[70] Gilles Simon 2-6,1-6 Grigor Dimitrov [5] 2017-12-30 13:00
Stadium: Pista Rafa Nadal Round: 25 Ground: Clay
Head to Head
| ATP Cincinnati | 2016/08/16 00:10 | Gilles Simon v Grigor Dimitrov | 1-6,3-6 |
| Wimbledon | 2016/06/29 16:55 | Grigor Dimitrov v Gilles Simon | 6-3,7-6,4-6,6-4 |
| ATP Monte Carlo | 2016/04/12 09:00 | Gilles Simon v Grigor Dimitrov | 6-4,6-3 |
Home History
| ATP Paris | 2017/10/30 14:15 | Gilles Simon v Jeremy Chardy | 3-6,0-6 |
| ATP Vienna | 2017/10/25 17:35 | Alexander Zverev v Gilles Simon | 7-6,6-4 |
| ATP Vienna | 2017/10/23 11:00 | Gilles Simon v Ernests Gulbis | 6-3,6-3 |
| ATP Shanghai | 2017/10/12 08:50 | Gilles Simon v Richard Gasquet | 5-7,7-6,3-6 |
| ATP Shanghai | 2017/10/11 08:30 | David Goffin v Gilles Simon | 6-7,3-6 |
| ATP Shanghai | 2017/10/08 06:40 | Yibing Wu v Gilles Simon | 3-6,4-6 |
| ATP Tokyo | 2017/10/02 06:40 | Gilles Simon v Kevin Anderson | 2-6,6-7 |
| ATP Metz | 2017/09/20 17:40 | Peter Gojowczyk v Gilles Simon | 6-4,7-6 |
Away History
| ATP World Tour Finals | 2017/11/19 18:00 | Grigor Dimitrov v David Goffin | 7-5,4-6,6-3 |
| ATP World Tour Finals | 2017/11/18 20:00 | Grigor Dimitrov v Jack Sock | 4-6,6-0,6-3 |
| ATP World Tour Finals | 2017/11/17 20:00 | Pablo Carreno Busta v Grigor Dimitrov | 1-6,1-6 |
| ATP World Tour Finals | 2017/11/15 14:00 | Grigor Dimitrov v David Goffin | 6-0,6-2 |
| ATP World Tour Finals | 2017/11/13 14:05 | Dominic Thiem v Grigor Dimitrov | 3-6,7-5,5-7 |
| ATP Paris | 2017/11/02 13:40 | John Isner v Grigor Dimitrov | 7-6,5-7,7-6 |
| ATP Paris | 2017/11/01 18:30 | Richard Gasquet v Grigor Dimitrov | 4-6,4-6 |
| ATP Stockholm | 2017/10/22 13:05 | Grigor Dimitrov v Juan Martin Del Potro | 4-6,2-6 |