyd Glasspool | 3-6,6-3,6-4 | |
| ITF Great Britain F3 | 02/13 15:15 | 25 | Lloyd Glasspool v Jonathan Gray | 7-6,6-1 | |
| ITF Great Britain F2 | 02/06 10:00 | 25 | Lloyd Glasspool v Neil Pauffley | 6-1,1-6,4-6 | |
| ITF Great Britain F1 | 02/02 12:05 | 27 | Scott Griekspoor v Lloyd Glasspool | 6-2,6-4 | |
| ITF Great Britain F1 | 02/01 13:25 | 26 | Ronnie Schneider v Lloyd Glasspool | 4-6,4-6 | |
| ITF Great Britain F1 | 01/30 13:30 | 25 | Tiran Sanghera v Lloyd Glasspool | 5-7,2-6 | |
| ITF Turkey F2 | 01/17 09:45 | 25 | Marc Sieber v Lloyd Glasspool | 6-2,6-0 | |
| ITF Great Britain F5 | 09/22 10:15 | 28 | [449] Michal Konecny v Lloyd Glasspool [473] | Retired | |
| ITF Great Britain F5 | 09/21 09:00 | 27 | Lloyd Glasspool v Richard Gabb | 6-3,6-3 | |
| ITF Great Britain F5 | 09/20 08:30 | 26 | Lloyd Glasspool v Jonathan Gray | 2-6,6-4,6-2 | |
| ITF Great Britain F5 | 09/19 11:40 | 25 | Lloyd Glasspool v Peter Bothwell | 6-1,6-1 | |
| ITF Great Britain F4 | 09/17 10:00 | 29 | Oliver Golding v Lloyd Glasspool | 7-5,4-6,4-6 | |
| ITF Great Britain F4 | 09/16 10:00 | 28 | Lloyd Glasspool v Finn Bass | 7-6,6-2 |