| Challenger Lugano | 03/05 13:10 | 25 | Henri Squire v Mika Brunold | 7-6,6-4 | |
| Challenger Lugano | 03/04 13:00 | 19 | [243] Yuta Shimizu v Henri Squire [278] | 6-2,6-7,3-6 | |
| Challenger Lugano | 03/03 18:30 | 14 | [344] Norbert Gombos v Henri Squire [278] | 6-7,3-6 | |
| Challenger Lille | 02/27 11:00 | 25 | [278] Henri Squire v Benjamin Hassan [154] | 7-6,6-7,3-6 | |
| Challenger Lille | 02/26 11:05 | 19 | [257] Henri Squire v Egor Gerasimov [368] | 6-3,6-7,7-6 | |
| Challenger Lille | 02/25 13:10 | 14 | [257] Henri Squire v Akira Santillan [382] | Retired | |
| Challenger Pau | 02/18 14:15 | 14 | [257] Henri Squire v Strong Kirchheimer [416] | 6-3,6-7,2-6 | |
| Challenger Cherbourg | 02/12 19:10 | 25 | [258] Ricardas Berankis v Henri Squire [257] | 6-3,4-6,7-5 | |
| Challenger Koblenz | 01/31 11:00 | 25 | [259] Henri Squire v Jules Marie [220] | 4-6,4-6 | |
| Challenger Ottignies | 01/26 18:50 | 27 | [271] Henri Squire v Damir Dzumhur [158] | 4-6,5-7 | |
| Challenger Ottignies | 01/25 12:30 | 26 | [271] Henri Squire v Marius Copil [294] | 6-2,6-2 | |
| Challenger Ottignies | 01/24 18:00 | 25 | [271] Henri Squire v Alexander Blockx [350] | 3-6,6-4,7-6 | |
| Challenger Ottignies | 01/23 11:20 | 19 | [250] Leandro Riedi v Henri Squire [271] | 6-1,3-6,6-3 | |
| Challenger Ottignies | 01/22 12:25 | 14 | [412] Tibo Colson v Henri Squire [271] | 2-6,6-3,5-7 | |
| Challenger Nonthaburi | 01/15 03:00 | 19 | [266] Tennys Sandgren v Henri Squire [271] | 7-6,7-6 | |
| Challenger Nonthaburi | 01/14 03:00 | 14 | [292] Chun Hsin Tseng v Henri Squire [271] | 6-7,0-6 | |
| Challenger Nonthaburi | 01/09 07:55 | 25 | [443] Yusuke Takahashi v Henri Squire [271] | 6-4,1-6,6-3 | |
| Challenger Maspalomas | 11/27 13:10 | 25 | [158] Filip Misolic v Henri Squire [261] | 6-3,6-4 | |
| Challenger Valencia | 11/20 10:00 | 19 | [262] Adrian Andreev v Henri Squire [264] | 6-3,6-3 | |
| Challenger Valencia | 11/19 09:00 | 14 | [402] Vilius Gaubas v Henri Squire [262] | 3-6,6-3,4-6 | |
| ITF - Trnava M25 | 11/09 09:00 | 26 | Henri Squire v Matej Vocel | 3-6,4-6 | |
| ITF - Trnava M25 | 11/07 16:45 | 25 | Henri Squire v Peter Benjamin Privara | 6-2,6-3 | |
| Challenger Ismaning | 11/01 11:55 | 26 | [265] Henri Squire v Marc-Andrea Huesler [173] | 3-6,7-5,6-7 | |
| Challenger Ismaning | 10/30 16:35 | 25 | [238] Denis Yevseyev v Henri Squire [265] | 3-6,4-6 | |
| Challenger Lisbon | 10/02 09:00 | 19 | [265] Henri Squire v Francesco Forti [349] | 7-6,1-6,1-6 | |
| Challenger Lisbon | 10/01 09:00 | 14 | [265] Henri Squire v Connor Thomson [322] | 6-4,3-6,6-1 | |
| 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 |
Henri Squire (ur. 27 września 2000 w Duisburgu) – niemiecki tenisista, finalista juniorskiego Australian Open w grze podwójnej.