Stadium: Court 4 Round: 23 Ground: Hardcourt outdoor
| ATP Paris | 2020/11/04 13:15 | Pierre-Hugues Herbert v Milos Raonic | 4-6,4-6 |
| ATP Paris | 2020/11/03 12:30 | Tennys Sandgren v Pierre-Hugues Herbert | 6-2,4-6,6-7 |
| ATP Vienna | 2020/10/24 09:00 | Vitaliy Sachko v Pierre-Hugues Herbert | 1-6,6-4,6-3 |
| ATP Cologne 2 | 2020/10/22 12:00 | Pierre-Hugues Herbert v Jannik Sinner | 3-6,1-6 |
| ATP Cologne 2 | 2020/10/20 13:30 | Tennys Sandgren v Pierre-Hugues Herbert | 3-6,6-3,3-6 |
| ATP Cologne 2 | 2020/10/18 09:00 | Pierre-Hugues Herbert v Sumit Nagal | 6-2,6-2 |
| ATP Cologne 2 | 2020/10/17 09:00 | Pierre-Hugues Herbert v Rudolf Molleker | 6-3,6-0 |
| ATP Cologne | 2020/10/12 14:00 | Radu Albot v Pierre-Hugues Herbert | 6-2,4-6,6-4 |
| Challenger Maia | 2020/12/06 15:00 | Carlos Taberner v Pedro Sousa | 0-6,7-5,2-6 |
| Challenger Maia | 2020/12/05 14:25 | Bernabe Zapata Miralles v Pedro Sousa | 4-6,1-6 |
| Challenger Maia | 2020/12/04 12:50 | Kimmer Coppejans v Pedro Sousa | 2-6,6-3,1-6 |
| Challenger Maia | 2020/12/03 13:00 | Gastao Elias v Pedro Sousa | 2-6,4-6 |
| Challenger Maia | 2020/12/01 14:55 | Maxime Hamou v Pedro Sousa | 2-6,2-6 |
| Challenger Lima | 2020/11/24 16:20 | Thiago Agustin Tirante v Pedro Sousa | 6-2,6-1 |
| Challenger Guayaquil | 2020/11/20 23:00 | Pedro Sousa v Roberto Carballes Baena | 4-6,2-6 |
| Challenger Guayaquil | 2020/11/19 16:30 | Pedro Sousa v Vit Kopriva | 1-6,6-3,6-4 |