Round: 24 Ground: Hardcourt outdoor
| ATP Washington | 2016/07/24 19:00 | Ivo Karlovic v Gael Monfils | 7-5,6-7,4-6 |
| ATP Washington | 2016/07/23 18:00 | Steve Johnson v Ivo Karlovic | 4-6,4-6 |
| ATP Washington | 2016/07/22 17:00 | Ivo Karlovic v Jack Sock | 7-6,7-6 |
| ATP Washington | 2016/07/21 20:00 | Bernard Tomic v Ivo Karlovic | 6-7,3-6 |
| ATP Washington | 2016/07/20 22:55 | Brian Baker v Ivo Karlovic | 3-6,6-7 |
| ATP Newport | 2016/07/17 19:00 | Gilles Muller v Ivo Karlovic | 7-6,6-7,6-7 |
| ATP Newport | 2016/07/16 20:00 | Marcos Baghdatis v Ivo Karlovic | 6-7,6-7 |
| ATP Newport | 2016/07/15 15:00 | Marco Chiudinelli v Ivo Karlovic | 3-6,4-6 |
| Davis Cup | 2016/07/16 09:00 | Fabio Fognini v Juan Monaco | 6-1,6-1,7-5 |
| Wimbledon | 2016/07/01 10:30 | Juan Monaco v Jo-Wilfried Tsonga | 1-6,4-6,3-6 |
| Wimbledon | 2016/06/28 10:30 | Taro Daniel v Juan Monaco | 5-7,6-4,3-6,2-6 |
| French Open | 2016/05/26 15:40 | David Ferrer v Juan Monaco | 6-7,6-3,6-4,6-2 |
| French Open | 2016/05/24 15:25 | Denis Istomin v Juan Monaco | 6-3,4-6,3-6,5-7 |
| ATP Madrid | 2016/05/01 14:20 | Juan Monaco v Fernando Verdasco | 5-7,6-7 |
| ATP Houston | 2016/04/10 19:00 | Jack Sock v Juan Monaco | 6-3,3-6,5-7 |
| ATP Houston | 2016/04/09 18:00 | Feliciano Lopez v Juan Monaco | 4-6,2-6 |