| Challenger Bratislava | 11/06 15:00 | 14 | [452] Aldin Setkic v Henri Squire [350] | 7-6,2-6,6-7 | |
| Challenger Bergamo | 10/30 20:00 | 14 | [328] Henri Squire v Otto Virtanen [263] | 4-6,6-7 | |
| Challenger Amburgo | 10/17 14:55 | 25 | [352] Duje Ajdukovic v Henri Squire [330] | 7-6,6-1 | |
| ITF M25 Sheffield | 10/05 11:30 | 26 | [436] Alex Knaff v Henri Squire [329] | 6-4,7-5 | |
| ITF M25 Sheffield | 10/04 13:55 | 25 | Johannus Monday v Henri Squire | 6-7,3-6 | |
| ITF M25 Falun | 09/30 14:20 | 28 | [313] Henri Squire v Kacper Zuk [301] | 3-6,1-6 | |
| ITF M25 Falun | 09/29 12:00 | 27 | [434] David Poljak v Henri Squire [313] | 4-6,5-7 | |
| ITF M25 Falun | 09/28 12:00 | 26 | Lucas Renard v Henri Squire | 6-7,6-7 | |
| ITF M25 Falun | 09/27 14:15 | 25 | [426] Simon Freund v Henri Squire [313] | 6-3,4-6,2-6 | |
| Challenger Istanbul | 09/14 08:35 | 26 | [314] Henri Squire v Radu Albot [108] | 4-6,3-6 | |
| Challenger Istanbul | 09/13 10:10 | 25 | Henri Squire v Bogdan Ionut Apostol | Retired | |
| Challenger Tulln | 09/04 11:25 | 14 | Sebastian Prechtel v Henri Squire | 6-4,3-6,6-3 | |
| Challenger Praga | 08/24 08:00 | 26 | [330] Mariano Navone v Henri Squire [291] | 7-5,6-1 | |
| Challenger Praga | 08/22 11:45 | 25 | [325] Lukas Neumayer v Henri Squire [291] | 1-6,4-6 | |
| Challenger Grodzisk Mazowiecki | 08/16 08:00 | 25 | [287] Henri Squire v Jurij Rodionov [138] | 3-6,4-6 | |
| Challenger - Meerbusch | 08/09 13:50 | 25 | [288] Henri Squire v Adrian Andreev [353] | 2-6,4-6 | |
| Challenger Liberec | 07/31 12:40 | 14 | Henri Squire v Sumit Nagal | 3-6,2-6 | |
| Challenger Zugo | 07/24 09:00 | 14 | [293] Henri Squire v Jakub Paul [457] | 3-6,2-6 | |
| ATP Halle | 06/13 14:25 | 25 | [62] Laslo Djere v Henri Squire [291] | Retired | |
| Challenger Nottingham | 06/07 10:00 | 25 | [307] Henri Squire v Jack Sock [110] | 2-6,6-7 | |
| Challenger Nottingham | 06/06 14:00 | 19 | [444] Charles Broom v Henri Squire [307] | 3-6,7-6,3-6 | |
| Challenger Nottingham | 06/06 10:00 | 14 | [490] Stuart Parker v Henri Squire [307] | 5-7,6-7 | |
| Challenger Poznan | 05/29 14:30 | 14 | Maks Kasnikowski v Henri Squire | Retired | |
| Challenger Troisdorf | 05/28 15:25 | 28 | [342] Henri Squire v Lukas Klein [327] | 4-6,1-6 | |
| Challenger Troisdorf | 05/27 11:40 | 27 | [217] Evgeny Donskoy v Henri Squire [342] | 6-2,3-6,4-6 | |
| Challenger Troisdorf | 05/26 15:30 | 26 | [342] Henri Squire v Thomas Fabbiano [182] | 6-4,6-3 | |
| Challenger Troisdorf | 05/24 16:00 | 25 | [399] Shintaro Mochizuki v Henri Squire [342] | 6-3,5-7,4-6 | |
| ITF M25 Most | 05/18 11:00 | 25 | Henri Squire v Pavel Nejedly | 4-6,2-6 | |
| Challenger Heilbronn | 05/11 11:10 | 26 | [353] Henri Squire v Chun Hsin Tseng [116] | 1-6,2-6 | |
| Challenger Heilbronn | 05/10 11:45 | 25 | [199] Zizou Bergs v Henri Squire [353] | 6-7,6-4,4-6 |
Henri Squire (Duisburg, 27 settembre 2000) è un tennista tedesco.
Il 6 maggio 2024 raggiunge il suo miglior ranking alla posizione 209 in singolare.
Nel 2024 supera le qualificazioni dell'Open di Francia di Parigi eliminando al primo turno del tabellone principale Max Purcell.