Stadium: Court 4 Round: 25 Ground: Clay
| ITF M25 Telavi | 2021/07/27 08:35 | Marco De Rossi v Michele Vianello | 1-6,6-3,14-12 |
| ITF M25 Telavi | 2021/07/27 04:55 | Marco De Rossi v Shay Bar Menahem | 1-6,7-5,10-1 |
| ITF M15 Perugia | 2021/07/18 15:15 | Gianluca Di Nicola v Marco De Rossi | 6-2,6-2 |
| Davis Cup | 2021/06/26 09:25 | Marco De Rossi v Eric Cervos Noguer | 6-4,6-2 |
| Davis Cup | 2021/06/25 09:30 | Marco De Rossi v Alexander Cozbinov | 3-6,6-3,3-6 |
| Davis Cup | 2021/06/24 09:30 | Gorazd Srbljak v Marco De Rossi | 1-6,6-3,1-6 |
| ITF M15 Majadahonda | 2021/05/03 10:45 | Max Houkes v Marco De Rossi | 6-2,6-4 |
| ITF M15 Majadahonda | 2021/05/02 12:00 | Digvijay Pratap Singh v Marco De Rossi | 7-6,0-6,3-10 |
| Challenger Nur-Sultan Qual | 2021/07/18 04:00 | Markos Kalovelonis v Sanjar Fayziev | 7-6,3-6,6-7 |
| ITF M25 Nur-Sultan | 2021/07/07 07:00 | Markos Kalovelonis v Lucas Catarina | 6-4,6-7,2-6 |
| ITF M15 Shymkent | 2021/06/03 07:25 | Vladyslav Manafov v Markos Kalovelonis | 6-1,3-6,6-3 |
| ITF M15 Shymkent | 2021/06/02 07:05 | Saba Purtseladze v Markos Kalovelonis | 0-6,3-6 |
| ITF M15 Shymkent | 2021/05/27 05:00 | Markos Kalovelonis v Ivan Liutarevich | 4-6,6-3,6-7 |
| ITF M15 Shymkent | 2021/05/26 04:00 | Vladyslav Manafov v Markos Kalovelonis | 2-6,6-3,3-6 |
| ITF M15 Tbilisi | 2021/05/20 06:00 | Markos Kalovelonis v Benjamin Lock | 4-6,4-6 |
| ITF M15 Tbilisi | 2021/05/19 07:25 | Keenan Mayo v Markos Kalovelonis | 4-6,7-6,3-6 |