Grigor Dimitrov at Chengdu Open, Chengdu, China
    
    | Rnd | Opponent | Rnk | W/L | Result | |
|---|---|---|---|---|---|
                            2023
                            20 Sep 2023, ATP Tour 250, Hard,
                            $1'152'805
                             
                         | 
                    |||||
| SF | (1) | 
                                                                                                                                                                        
                                                    Alexander Zverev
                                                
                                                                                        (GER  )
                                                                                                                                                     | 
                                10 | 
                                                                             loss 
                                                                     | 
                                3-6 6-7(2) | 
| Q | 
                                                                                                                                                                        
                                                    Christopher O'Connell
                                                
                                                                                        (AUS  )
                                                                                                                                                     | 
                                53 | 
                                                                             win 
                                                                     | 
                                6-4 6-1 | |
| R16 | 
                                                                                                                                                                        
                                                    Juan Pablo Varillas
                                                
                                                                                        (PER  )
                                                                                                                                                     | 
                                70 | 
                                                                             win 
                                                                     | 
                                6-3 6-4 | |
| R32 | Bye | ||||
                            2019
                            23 Sep 2019, ATP Tour 250, Clay,
                            $1'096'575
                             
                         | 
                    |||||
| Q | 
                                                                                                                                                                        
                                                    Alexander Bublik
                                                
                                                                                        (KAZ  )
                                                                                                                                                     | 
                                71 | 
                                                                             loss 
                                                                     | 
                                7-5 6-7(9) 6-7(3) | |
| R16 | 
                                                                                                                                                                        
                                                    Daniel Evans
                                                
                                                                                        (GBR  )
                                                                                                                                                     | 
                                48 | 
                                                                             win 
                                                                     | 
                                7-5 7-5 | |
| R32 | Bye | ||||
                            2016
                            26 Sep 2016, ATP Tour 250, Hard,
                            $840'915
                             
                         | 
                    |||||
| SF | (5) | 
                                                                                                                                                                        
                                                    Albert Ramos-Vinolas
                                                
                                                                                        (ESP  )
                                                                                                                                                     | 
                                31 | 
                                                                             loss 
                                                                     | 
                                6-7(6) 6-1 6-7(3) | 
| Q | 
                                                                                                                                                                        
                                                    Diego Schwartzman
                                                
                                                                                        (ARG  )
                                                                                                                                                     | 
                                70 | 
                                                                             win 
                                                                     | 
                                4-6 6-4 6-3 | |
| R16 | 
                                                                                                                                                                        
                                                    Dusan Lajovic
                                                
                                                                                        (SRB  )
                                                                                                                                                     | 
                                73 | 
                                                                             win 
                                                                     | 
                                7-6(1) 6-4 | |
| R32 | Bye | ||||
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