| Challenger Hamburg | 03/15 13:30 | 27 | [271] Henri Squire v Rudolf Molleker [187] | Retired | |
| Challenger Hamburg | 03/13 15:35 | 26 | [245] Yasutaka Uchiyama v Henri Squire [271] | 4-6,2-6 | |
| Challenger Hamburg | 03/11 13:55 | 25 | [271] Henri Squire v Steven Diez [308] | 6-2,6-4 | |
| Challenger Lugano | 03/06 12:15 | 26 | [122] Zizou Bergs v Henri Squire [271] | 7-6,6-2 | |
| 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 M25 Trnava | 11/09 09:00 | 26 | Henri Squire v Matej Vocel | 3-6,4-6 | |
| ITF M25 Trnava | 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 |
Henri Squire (born 27 September 2000) is a German tennis player. He has a career-high ATP singles ranking of world No. 209, achieved on 6 May 2024, and a doubles ranking of No. 345, attained on 28 August 2023.
He played two seasons of college tennis for Wake Forest and became 2021 ACC Freshman of the Year and 2021 First-Team all ACC Singles.