| year | Event | RND | Winner | Results |
|---|---|---|---|---|
| 2019 |
US Open ATP
|
Quarter Finals | Daniil Medvedev |
6-7
3-6 6-3 1-6 |
| 2019 |
US Open ATP
|
1/8 | Stan Wawrinka |
4-6
5-7 1-2 |
| 2019 |
US Open ATP
|
1/16 | Stan Wawrinka |
6-4
7-6 7-6 |
| 2019 |
US Open ATP
|
1/32 | Stan Wawrinka |
6-4
6-3 6-7 6-3 |
| 2019 |
US Open ATP
|
1/64 | Stan Wawrinka |
6-3
7-6 4-6 6-3 |
| 2019 |
Western & Southern Open
|
1/16 | Andrey Rublev |
4-6
4-6 |
| 2019 |
Western & Southern Open
|
1/32 | Stan Wawrinka |
7-5
4-6 6-7 |
| 2019 |
Rogers Cup
|
1/16 | Karen Khachanov |
6-4
6-7 6-2 |
| 2019 |
Rogers Cup
|
1/32 | Stan Wawrinka |
6-4
6-4 |
| year | Event | RND | Winner | Results |
|---|---|---|---|---|
| 2019 |
US Open WTA
|
1/32 | Anastasija Sevastova |
6-3
1-6 3-6 |
| 2019 |
US Open WTA
|
1/64 | Iga Swiatek |
0-6
1-6 |
| 2019 |
Western & Southern Open
|
1/16 | Anett Kontaveit |
4-6
6-7 |
| 2019 |
Western & Southern Open
|
1/32 | Iga Swiatek |
6-7
1-6 |
| 2019 |
Western & Southern Open, Qualification
|
1/8 | Iga Swiatek |
4-6
6-3 4-6 |
| 2019 |
Western & Southern Open, Qualification
|
1/16 | Iga Swiatek |
2-6
7-6 4-6 |
