| year | Event | RND | Winner | Results |
|---|---|---|---|---|
| 2019 |
US Open ATP
|
Quarter Finals | Grigor Dimitrov |
6-3
4-6 6-3 4-6 2-6 |
| 2018 |
ABN AMRO World Tennis Tournament
|
Final | Roger Federer |
6-2
6-2 |
| 2017 |
Wimbledon
|
1/8 | Roger Federer |
4-6
2-6 4-6 |
| 2016 |
Australian Open
|
1/16 | Roger Federer |
6-4
3-6 6-1 6-4 |
| 2016 |
Brisbane International
|
Quarter Finals | Roger Federer |
6-4
6-7 6-4 |
| 2015 |
Brisbane International
|
Semi Finals | Roger Federer |
6-2
6-2 |
| 2014 |
Swiss Indoors Basel
|
Quarter Finals | Roger Federer |
7-6
6-2 |
| 2013 |
Swiss Indoors Basel
|
Quarter Finals | Roger Federer |
3-6
6-7 |
| 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 |
Erste Bank Open
|
1/16 | Grigor Dimitrov |
6-3
7-5 |
| 2019 |
Intrum Stockholm Open
|
1/8 | Sam Querrey |
6-7
6-3 7-6 |
| 2019 |
China Open
|
1/16 | Andrey Rublev |
2-6
5-7 |
