| Davis Cup | 09/17 18:05 | 3 | Ajdukovic/Pavic v Koolhof/Middelkoop | 3-6,6-4,10-8 | |
| Davis Cup | 09/17 18:05 | 3 | Dodig/Pavic v Koolhof/Middelkoop | Cancelled | |
| Davis Cup | 09/14 18:00 | 3 | Koolhof/Middelkoop v Krajicek/Ram | 7-6,6-7,3-6 | |
| Davis Cup | 09/12 17:10 | 3 | Koolhof/Middelkoop v Heliovaara/Niklas-Salminen | 6-4,6-7,6-3 | |
| Davis Cup | 09/12 17:10 | 3 | Koolhof/Middelkoop v Heliovaara/Ruusuvuori | Cancelled | |
| Davis Cup | 02/05 12:00 | 45 | Koolhof/Middelkoop v Klein/Molcan | 6-3,6-3 | |
| Davis Cup | 02/05 12:00 | 45 | Koolhof/Middelkoop v Klein/Kovalik | Cancelled | |
| Davis Cup | 11/22 21:30 | 27 | Ebden/Purcell v Koolhof/Middelkoop | Cancelled | |
| Davis Cup | 09/17 17:00 | - | Ram/Sock v Koolhof/Middelkoop | 4-6,7-6,6-4 | |
| Davis Cup | 09/16 17:00 | 3 | Murray/Salisbury v Koolhof/Middelkoop | 6-7,7-6,3-6 | |
| Davis Cup | 09/13 20:40 | 3 | Bublik/Nedovyesov v Koolhof/Middelkoop | 6-4,1-6,6-3 | |
| Davis Cup | 09/13 18:05 | 3 | Golubev/Nedovyesov v Koolhof/Middelkoop | Cancelled | |
| Davis Cup MD | 03/05 12:00 | 45 | Koolhof/Middelkoop v Polansky/Schnur | 7-5,6-3 | |
| Davis Cup | 09/19 13:00 | - | Behar/Cuevas v Koolhof/Middelkoop | Cancelled | |
| Davis Cup | 09/19 12:55 | 3 | Carou/Cuevas v Koolhof/Middelkoop | 2-6,1-6 | |
| ATP Halle MD | 06/19 11:55 | 26 | Kubot/Melo v Koolhof/Middelkoop | 6-3,6-2 | |
| Wimbledon MD | 07/05 16:20 | 24 | Kubot/Melo v Koolhof/Middelkoop | 6-4,6-0,6-3 | |
| ATP Antalya MD | 06/27 15:35 | 26 | Koolhof/Middelkoop v Paes/Shamasdin | 6-3,5-7,9-11 | |
| ATP Halle Qual MD | 06/17 14:34 | - | Haase/Tomic v Koolhof/Middelkoop | 7-6,6-5 | |
| ATP Den Bosch MD | 06/13 16:25 | 26 | Koolhof/Middelkoop v Martin/Nestor | 1-6,7-6,9-11 | |
| French Open MD | 05/31 09:00 | 24 | Koolhof/Middelkoop v Jaziri/Seppi | 6-7,7-6,4-6 | |
| ATP Geneva MD | 05/22 10:00 | 26 | Rojer/Tecau v Koolhof/Middelkoop | 7-6,7-6 | |
| Challenger Aix en Provence MD | 05/13 13:55 | 29 | Begemann/Chardy v Koolhof/Middelkoop | 6-2,4-6,14-16 | |
| Challenger Aix en Provence MD | 05/12 11:00 | 28 | Duran/Molteni v Koolhof/Middelkoop | 6-4,4-6,5-10 | |
| Challenger Aix en Provence MD | 05/11 09:00 | 27 | Knowle/Melzer v Koolhof/Middelkoop | Walkover | |
| Challenger Aix en Provence MD | 05/08 16:10 | 26 | Chazal/Tessa v Koolhof/Middelkoop | 2-6,1-6 | |
| ATP Estoril MD | 05/02 16:35 | 26 | Jaziri/Muller v Koolhof/Middelkoop | 4-6,6-3,11-9 | |
| ATP Budapest MD | 04/24 09:00 | 26 | Cabal/Farah v Koolhof/Middelkoop | 6-3,6-3 | |
| ATP Marrakech MD | 04/11 13:45 | 26 | Koolhof/Middelkoop v Chardy/Martin | 2-6,7-6,6-10 | |
| Challenger Sophia Antipolis MD | 04/08 15:20 | 28 | Koolhof/Middelkoop v Ignatik/Kovalik | 6-2,5-7,5-10 |