| year | Event | RND | Winner | Results |
|---|---|---|---|---|
| 2017 |
Internazionali BNL d'Italia
|
1/16 | Kei Nishikori |
7-5
6-2 |
| 2017 |
Mutua Madrid Open
|
1/8 | Kei Nishikori |
6-4
6-3 |
| 2015 |
Mutua Madrid Open
|
Quarter Finals | Kei Nishikori |
4-6
2-6 |
| 2015 |
Abierto Mexicano Telcel
|
Final | David Ferrer |
3-6
5-7 |
| 2015 |
Australian Open
|
1/8 | Kei Nishikori |
3-6
3-6 3-6 |
| 2014 |
Barclays ATP World Tour Finals, Group B
|
Championship | Kei Nishikori |
4-6
6-4 6-1 |
| 2014 |
BNP Paribas Masters
|
Quarter Finals | Kei Nishikori |
6-3
6-7 4-6 |
| 2014 |
Mutua Madrid Open
|
Semi Finals | Kei Nishikori |
7-6
5-7 6-3 |
| 2014 |
Sony Open Tennis
United States, Florida, Miami |
1/8 | Kei Nishikori |
7-6
2-6 7-6 |
| 2013 |
Sony Open Tennis
|
1/8 | David Ferrer |
6-4
6-2 |
| 2013 |
Australian Open
Australia, Victoria, Melbourne |
1/8 | David Ferrer |
6-2
6-1 6-4 |
| 2012 |
Summer Olympics
|
1/8 | Kei Nishikori |
0-6
6-3 4-6 |
| 2011 |
Rakuten Japan Open Tennis Championships
Japan, Tokyo |
Championship | David Ferrer |
4-6
3-6 |
| 2008 |
US Open
United States, New York, Flushing Meadows |
Championship | Kei Nishikori |
4-6
4-6 6-3 6-2 5-7 |
| 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 |
|---|---|---|---|---|
| 2019 |
Madrid Open
|
1/16 | Alexander Zverev |
4-6
1-6 |
| 2019 |
Madrid Open
|
1/32 | David Ferrer |
6-4
4-6 6-4 |
| 2019 |
Barcelona Open
|
1/8 | Rafael Nadal |
6-3
6-3 |
| 2019 |
Barcelona Open
|
1/16 | David Ferrer |
6-3
6-1 |
| 2019 |
Barcelona Open
|
1/32 | David Ferrer |
6-3
6-1 |
| 2019 |
Miami Open
|
1/16 | Frances Tiafoe |
5-7
6-3 6-3 |
| 2019 |
Miami Open
|
1/32 | David Ferrer |
2-6
7-5 6-3 |
| 2019 |
Miami Open
|
1/64 | David Ferrer |
3-6
2-6 |
