[3] Roger Federer 6-3,4-6,6-3,4-6,2-6 Grigor Dimitrov [78] 2019-04-09 22:15
Stadium: Arthur Ashe Stadium Round: 27 Ground: Hardcourt outdoor
Head to Head
| ATP Rotterdam | 2018/02/18 14:30 | Roger Federer v Grigor Dimitrov | 6-2,6-2 |
| Wimbledon | 2017/07/10 16:00 | Grigor Dimitrov v Roger Federer | 4-6,2-6,4-6 |
Home History
| ATP Miami | 2019/03/31 17:00 | John Isner v Roger Federer | 1-6,4-6 |
| ATP Miami | 2019/03/29 23:00 | Roger Federer v Denis Shapovalov | 6-2,6-4 |
| ATP Miami | 2019/03/28 23:40 | Kevin Anderson v Roger Federer | 0-6,4-6 |
| ATP Miami | 2019/03/27 19:00 | Daniil Medvedev v Roger Federer | 4-6,2-6 |
| ATP Miami | 2019/03/25 19:35 | Filip Krajinovic v Roger Federer | 5-7,3-6 |
| ATP Miami | 2019/03/23 21:35 | Radu Albot v Roger Federer | 6-4,5-7,3-6 |
| ATP Indian Wells | 2019/03/17 22:35 | Dominic Thiem v Roger Federer | 3-6,6-3,7-5 |
| ATP Indian Wells | 2019/03/15 18:00 | Hubert Hurkacz v Roger Federer | 4-6,4-6 |
Away History
| ATP Miami | 2019/03/25 15:00 | Grigor Dimitrov v Jordan Thompson | 5-7,5-7 |
| ATP Miami | 2019/03/23 18:55 | Grigor Dimitrov v Feliciano Lopez | 6-1,6-3 |
| Australian Open | 2019/01/20 02:00 | Frances Tiafoe v Grigor Dimitrov | 7-5,7-6,6-7,7-5 |
| Australian Open | 2019/01/18 04:55 | Grigor Dimitrov v Thomas Fabbiano | 7-6,6-4,6-4 |
| Australian Open | 2019/01/16 07:30 | Grigor Dimitrov v Pablo Cuevas | 6-3,6-7,6-3,7-5 |
| Australian Open | 2019/01/14 01:35 | Grigor Dimitrov v Janko Tipsarevic | 4-6,6-3,6-1,6-4 |
| ATP Brisbane | 2019/01/03 09:00 | Grigor Dimitrov v Kei Nishikori | 5-7,5-7 |
| ATP Brisbane | 2019/01/02 01:00 | Grigor Dimitrov v John Millman | 6-3,6-4 |
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