| year | Event | RND | Winner | Results |
|---|---|---|---|---|
| 2017 |
Gerry Weber Open
|
1/16 | Kei Nishikori |
6-7
6-3 6-4 |
| 2017 |
Roland Garros
|
1/8 | Kei Nishikori |
6-0
4-6 4-6 0-6 |
| 2017 |
Miami Open
|
1/16 | Kei Nishikori |
6-7
7-6 1-6 |
| 2016 |
Roland Garros
|
1/16 | Kei Nishikori |
6-3
6-4 3-6 2-6 6-4 |
| 2015 |
BNP Paribas Open
|
1/16 | Kei Nishikori |
7-6
1-6 4-6 |
| 2012 |
Open BancSabadell
|
Quarter Finals | Fernando Verdasco |
4-2
|
| 2011 |
Australian Open
Australia, Victoria, Melbourne |
Championship | Fernando Verdasco |
2-6
4-6 3-6 |
| 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 |
|---|---|---|---|---|
| 2020 |
Rio Open
|
1/16 | Pablo Andujar |
6-3
6-3 |
| 2020 |
Cordoba Open
|
1/16 | Carlos Taberner |
6-4
1-6 4-6 |
