| Challenger Bratysława | 11/09 15:30 | 25 | [112] Norbert Gombos v Henri Squire [379] | 6-4,6-3 | |
| Challenger Bratysława | 11/07 13:05 | 19 | [249] Oleksii Krutykh v Henri Squire [379] | 4-6,6-7 | |
| Challenger Bratysława | 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 Hamburg | 10/17 14:55 | 25 | [352] Duje Ajdukovic v Henri Squire [330] | 7-6,6-1 | |
| ITF - Sheffield M25 | 10/05 11:30 | 26 | [436] Alex Knaff v Henri Squire [329] | 6-4,7-5 | |
| ITF - Sheffield M25 | 10/04 13:55 | 25 | Johannus Monday v Henri Squire | 6-7,3-6 | |
| ITF - Falun M25 | 09/30 14:20 | 28 | [313] Henri Squire v Kacper Zuk [301] | 3-6,1-6 | |
| ITF - Falun M25 | 09/29 12:00 | 27 | [434] David Poljak v Henri Squire [313] | 4-6,5-7 | |
| ITF - Falun M25 | 09/28 12:00 | 26 | Lucas Renard v Henri Squire | 6-7,6-7 | |
| ITF - Falun M25 | 09/27 14:15 | 25 | [426] Simon Freund v Henri Squire [313] | 6-3,4-6,2-6 | |
| Challenger Stambuł | 09/14 08:35 | 26 | [314] Henri Squire v Radu Albot [108] | 4-6,3-6 | |
| Challenger Stambuł | 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 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 Poznań | 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 - Most M25 | 05/18 11:00 | 25 | Henri Squire v Pavel Nejedly | 4-6,2-6 |
Henri Squire (ur. 27 września 2000 w Duisburgu) – niemiecki tenisista, finalista juniorskiego Australian Open w grze podwójnej.