Grigor Dimitrov (Bulgaria) 1 - 0 Kamil Majchrzak (Poland)
| Date | Tournament | Rnd | Winner | Score | 
|---|---|---|---|---|
| 30 Aug 2019 | 
                        
                            US Open
                        
                         
                        Flushing Meadows, NY,
                        USA
                        Grand Slam, Hard  | 
                    R32 | 
                                                    Grigor Dimitrov
                            (BUL  )
                        
                     | 
                    7-5 7-6(8) 6-2 | 
                        Flushing Meadows, NY,
                        USA
                        
)