| Challenger - Heilbronn | 06/07 16:00 | 27 | [184] Alexander Ritschard v Henri Squire [221] | 6-2,6-3 | |
| Challenger - Heilbronn | 06/05 16:05 | 26 | [221] Henri Squire v Maximilian Marterer [101] | 6-0,6-2 | |
| Challenger - Heilbronn | 06/04 11:15 | 25 | [221] Henri Squire v Adolfo Daniel Vallejo [291] | 6-3,6-2 | |
| French Open | 05/30 09:00 | 24 | [221] Henri Squire v Felix Auger Aliassime [21] | 4-6,6-4,3-6,2-6 | |
| French Open | 05/27 09:00 | 23 | [94] Max Purcell v Henri Squire [221] | 2-6,2-6,6-3,6-4,6-7 | |
| French Open | 05/24 11:55 | 19 | [170] Andrea Vavassori v Henri Squire [211] | 3-6,6-3,4-6 | |
| French Open | 05/22 16:35 | 15 | [185] Hugo Grenier v Henri Squire [211] | 2-6,4-6 | |
| French Open | 05/21 12:40 | 14 | [211] Henri Squire v Damir Dzumhur [129] | 2-6,6-3,6-4 | |
| Challenger - Bordeaux | 05/14 16:20 | 19 | [183] Matteo Martineau v Henri Squire [209] | 6-4,2-6,6-4 | |
| Challenger - Bordeaux | 05/13 12:05 | 14 | [389] Louis Wessels v Henri Squire [209] | 4-6,2-6 | |
| Challenger - Prag | 05/08 08:00 | 25 | [148] Leandro Riedi v Henri Squire [209] | 6-7,6-4,6-4 | |
| Challenger - Ostrava | 04/28 09:00 | 29 | [145] Damir Dzumhur v Henri Squire [235] | 6-2,4-6,7-5 | |
| Challenger - Ostrava | 04/27 09:00 | 28 | [271] Timofey Skatov v Henri Squire [235] | 3-6,4-6 | |
| Challenger - Ostrava | 04/26 10:00 | 27 | [205] Dennis Novak v Henri Squire [235] | 3-6,2-6 | |
| Challenger - Ostrava | 04/24 08:00 | 26 | [445] Jelle Sels v Henri Squire [235] | 6-7,2-6 | |
| Challenger - Ostrava | 04/22 15:00 | 25 | [235] Henri Squire v Gabriel Diallo [154] | 6-2,5-7,6-4 | |
| ATP - München | 04/14 11:05 | 19 | [240] Henri Squire v Ivan Gakhov [223] | 3-6,4-6 | |
| ATP - München | 04/13 13:20 | 14 | [342] Hazem Naw v Henri Squire [240] | 1-6,1-6 | |
| ATP - München | 04/13 12:00 | 14 | Rudolf Molleker v Henri Squire | Cancelled | |
| Challenger - Split | 04/12 10:00 | 27 | [240] Henri Squire v Benjamin Bonzi [168] | 6-4,3-6,4-6 | |
| Challenger - Split | 04/11 14:00 | 26 | [500] Luka Mikrut v Henri Squire [240] | 3-6,4-6 | |
| Challenger - Split | 04/09 13:15 | 25 | [353] Jakub Nicod v Henri Squire [240] | 2-6,6-7 | |
| Challenger - Barcelona | 04/02 13:35 | 25 | [244] Henri Squire v Carlos Taberner [392] | 4-6,4-6 | |
| ITF - M25 - Trnava | 03/30 09:55 | 28 | [240] Henri Squire v Jakub Nicod [397] | 2-6,6-4,1-6 | |
| ITF - M25 - Trnava | 03/29 09:00 | 27 | [240] Henri Squire v Robin Bertrand [449] | 6-3,6-2 | |
| ITF - M25 - Trnava | 03/28 09:00 | 26 | [240] Henri Squire v Jakub Paul [233] | 6-3,6-2 | |
| ITF - M25 - Trnava | 03/26 14:50 | 25 | [240] Henri Squire v Patrick Zahraj [476] | 6-7,6-4,6-3 | |
| Challenger - Hamburg | 03/17 12:00 | 29 | [271] Henri Squire v Clement Chidekh [320] | 6-4,6-2 | |
| Challenger - Hamburg | 03/16 13:45 | 28 | [271] Henri Squire v Alexander Blockx [307] | 6-3,7-5 | |
| Challenger - Hamburg | 03/15 13:30 | 27 | [271] Henri Squire v Rudolf Molleker [187] | Retired |
Henri Squire (* 27. September 2000 in Duisburg) ist ein deutscher Tennisspieler.