| year | Event | RND | Winner | Results |
|---|---|---|---|---|
| 2019 |
Swiss Indoors Basel
|
1/16 | Roger Federer |
6-2
6-1 |
| 2019 |
Shanghai Rolex Masters
|
Quarter Finals | Alexander Zverev |
6-3
6-7 6-3 |
| 2019 |
Shanghai Rolex Masters
|
1/8 | Roger Federer |
6-7
4-6 |
| 2019 |
Shanghai Rolex Masters
|
1/16 | Roger Federer |
2-6
6-7 |
| 2019 |
Laver Cup
|
Championship | Roger Federer |
6-4
7-6 |
| 2019 |
Laver Cup
|
Championship | Roger Federer |
6-7
7-5 10-7 |
| year | Event | RND | Winner | Results |
|---|---|---|---|---|
| 2019 |
Wimbledon WTA
|
1/64 | Monica Puig |
7-5
4-6 5-7 |
| 2019 |
Bol
|
Semi Finals | Sara Sorribes Tormo |
4-6
0-6 |
| 2019 |
Bol
|
Quarter Finals | Anna Karolina Schmiedlova |
3-6
4-6 |
| 2019 |
Bol
|
1/8 | Anna Karolina Schmiedlova |
6-4
0-6 6-7 |
| 2019 |
Roland Garros WTA
|
1/64 | Naomi Osaka |
0-6
7-6 6-1 |
