| 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 - Prag | 08/24 08:00 | 26 | [330] Mariano Navone v Henri Squire [291] | 7-5,6-1 | |
| Challenger - Prag | 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 - Zug | 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 - Posen | 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 | |
| Challenger - Heilbronn | 05/09 11:35 | 19 | [432] Johannes Haerteis v Henri Squire [353] | Retired | |
| Challenger - Heilbronn | 05/08 15:00 | 14 | [180] Saketh Myneni v Henri Squire [352] | 2-6,4-6 | |
| Challenger - Rom | 04/24 08:00 | 14 | [481] Vladyslav Orlov v Henri Squire [356] | 6-1,6-3 | |
| Challenger - Split | 04/18 10:05 | 19 | [328] Michael Geerts v Henri Squire [356] | 6-4,6-4 | |
| Challenger - Split | 04/17 13:40 | 14 | [414] Christopher Heyman v Henri Squire [353] | 1-6,2-6 | |
| Challenger - St Brieuc | 03/31 18:25 | 26 | [377] Henri Squire v Quentin Halys [115] | 4-6,6-7 | |
| Challenger - St Brieuc | 03/29 09:00 | 25 | [320] Mikael Torpegaard v Henri Squire [377] | 6-4,6-7,3-6 | |
| Challenger - St Brieuc | 03/28 09:00 | 19 | Jurgen Briand v Henri Squire | 6-3,2-6,6-7 | |
| Challenger - St Brieuc | 03/27 08:00 | 14 | [497] Luca Potenza v Henri Squire [377] | 2-6,4-6 | |
| Challenger - Lille | 03/22 12:00 | 25 | [282] Tobias Kamke v Henri Squire [404] | 6-2,6-4 |
Henri Squire (* 27. September 2000 in Duisburg) ist ein deutscher Tennisspieler.