| ITF Great Britain F4 | 09/15 12:35 | 27 | Enrico Dalla Valle v Lloyd Glasspool | 5-7,6-7 | |
| ITF Great Britain F4 | 09/14 11:50 | 26 | Jeremy Beale v Lloyd Glasspool | 5-7,1-6 | |
| ITF Great Britain F4 | 09/13 15:30 | 25 | Ryan James Storrie v Lloyd Glasspool | 2-6,4-6 | |
| ITF France F18 | 09/05 15:55 | 25 | [331] Geoffrey Blancaneaux v Lloyd Glasspool [487] | 6-3,6-1 | |
| ITF Belarus F3 | 08/25 08:00 | 28 | [495] Lloyd Glasspool v Hugo Grenier [414] | 2-6,3-6 | |
| ITF Belarus F3 | 08/24 09:00 | 27 | [244] Marsel Ilhan v Lloyd Glasspool [495] | 0-6,6-4,2-6 | |
| ITF Belarus F3 | 08/23 08:30 | 26 | Pavel Filin v Lloyd Glasspool | 1-6,6-4,2-6 | |
| ITF Belarus F3 | 08/22 07:00 | 25 | Maxime Cressy v Lloyd Glasspool | 4-6,6-7 | |
| ITF Belarus F2 | 08/17 08:55 | 27 | [499] Lloyd Glasspool v Dzmitry Zhyrmont [319] | 3-6,0-6 | |
| ITF Belarus F2 | 08/16 07:00 | 26 | Lloyd Glasspool v Vasko Mladenov | 6-2,6-3 | |
| ITF Belarus F2 | 08/15 07:00 | 25 | Lloyd Glasspool v Markos Kalovelonis | 5-7,6-1,6-2 | |
| ITF Ireland F1 | 07/21 11:45 | 27 | Lloyd Glasspool v Tom Farquharson | 4-6,4-6 | |
| ITF Ireland F1 | 07/21 09:00 | 26 | Lloyd Glasspool v Adrien Bossel | 6-2,7-6 | |
| ITF Ireland F1 | 07/18 14:40 | 25 | Lloyd Glasspool v Peter Bothwell | 6-3,6-4 | |
| Wimbledon Qual | 06/26 10:40 | 44 | [407] Lloyd Glasspool v Nicolas Jarry [182] | 3-6,1-6 | |
| Challenger Ilkley | 06/20 09:30 | 25 | Marco Trungelliti v Lloyd Glasspool | 6-7,6-4,6-2 | |
| Challenger Nottingham | 06/16 17:10 | 27 | [487] Lloyd Glasspool v Dudi Sela [98] | 2-6,6-7 | |
| Challenger Nottingham | 06/14 14:20 | 26 | [487] Lloyd Glasspool v Marc Polmans [175] | 6-2,6-3 | |
| Challenger Nottingham | 06/13 10:00 | 25 | [108] Go Soeda v Lloyd Glasspool [487] | 2-6,2-6 | |
| Challenger Nottingham Qual | 06/12 10:00 | 54 | [439] Alex Bolt v Lloyd Glasspool [487] | 6-7,6-1,4-6 | |
| Challenger Nottingham Qual | 06/11 12:40 | 46 | [495] Lloyd Glasspool v Alejandro Falla [298] | 4-6,6-4,6-4 | |
| Challenger Nottingham Qual | 06/10 16:05 | 45 | Lloyd Glasspool v Neil Pauffley | 6-2,4-6,6-2 | |
| Challenger Surbiton Qual | 06/04 17:05 | 46 | [495] Lloyd Glasspool v Hiroki Moriya [186] | 5-7,2-6 | |
| Challenger Surbiton Qual | 06/04 12:25 | 45 | Lloyd Glasspool v Alexander Ward | 6-3,6-4 | |
| Challenger Busan Qual | 05/13 02:00 | 45 | [399] Liam Broady v Lloyd Glasspool [438] | 6-3,6-1 | |
| Challenger Seoul Qual | 05/08 02:00 | 54 | [435] Lloyd Glasspool v Shuichi Sekiguchi [319] | 3-6,3-6 | |
| Challenger Seoul Qual | 05/07 05:10 | 46 | Juan Pablo Paz v Lloyd Glasspool | 3-6,2-6 | |
| Challenger Seoul Qual | 05/06 05:45 | 45 | Lloyd Glasspool v Sidharth Rawat | 6-7,6-4,7-6 | |
| Challenger Gimcheon Qual | 05/01 02:00 | 54 | [313] Austin Krajicek v Lloyd Glasspool [435] | 6-4,5-7,6-4 | |
| Challenger Gimcheon Qual | 04/30 04:50 | 46 | [393] Lloyd Glasspool v Luke Saville [319] | 6-4,4-6,6-0 |