Berretini had never reached a tour-level quarterfinal before this week.
| year | Event | RND | Winner | Results |
|---|---|---|---|---|
| 2019 |
Sofia Open
|
Semi Finals | Marton Fucsovics |
7-5
5-7 3-6 |
| 2019 |
Sofia Open
|
Quarter Finals | Matteo Berrettini |
4-6
7-5 6-4 |
| 2019 |
Sofia Open
|
1/8 | Matteo Berrettini |
7-6
3-6 4-6 |
| 2019 |
Sofia Open
|
1/16 | Matteo Berrettini |
4-6
6-7 |
| 2019 |
Davis Cup Qualifying Round
|
Championship | Matteo Berrettini |
4-6
3-6 |
| year | Event | RND | Winner | Results |
|---|---|---|---|---|
| 2009 |
Hamburg German Open, Qualification
|
Championship | Potito Starace |
6-4
6-2 |
| 2009 |
SkiStar Swedish Open
|
Championship | Guillermo Canas |
3-6
6-7 |
