Round: 23 Ground: Grass
| Challenger Shanghai | 2014/10/09 08:35 | Juan Monaco v Mikhail Youzhny | 7-5,3-6,2-6 |
| Challenger Shanghai | 2014/10/06 05:00 | Joao Sousa v Juan Monaco | 2-6,6-7 |
| US Open | 2014/08/25 17:35 | Jo-Wilfried Tsonga v Juan Monaco | 6-3,4-6,7-6,6-1 |
| ATP Kitzbuhel | 2014/08/01 15:00 | Juan Monaco v Dominic Thiem | 3-6,1-6 |
| ATP Kitzbuhel | 2014/08/01 10:00 | Juan Monaco v Andreas Seppi | 6-2,3-6,6-3 |
| ATP Kitzbuhel | 2014/07/29 11:00 | Andrey Golubev v Juan Monaco | 6-0,2-6,1-6 |
| ATP Gstaad | 2014/07/25 08:30 | Juan Monaco v Thomaz Bellucci | 7-6,6-1 |
| ATP Hamburg | 2014/07/16 12:35 | Juan Monaco v Andreas Seppi | 6-1,0-6,6-7 |
| ATP Miami | 2014/03/21 16:30 | Florian Mayer v Ivan Dodig | 6-3,6-2 |