| Challenger Braga | 09/24 12:15 | 14 | Henri Squire v Tiago Pereira | 3-6,6-3,1-6 | |
| Challenger Bad Waltersdorf | 09/19 13:10 | 25 | [185] Raul Brancaccio v Henri Squire [267] | 7-6,5-7,6-2 | |
| Challenger Bad Waltersdorf | 09/18 08:00 | 19 | [267] Henri Squire v Marcello Serafini [455] | 6-4,6-2 | |
| Challenger Bad Waltersdorf | 09/17 08:00 | 14 | [264] Henri Squire v David Pichler [294] | 6-7,6-3,6-4 | |
| Challenger Szczecin | 09/12 17:30 | 25 | [96] Federico Coria v Henri Squire [264] | 6-4,2-6,6-4 | |
| Challenger Szczecin | 09/11 11:40 | 19 | [262] Timo Stodder v Henri Squire [264] | 6-7,2-6 | |
| Challenger Szczecin | 09/10 12:20 | 14 | Jasza Szajrych v Henri Squire | 3-6,4-6 | |
| Challenger Tulln | 09/08 11:40 | 27 | [137] Flavio Cobolli v Henri Squire [278] | 6-1,6-2 | |
| Challenger Tulln | 09/06 15:00 | 26 | [35] Lucas Miedler v Henri Squire [278] | 6-4,3-6,4-6 | |
| Challenger Tulln | 09/04 13:00 | 25 | [278] Henri Squire v Jozef Kovalik [151] | 6-7,6-2,6-4 | |
| Challenger Praga | 08/22 09:50 | 25 | [277] Henri Squire v Federico Agustin Gomez [425] | 6-4,4-6,3-6 | |
| Challenger Todi | 08/14 14:00 | 25 | [377] Gabriel Debru v Henri Squire [276] | 6-3,7-6 | |
| Challenger Meerbusch | 08/10 12:55 | 26 | [278] Henri Squire v Manuel Guinard [281] | 4-6,4-6 | |
| Challenger Meerbusch | 08/09 11:35 | 25 | [109] Jurij Rodionov v Henri Squire [278] | 4-6,2-6 | |
| Challenger Luedenscheid | 08/04 08:00 | 26 | [282] Henri Squire v Raul Brancaccio [178] | 3-6,6-2,4-6 | |
| Challenger Luedenscheid | 08/01 11:10 | 25 | [226] Stefano Travaglia v Henri Squire [282] | Retired | |
| Challenger Tampere | 07/22 10:20 | 28 | [305] Henri Squire v Dalibor Svrcina [193] | 6-7,1-6 | |
| Challenger Tampere | 07/21 11:30 | 27 | [305] Henri Squire v Daniel Michalski [271] | 7-5,1-6,6-3 | |
| Challenger Tampere | 07/19 15:35 | 26 | [109] Zsombor Piros v Henri Squire [305] | 7-6,4-6,1-6 | |
| Challenger Tampere | 07/18 09:00 | 25 | [305] Henri Squire v Toby Kodat [489] | 3-6,7-5,6-0 | |
| Challenger Braunschweig | 07/09 11:00 | 14 | Henri Squire v Lewie Lane | Retired | |
| Challenger Karlsruhe | 07/03 12:35 | 25 | [145] Alejandro Tabilo v Henri Squire [311] | 7-5,6-1 | |
| ITF - Arlon M25 | 06/30 08:50 | 27 | Maxime Mora v Henri Squire | 6-3,7-6 | |
| ITF - Arlon M25 | 06/29 10:15 | 26 | Alexander Blockx v Henri Squire | 3-6,2-6 | |
| ITF - Arlon M25 | 06/28 13:40 | 25 | [247] Mick Veldheer v Henri Squire [306] | 7-6,3-6,6-7 | |
| ATP Halle | 06/18 10:35 | 19 | [344] Louis Wessels v Henri Squire [316] | 6-3,3-6,6-3 | |
| ATP Halle | 06/17 10:35 | 45 | [316] Henri Squire v Luca Van Assche [69] | 6-2,6-2 | |
| ATP Stuttgart | 06/10 13:45 | 14 | [308] Henri Squire v Yosuke Watanuki [126] | 6-4,5-7,3-6 | |
| Challenger Heilbronn | 06/06 15:00 | 25 | [308] Henri Squire v Pedro Martinez [135] | 4-6,2-6 | |
| Challenger Heilbronn | 06/05 09:30 | 19 | [308] Henri Squire v Mats Moraing [476] | Walkover |
Henri Squire (ur. 27 września 2000 w Duisburgu) – niemiecki tenisista, finalista juniorskiego Australian Open w grze podwójnej.