Paris, France, 
)
Brisbane, Australia, 
Grigor Dimitrov (Bulgaria) 1 - 1 Matteo Berrettini (Italy)
| Date | Tournament | Surface | Rd | Opp. Rank |
Winner | Score |
|---|---|---|---|---|---|---|
| 23 Oct 2019 |
Erste Bank Open 500 Vienna, Austria ATP Tour 500 |
R16 | Matteo Berrettini (ITA) | 6-7(5) 6-7(1) | ||
| 14 Apr 2019 |
Monte-Carlo Rolex Masters Monte-Carlo, Monaco ATP Tour Masters |
R64 | Grigor Dimitrov (BUL) | 7-5 6-4 |