Initially rising to No. 1 on July 4, 2011, the Serb has spent 64.26% of the time on top.
| year | Event | RND | Winner | Results |
|---|---|---|---|---|
| 2017 |
Gerry Weber Open
|
Quarter Finals | Roger Federer |
6-3
6-4 |
| 2016 |
Mercedes Cup
|
Quarter Finals | Roger Federer |
7-6
7-6 |
| 2015 |
Gerry Weber Open
|
Quarter Finals | Roger Federer |
6-0
7-6 |
| 2013 |
bet-at-home Open - German Tennis Championships
Germany, Hamburg |
Quarter Finals | Roger Federer |
7-6
3-6 7-5 |
| 2012 |
Gerry Weber Open
|
1/8 | Roger Federer |
4-6
5-7 |
| 2010 |
if...Stockholm Open
|
Championship | Roger Federer |
6-4
6-3 |
| 2006 |
Australian Open
Australia, Victoria, Melbourne |
Championship | Roger Federer |
6-1
6-4 6-0 |
| 2005 |
Gerry Weber Open
|
Championship | Roger Federer |
6-2
6-4 |
| year | Event | RND | Winner | Results |
|---|---|---|---|---|
| 2020 |
Australian Open ATP
|
Semi Finals | Novak Djokovic |
6-7
4-6 3-6 |
| 2020 |
Australian Open ATP
|
Quarter Finals | Roger Federer |
3-6
6-2 6-2 6-7 3-6 |
| 2020 |
Australian Open ATP
|
1/8 | Roger Federer |
6-4
1-6 2-6 2-6 |
| 2020 |
Australian Open ATP
|
1/16 | Roger Federer |
6-4
6-7 4-6 6-4 6-7 |
| 2020 |
Australian Open ATP
|
1/32 | Roger Federer |
1-6
4-6 1-6 |
| 2020 |
Australian Open ATP
|
1/64 | Roger Federer |
3-6
2-6 2-6 |
| 2019 |
Nitto ATP World Tour Finals Final Stage
|
Championship | Stefanos Tsitsipas |
6-3
6-4 |
| 2019 |
Nitto ATP World Tour Finals, Group Bjorn Borg
|
Championship | Roger Federer |
4-6
3-6 |
| 2019 |
Nitto ATP World Tour Finals, Group Bjorn Borg
|
Championship | Roger Federer |
7-6
6-3 |
| 2019 |
Nitto ATP World Tour Finals, Group Bjorn Borg
|
Championship | Dominic Thiem |
5-7
5-7 |
| year | Event | RND | Winner | Results |
|---|---|---|---|---|
| 2018 |
US Open ATP
|
1/64 | Borna Coric |
6-2
6-2 5-7 6-4 |
| 2018 |
German Tennis Championships
|
1/16 | Pablo Carreno Busta |
2-6
6-1 7-6 |
