Mikhail Youzhny 2-6,7-6,6-4 Milos Raonic 2016-09-22 15:40
Stadium: CENTRE COURT Round: 26 Ground: Hardcourt indoor
Home History
| ATP St Petersburg | 2016/09/21 10:20 | Janko Tipsarevic v Mikhail Youzhny | 3-6,5-7 |
| US Open 2016 | 2016/08/31 19:10 | Guido Pella v Mikhail Youzhny | 2-6,1-6,6-7 |
| US Open | 2016/08/29 15:00 | Mikhail Youzhny v Martin Klizan | 6-2,6-1,6-1 |
| ATP Cincinnati | 2016/08/17 16:40 | Mikhail Youzhny v Kei Nishikori | 3-6,2-6 |
| ATP Cincinnati | 2016/08/16 15:00 | Taylor Fritz v Mikhail Youzhny | 1-6,3-6 |
| ATP Cincinnati Qual | 2016/08/14 22:10 | Mikhail Youzhny v Brian Baker | 6-4,6-1 |
| ATP Cincinnati Qual | 2016/08/13 15:20 | Mikhail Youzhny v Ricardas Berankis | 6-3,6-4 |
| ATP Hamburg | 2016/07/12 09:00 | Mikhail Youzhny v Renzo Olivo | 6-7,6-2,1-6 |
Away History
| US Open 2016 | 2016/08/31 18:05 | Ryan Harrison v Milos Raonic | 6-7,7-5,7-5,6-1 |
| US Open | 2016/08/29 23:00 | Dustin Brown v Milos Raonic | 5-7,3-6,4-6 |
| ATP Cincinnati | 2016/08/20 23:00 | Andy Murray v Milos Raonic | 6-3,6-3 |
| ATP Cincinnati | 2016/08/19 17:10 | Milos Raonic v Dominic Thiem | 6-3,6-4 |
| ATP Cincinnati | 2016/08/18 20:55 | Milos Raonic v Yuichi Sugita | 6-1,3-6,6-1 |
| ATP Cincinnati | 2016/08/17 19:35 | Milos Raonic v John Isner | 7-6,7-6 |
| Wimbledon | 2016/07/10 13:00 | Milos Raonic v Andy Murray | 4-6,6-7,6-7 |
| Wimbledon | 2016/07/08 12:00 | Milos Raonic v Roger Federer | 6-3,6-7,4-6,7-5,6-3 |