| year | Event | RND | Winner | Results |
|---|---|---|---|---|
| 2019 |
Shanghai Rolex Masters
|
Quarter Finals | Stefanos Tsitsipas |
6-3
5-7 3-6 |
| 2019 |
Shanghai Rolex Masters
|
1/8 | Novak Djokovic |
7-5
6-3 |
| 2019 |
Shanghai Rolex Masters
|
1/16 | Novak Djokovic |
6-3
6-3 |
| 2019 |
Rakuten Japan Open Tennis Championships
|
Final | Novak Djokovic |
6-3
6-2 |
| 2019 |
Rakuten Japan Open Tennis Championships
|
Semi Finals | Novak Djokovic |
6-3
6-4 |
| 2019 |
Rakuten Japan Open Tennis Championships
|
Quarter Finals | Novak Djokovic |
6-1
6-2 |
| 2019 |
Rakuten Japan Open Tennis Championships
|
1/8 | Novak Djokovic |
6-3
7-5 |
| 2019 |
Rakuten Japan Open Tennis Championships
|
1/16 | Novak Djokovic |
6-4
6-2 |
| 2019 |
US Open ATP
|
1/8 | Stan Wawrinka |
4-6
5-7 1-2 |
| 2019 |
US Open ATP
|
1/16 | Novak Djokovic |
6-3
6-4 6-2 |
| 2019 |
US Open ATP
|
1/32 | Novak Djokovic |
6-4
7-6 6-1 |
| 2019 |
US Open ATP
|
1/64 | Novak Djokovic |
6-4
6-1 6-4 |
| year | Event | RND | Winner | Results |
|---|---|---|---|---|
| 2019 |
US Open WTA
|
1/64 | Aryna Sabalenka |
3-6
6-3 6-4 |
| 2019 |
Western & Southern Open
|
1/16 | Donna Vekic |
6-2
7-5 |
| 2019 |
Western & Southern Open
|
1/32 | Victoria Azarenka |
6-4
1-0 |
