| 2005–2006 | |
| Country: | Netherlands |
| Num Teams: | 87 |
| Defending Champions: | PSV |
| Champions: | Ajax |
| Runner-Up: | PSV |
| Top Goal Scorer: | Klaas-Jan Huntelaar (6) |
| Prevseason: | 2004–05 |
| Nextseason: | 2006–07 |
The 2005–06 KNVB Cup was the 88th edition of the Dutch national football annual knockout tournament for the KNVB Cup. 87 teams contested, beginning on 2 August 2005 and ending at the final on 7 May 2006.
Ajax beat PSV 2–1 in the final, winning the trophy for the sixteenth time.
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| August 2, 2005 | |||||
| AFC | 1–0 | Be Quick '28 | |||
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| August 6, 2005 | |||||
| Ajax (amateurs) A | 0–4 | Go Ahead Eagles 1 | |||
| Harkemase Boys A | 1–4 | Vitesse Arnhem E | |||
| RKVV Westlandia A | 1–1 (p: 1-3) | TOP Oss 1 | |||
| ACV A | 1–3 | FC Volendam 1 | |||
| HSV Hoek A | 0–3 | FC Eindhoven 1 | |||
| SV Triborgh A | 0–5 | Roda JC E | |||
| SV Urk A | 1–4 | FC Omniworld 1 | |||
| IJsselmeervogels A | 1–3 | BV Veendam 1 | |||
| RKSV NuenenA | 0–8 | Helmond Sport 1 | |||
| WKE A | 1–4 | Cambuur Leeuwarden 1 | |||
| VUC A | 1–4 (aet) | MVV 1 | |||
| Quick Boys A | 0–2 (aet) | FC Twente E | |||
| FC Vinkenslag A | 0–6 | NAC Breda E | |||
| HSC '21 A | 1–0 | Stormvogels Telstar 1 | |||
| Kozakken Boys A | 0–4 | RKC Waalwijk E | |||
| FC Türkiyemspor A | 0–1 | Rijnsburgse Boys A | |||
| VV Caesar A | 0–5 | ASWH A | |||
| SC Joure A | 0–2 | Young Ajax | |||
| EVV Echt A | 1–4 | FC Dordrecht 1 | |||
| August 9, 2005 | |||||
| VV Nijenrodes A | 0–7 | FC Zwolle 1 | |||
| RKSV DCG A | DQ | Heracles Almelo E [1] | |||
| Ter Leede A | 0–1 | FC Groningen E | |||
| Drachtster Boys A | 0–3 | WSV Apeldoorn A | |||
| VV Gemert A | 2–1 | RBC Roosendaal E | |||
| OJC Rosmalen A | 0–6 | VVV-Venlo 1 | |||
| Excelsior Maassluis A | 2–1 | FC Den Bosch 1 | |||
| AFC A | DQ | De Graafschap 1 | |||
| Be Quick 1887 A | 2–3 (aet) | AGOVV Apeldoorn 1 | |||
| Sparta '25 A | 0–7 | NEC E | |||
| USV Elinkwijk A | 0–10 | FC Utrecht E | |||
| Unitas '30A | 0–4 | Fortuna Sittard 1 | |||
| NEC (amateurs) A | 1–4 | Excelsior 1 | |||
| Groesbeekse Boys A | 0–12 | ADO Den Haag E | |||
| VV SHO A | DQ | Young PSV | |||
| De Treffers A | 2–1 | VV Baronie A | |||
| RKSV Schijndel A | 0–5 | Sparta Rotterdam E | |||
| SV Argon A | 0–1 | HFC Haarlem 1 | |||
| WHC Wezep A | 3–4 (aet) | FC Emmen 1 | |||
| ADO '20 A | 1–2 | Excelsior '31 A | |||
| August 16, 2005 | |||||
| UDI '19 A | 0–0 (p: 4-3) | SV Capelle A | |||
E Eredivisie; 1 Eerste Divisie; A Amateur teams
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| September 20, 2005 | |||||
| Young Ajax | 3–1 | Cambuur Leeuwarden | |||
| Fortuna Sittard | 1–3 | FC Twente | |||
| FC Emmen | 2–1 | UDI '19 | |||
| RKC Waalwijk | 4–1 (aet) | TOP Oss | |||
| WSV Apeldoorn | 0–2 | Helmond Sport | |||
| Excelsior | 2–5 | NEC | |||
| AFC | 1–1 (p: 5-3) | FC Omniworld | |||
| FC Dordrecht | 3–0 | VV Gemert | |||
| HFC Haarlem | 1–3 (aet) | MVV | |||
| Excelsior Maassluis | 1–4 | VVV-Venlo | |||
| FC Volendam | 3–2 | BV Veendam | |||
| September 21, 2005 | |||||
| Roda JC | 4–0 | Rijnsburgse Boys | |||
| HSC '21 | 0–2 | FC Eindhoven | |||
| FC Groningen | 2–1 | Sparta Rotterdam | |||
| ASWH | 0–4 | FC Utrecht | |||
| FC Zwolle | 2–4 | NAC Breda | |||
| De Treffers | 4–0 | Excelsior '31 | |||
| RKSV DCG | 1–3 | Go Ahead Eagles | |||
| Vitesse | 3–3 (p: 5-6) | AGOVV Apeldoorn | |||
| September 28, 2005 | |||||
| ADO Den Haag | 11–1 | VV SHO |
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| October 25, 2005 | |||||
| Helmond Sport | 1–0 (aet) | De Treffers | |||
| Go Ahead Eagles | 0–1 | Roda JC | |||
| AFC | 0–2 | MVV | |||
| Young AFC Ajax | 1–0 (aet) | AGOVV Apeldoorn | |||
| FC Dordrecht | 0–4 | FC Volendam | |||
| FC Eindhoven | 2–0 | FC Emmen | |||
| NEC | 2–2 (p: 5-4) | NAC Breda | |||
| FC Utrecht | 1–2 (aet) | VVV-Venlo | |||
| RKC Waalwijk | 1–2 (aet) | FC Twente | |||
| FC Groningen | 3–0 |
Six Eredivisie teams entered the tournament this round. They had previously been playing in the Champions League and UEFA Cup.
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| December 20, 2005 | |||||
| sc Heerenveen E | 2–0 | VVV-Venlo | |||
| MVV | 3–1 | Willem II E | |||
| PSV E | 3–0 | FC Twente | |||
| Helmond Sport | 2–1 | Young Ajax | |||
| December 21, 2005 | |||||
| AZ E | 2–0 | NEC | |||
| Roda JC | 1–0 | Feyenoord E | |||
| December 22, 2005 | |||||
| FC Groningen | 3–0 | FC Volendam | |||
| FC Eindhoven | 1–6 | Ajax E |
E six Eredivisie entrants
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| January 31, 2006 | |||||
| Helmond Sport | 0–2 | Roda JC | |||
| AZ | 4–0 | MVV | |||
| February 1, 2006 | |||||
| FC Groningen | 2–3 | PSV | |||
| February 2, 2006 | |||||
| sc Heerenveen | 0–3 | Ajax |
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| March 22, 2006 | |||||
| Ajax | 4–1 (aet) | Roda JC | |||
| PSV | 2–0 (aet) | AZ |
See main article: 2006 KNVB Cup Final. Both Ajax and PSV already secured a Champions League spot in the national competition. Therefore, the UEFA Cup ticket the winner of this tournament would win, could now be won in the Eredivisie play-offs.