Stadium: Court 5 Ground: Clay
| ITF M15 Caslano | 2020/09/02 13:00 | Juan Manuel Cerundolo v Jacopo Berrettini | 6-4,4-6,6-0 |
| ITF M15 Alkmaar | 2020/08/30 13:00 | Igor Sijsling v Jacopo Berrettini | 6-2,6-1 |
| ITF M15 Alkmaar | 2020/08/28 11:00 | Jacopo Berrettini v Juan Pablo Paz | 6-2,6-4 |
| ITF M15 Alkmaar | 2020/08/27 11:45 | Jacopo Berrettini v Peter Makk | 7-6,1-6,7-6 |
| ITF M15 Alkmaar | 2020/08/25 15:15 | Jacopo Berrettini v Alexander Weis | 7-6,4-6,6-1 |
| Challenger Todi | 2020/08/15 12:15 | Jacopo Berrettini v Andrea Arnaboldi | 2-6,0-6 |
| Italian Umbrian Open | 2020/06/24 17:30 | Jacopo Berrettini v Andrea Arnaboldi | 4-6,3-6 |
| Italian Umbrian Open | 2020/06/22 10:00 | Fabrizio Ornago v Jacopo Berrettini | 6-3,4-6,4-10 |
| Challenger Aix en Provence | 2020/09/09 09:40 | Oscar Otte v Leonardo Mayer | 7-6,6-3 |
| Challenger Aix en Provence | 2020/09/07 13:20 | Leonardo Mayer v Hugo Dellien | 6-3,6-2 |
| US Open | 2020/09/01 21:55 | Leonardo Mayer v Milos Raonic | 3-6,2-6,3-6 |
| Davis Cup | 2020/03/06 21:00 | Daniel Elahi Galan v Leonardo Mayer | 6-1,6-4 |
| ATP Santiago | 2020/02/25 16:00 | Thiago Monteiro v Leonardo Mayer | 6-7,6-3,6-4 |
| ATP Rio De Janeiro | 2020/02/18 21:20 | Leonardo Mayer v Lorenzo Sonego | 1-6,7-5,4-6 |
| ATP Buenos Aires | 2020/02/12 00:30 | Leonardo Mayer v Albert Ramos-Vinolas | 6-4,3-6,5-7 |
| ATP Cordoba | 2020/02/05 00:05 | Leonardo Mayer v Jaume Munar | 4-6,3-6 |