Berretini had never reached a tour-level quarterfinal before this week.
| year | Event | RND | Winner | Results |
|---|---|---|---|---|
| 2018 |
St. Petersburg Open
|
1/8 | Denis Shapovalov |
7-6
4-6 6-0 |
| 2018 |
St. Petersburg Open
|
1/16 | Matteo Berrettini |
6-7
6-2 3-6 |
| 2018 |
US Open ATP
|
1/64 | Denis Kudla |
6-4
7-5 6-2 |
| 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 |
