| year | Event | RND | Winner | Results |
|---|---|---|---|---|
| 2016 |
Roland Garros
|
1/64 | Kei Nishikori |
6-1
7-5 6-3 |
| 2015 |
Wimbledon
|
1/64 | Kei Nishikori |
3-6
7-6 2-6 6-3 3-6 |
| 2014 |
Wimbledon
|
1/16 | Kei Nishikori |
6-3
3-6 6-4 6-7 4-6 |
| year | Event | RND | Winner | Results |
|---|---|---|---|---|
| 2019 |
US Open ATP
|
1/16 | Alex de Minaur |
6-2
6-4 2-6 6-3 |
| 2019 |
US Open ATP
|
1/32 | Kei Nishikori |
2-6
6-4 3-6 5-7 |
| 2019 |
US Open ATP
|
1/64 | Kei Nishikori |
1-6
1-4 |
| 2019 |
Western & Southern Open
|
1/16 | Yoshihito Nishioka |
6-7
4-6 |
| year | Event | RND | Winner | Results |
|---|
