Home History
| US Open | 2014/09/02 01:50 | Kei Nishikori v Milos Raonic | 4-6,7-6,6-7,7-5,6-4 |
| US Open | 2014/08/30 15:00 | Victor Estrella Burgos v Milos Raonic | 6-7,6-7,6-7 |
| US Open | 2014/08/28 21:00 | Peter Gojowczyk v Milos Raonic | 6-7,7-5,4-6,6-7 |
| US Open | 2014/08/25 21:20 | Taro Daniel v Milos Raonic | 3-6,2-6,6-7 |
| ATP Cincinnati | 2014/08/17 01:55 | Milos Raonic v Roger Federer | 2-6,3-6 |
| ATP Cincinnati | 2014/08/15 17:00 | Milos Raonic v Fabio Fognini | 6-1,6-0 |
| ATP Cincinnati | 2014/08/14 18:55 | Milos Raonic v Steve Johnson | 6-7,6-3,7-6 |
| ATP Washington | 2014/08/03 19:00 | Vasek Pospisil v Milos Raonic | 1-6,4-6 |
Away History
| US Open | 2014/08/29 15:00 | Gael Monfils v Alejandro Gonzalez | 7-5,6-3,6-2 |
| US Open | 2014/08/26 21:30 | Alejandro Gonzalez v Dmitry Tursunov | 6-4,6-4,7-5 |
| ATP Cincinnati Qual | 2014/08/10 15:50 | Teymuraz Gabashvili v Alejandro Gonzalez | 6-3,4-6,6-4 |
| ATP Cincinnati Qual | 2014/08/09 17:50 | Peter Polansky v Alejandro Gonzalez | 6-7,1-6 |
| ATP Washington | 2014/07/28 22:00 | Alejandro Gonzalez v Bernard Tomic | 3-6,2-6 |
| Wimbledon | 2014/06/23 12:00 | Jimmy Wang v Alejandro Gonzalez | 6-3,6-3,6-2 |
| ATP Madrid Qual | 2014/05/04 09:00 | Andrey Golubev v Alejandro Gonzalez | 6-4,2-6,6-3 |
| ATP Houston | 2014/04/11 19:00 | Alejandro Gonzalez v Santiago Giraldo | 3-6,4-6 |