| ITF M25 Fort Worth | 10/22 19:05 | 25 | Tadeas Paroulek v Lloyd Glasspool | 6-4,6-3 | |
| Challenger Las Vegas | 10/15 21:25 | 25 | [428] Lloyd Glasspool v Emilio Gomez [143] | 2-6,7-6,3-6 | |
| Challenger Las Vegas | 10/14 18:00 | 24 | [418] Lloyd Glasspool v Martin Redlicki [436] | 7-5,7-6 | |
| ITF M25 Norman | 10/01 16:30 | 25 | Lloyd Glasspool v Jonathan Gray | 3-6,2-6 | |
| Challenger Glasgow | 09/17 14:05 | 25 | [387] Lloyd Glasspool v Nicola Kuhn [184] | 6-3,4-6,3-6 | |
| Challenger Glasgow | 09/16 15:10 | 24 | [387] Lloyd Glasspool v Riccardo Balzerani [481] | 6-3,6-2 | |
| Challenger Cassis | 09/02 08:30 | 24 | [377] Lloyd Glasspool v Illya Marchenko [430] | 4-6,4-6 | |
| Challenger Vancouver | 08/15 22:15 | 26 | [76] Ricardas Berankis v Lloyd Glasspool [387] | 7-6,6-1 | |
| Challenger Vancouver | 08/14 21:30 | 25 | Lloyd Glasspool v Taha Baadi | 6-3,6-2 | |
| Challenger Vancouver | 08/14 17:00 | 25 | Lloyd Glasspool v Viktor Troicki | Cancelled | |
| Challenger Vancouver | 08/13 02:05 | 24 | [428] Jordi Arconada v Lloyd Glasspool [387] | 5-7,3-6 | |
| Challenger Aptos | 08/05 23:00 | 24 | [389] Lloyd Glasspool v Martin Redlicki [386] | 6-7,4-6 | |
| Challenger Lexington | 08/03 18:00 | 28 | [332] Lloyd Glasspool v Alex Bolt [152] | 3-6,2-6 | |
| Challenger Lexington | 08/02 15:00 | 27 | [332] Lloyd Glasspool v Liam Broady [278] | 6-4,6-3 | |
| Challenger Lexington | 08/01 19:35 | 26 | [332] Lloyd Glasspool v Sem Verbeek [144] | 6-4,6-3 | |
| Challenger Lexington | 07/31 17:15 | 25 | [243] Kaichi Uchida v Lloyd Glasspool [332] | 4-6,3-6 | |
| Challenger Lexington | 07/29 15:40 | 24 | Toby Alex Kodat v Lloyd Glasspool | 1-6,4-6 | |
| Challenger Binghamton | 07/23 16:25 | 24 | [338] Lloyd Glasspool v Collin Altamirano [283] | 1-6,6-7 | |
| Challenger Nottingham | 06/10 13:35 | 166 | [354] Brydan Klein v Lloyd Glasspool [476] | 7-6,6-2 | |
| Challenger Surbiton | 06/03 14:30 | 24 | [468] Lloyd Glasspool v Dominik Koepfer [174] | 4-6,6-7 | |
| ITF M15 Heraklion | 05/19 07:30 | 29 | Lloyd Glasspool v Yshai Oliel | 3-6,4-6 | |
| ITF M15 Heraklion | 05/18 07:30 | 28 | Lloyd Glasspool v Peter Bothwell | 6-7,6-4,6-1 | |
| ITF M15 Heraklion | 05/17 07:00 | 27 | Lloyd Glasspool v Aaron Addison | 6-3,6-2 | |
| ITF M15 Heraklion | 05/16 07:00 | 26 | Lloyd Glasspool v Erik Crepaldi | 6-1,6-1 | |
| ITF M15 Heraklion | 05/15 09:35 | 25 | Lloyd Glasspool v Samuel Bothwell | 6-3,6-4 | |
| ITF M15 Heraklion | 05/10 07:00 | 27 | Lloyd Glasspool v Jonas Trinker | 4-6,4-6 | |
| ITF M15 Heraklion | 05/09 07:00 | 26 | Lloyd Glasspool v Valentin Guenther | 7-6,6-4 | |
| ITF M15 Heraklion | 05/07 10:00 | 25 | Lloyd Glasspool v Jesse Delaney | 6-4,6-0 | |
| ITF M25 Santa Margherita | 05/02 13:15 | 26 | Lloyd Glasspool v Federico Iannaccone | 3-6,2-6 | |
| ITF M25 Santa Margherita | 05/01 15:05 | 25 | Lloyd Glasspool v Gabriele Bosio | 6-3,6-3 |