| ITF M25 Santa Margherita | 04/25 12:00 | 26 | David Pichler v Lloyd Glasspool | 6-2,6-3 | |
| ITF M25 Santa Margherita | 04/24 12:00 | 25 | Adrian Obert v Lloyd Glasspool | 1-6,5-7 | |
| ITF M25 Sunderland | 04/09 12:30 | 25 | Lloyd Glasspool v Andres Artunedo Martinavarro | Cancelled | |
| ITF M25 Bolton | 04/06 09:00 | 28 | [424] Igor Sijsling v Lloyd Glasspool [430] | 6-2,6-0 | |
| ITF M25 Bolton | 04/05 09:00 | 27 | [430] Lloyd Glasspool v Marc-Andrea Huesler [357] | Walkover | |
| ITF M25 Bolton | 04/04 09:00 | 26 | Lloyd Glasspool v Aidan Mchugh | 6-3,6-2 | |
| ITF M25 Bolton | 04/02 09:00 | 25 | [389] Martin Redlicki v Lloyd Glasspool [430] | 6-3,5-7,3-6 | |
| ITF M25 Calabasas | 03/20 17:00 | 25 | [430] Lloyd Glasspool v Alen Avidzba [386] | 7-5,3-6,0-6 | |
| ITF M25 Bakersfield | 03/15 20:00 | 27 | [430] Lloyd Glasspool v Aleksandar Vukic [362] | 2-6,5-7 | |
| ITF M25 Bakersfield | 03/15 02:25 | 26 | Jack Draper v Lloyd Glasspool | Retired | |
| ITF M25 Bakersfield | 03/13 18:00 | 25 | Ryan Peniston v Lloyd Glasspool | 4-6,2-6 | |
| ITF M25 Glasgow | 02/21 14:20 | 26 | [297] Liam Broady v Lloyd Glasspool [426] | 6-4,7-6 | |
| ITF M25 Glasgow | 02/20 10:00 | 25 | [419] Zizou Bergs v Lloyd Glasspool [426] | 6-4,3-6,4-6 | |
| ITF M25 Barnstaple | 02/14 13:40 | 27 | Lloyd Glasspool v Ryan Peniston | 5-7,1-6 | |
| ITF M25 Barnstaple | 02/13 11:35 | 26 | [417] Tobias Simon v Lloyd Glasspool [428] | 6-7,4-6 | |
| ITF M25 Barnstaple | 02/12 12:25 | 25 | [428] Lloyd Glasspool v Orlando Luz [471] | 6-7,6-4,6-3 | |
| ITF M25 Oberentfelden | 02/09 14:45 | 28 | Lloyd Glasspool v Sandro Ehrat | 4-6,4-6 | |
| ITF M25 Oberentfelden | 02/08 17:50 | 27 | Elmar Ejupovic v Lloyd Glasspool | 3-6,6-7 | |
| ITF M25 Oberentfelden | 02/07 15:00 | 26 | Mattia Bellucci v Lloyd Glasspool | 7-6,5-7,0-6 | |
| ITF M25 Oberentfelden | 02/06 13:35 | 25 | Jules Okala v Lloyd Glasspool | 3-6,6-7 | |
| ITF M25 Tucson | 01/12 18:00 | 28 | [443] Martin Redlicki v Lloyd Glasspool [426] | 3-6,7-6,6-2 | |
| ITF M25 Tucson | 01/11 17:00 | 27 | Peter Kobelt v Lloyd Glasspool | 3-6,7-6,4-6 | |
| ITF M25 Tucson | 01/10 17:00 | 26 | Jenson Brooksby v Lloyd Glasspool | 3-6,2-6 | |
| ITF M25 Tucson | 01/09 21:15 | 25 | Siphosothando Montsi v Lloyd Glasspool | 4-6,6-3,3-6 | |
| ITF M25 Los Angeles | 01/02 22:10 | 25 | Lloyd Glasspool v Brandon Holt | 4-6,2-6 | |
| Challenger Champaign | 11/13 21:15 | 25 | [444] Lloyd Glasspool v Reilly Opelka [116] | 6-7,6-7 | |
| Challenger Charlottesville | 10/30 15:25 | 25 | [346] Thai-Son Kwiatkowski v Lloyd Glasspool [453] | Retired | |
| Challenger Charlottesville | 10/29 15:30 | 54 | Nuno Borges v Lloyd Glasspool | 3-6,6-7 | |
| Challenger Charlottesville | 10/28 17:50 | 46 | Henrik Wiersholm v Lloyd Glasspool | 4-6,2-6 | |
| Challenger Charlottesville | 10/27 21:45 | 45 | [452] Lloyd Glasspool v Evan King [308] | 1-6,6-3,6-2 |