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| Milos Raonic |
 |
3 | : | 2 |
 |
Gilles Simon | |
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| 2018 • Aug 29 • 18:30 |  |
Tennis US Open / Men's singles 2018 | Round 2 | Milos Raonic |
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- |
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Gilles Simon | 3 | : | 0 | |
| 2017 • Jan 21 • 08:00 |  |
Australian Open / Men's singles 2017 | Round 3 | Gilles Simon |
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- |
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Milos Raonic | 1 | : | 3 | |
| 2015 • Jun 19 • 15:00 |  |
Queen's Club Championships 2015 | Quarter finals | Gilles Simon |
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- |
|
Milos Raonic | 2 | : | 1 | |
| 2014 • May 30 • 17:30 |  |
French Open / Men's singles 2014 | Round 3 | Milos Raonic |
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- |
|
Gilles Simon | 3 | : | 2 | |
| 4 Matches | ||||||||||||
| Kick-off time changed | |||
| time before change | time after change | Changed by | Changed when |
| 2014-05-26 10:00 | 2014-05-30 10:00 | Klaus | 2014-04-27 17:31:20 |
| 2014-05-30 10:00 | 2014-05-30 17:30 | Leslie | 2014-05-29 19:26:49 |