2008 Chatham Cup Draw
This is the Northern Region Chatham Cup draw. Plains Rangers are involved for the first time.
QUALIFICATION ROUND ANZAC Day April 25
| Game 1 | Plains Rangers | (BOP div one) | 0 | Internationale | (Auck Sunday FA Prem) | 2 |
| Game 2 | Ngongotaha AFC | (WaiBOP Fed Lge) | 2 | Tauranga Boys High School | (BOP div one) | 3 |
| Game 3 | Thames AFC | (Waikato B) | 3 | NZ Celtic | (Auck Sunday FA Prem) | 8 |
| Game 4 | West Hamilton Utd | (Waikato B) | 2 | Westlake Boys High School | (Auck Sec Sch Prem) | 6 |
| Game 5 | Te Puke United | (BOP div one) | 2 | Bohemian Celtic | (Auck Sunday FA Prem) | 0 |
| Game 6 | Okaihau/Kaeo AFC | (Northland div 1) | 0 | Mt Albert Grammar School | (Auck Sec Sch Prem) | 8 |
| Game 7 | Warkworth AFC | (US1 div one) | 1 | Kaikohe AFC | (Northland Prem) | 0 |
| Game 8 | Pukekohe AFC | (Northern Lg div 1) | 2 | Beachlands Maraetai | 0 | |
| Game 9 | Waiuku | (Northern Lg div 1) | 2 | O'Carrolls | (Auck Sunday FA Prem) | 1 |
ROUND ONE 17 - 18 May
| Matamata Swifts | (WaiBOP Fed League) | 1 | Waiuku | (Northern Lg div 1) | 2 |
| Te Awamutu AFC | (WaiBOP Fed League) | 0 | Rotorua United | (WaiBOP Fed League) | 2 |
| AFC Fury | (BOP div one) | 1 | East Coast Bays AFC | (United Soccer Prem) | 8 |
| Western Springs AFC | (Northern Lg div 1) | 0 | Mt Albert Grammar School | (Auck Sec Sch Prem) | 6 |
| Cambridge Soccer Club | (Northern Lg div 1) | 4 | Huntly Thistle AFC | (WaiBOP Fed League) | 1 |
| Claudelands Rovers Sports Club | (WaiBOP Fed League) | 0 | North Shore United | (United Soccer Prem) | 3 |
| Forrest Hill-Milford AFC | (US1 div one) | 4 | Ellerslie AFC | (Northern Lg div 1) | 1 |
| Ngarawahia United AFC | (Northern Lg div 1) | 4 | Warkworth AFC | (US1 div one) | 0 |
| NZ Celtic | (Auck Sunday FA Prem) | 4 | Otorohanga AFC | (WaiBOP Fed League) | 2 |
| Hibiscus Coast AFC | (United Soccer Prem) | 4 | Onehunga Mangere United AFC | (Northern Lg div 1) | 1 |
| Internationale | (Auck Sunday FA Prem) | 2 | Taupo AFC | (WaiBOP Fed League) | 3 |
| Papakura Soccer Club | (Northern Lg div 1) | 0 | Oratia United | (United Soccer Prem) | 4 |
| Waitemata AFC | 1 | Takapuna AFC | (United Soccer Prem) | 7 | |
| Navy | (United Soccer div 3 | 0 | Te Puke United | (BOP div one) | 5 |
| Glen Eden United | 1 | Mangere United | (Northern Lg div 1) | 9 | |
| Glenfield Rovers AFC | (United Soccer Prem) | 1 | Westlake Boys High School | (Auck Sec Sch Prem) | 0 |
| North Force FC | (United Soccer Prem) | 2 | Manurewa AFC | (Northern Lg div 1) | 1 |
| Pukekohe AFC | (Northern Lg div 1) | 0 | Fencibles United AFC | (Northern Lg div 1) | 7 |
| Albany United | (United Soccer Prem) | 1 | Birkenhead United AFC | (United Soccer Prem) | 3 |
| Waitakere City | (United Soccer Prem) | 5 | Tauranga Boys High School | (BOP div one) | 0 |
Round One Byes: Bay Olympic; Central United; Eastern Suburbs; Lynn-Avon; Metro;
Mount Albert-Ponsonby; Onehunga Sports; Papatoetoe; Three Kings;
Hamilton Wanderers; Melville United; Tauranga City AFC.
Round 2 Monday June 2
| Waitakere City | (United Soccer Prem) | 1 | Hamilton Wanderers | 0 | |
| Glenfield Rovers AFC | (United Soccer Prem) | 9 | Ngarawahia United AFC | (Northern Lg div 1) | 0 |
| Cambridge Soccer Club | (Northern Lg div 1) | 0 | Forrest Hill-Milford AFC | (US1 div one) | 1 |
| Taupo AFC | (WaiBOP Fed League) | 5 | Tauranga City Utd AFC | 3 | |
| Lynn-Avon | 1 | Eastern Suburbs | 2 | ||
| Fencibles United AFC | (Northern Lg div 1) | 4 | Mt Albert Grammar School | (Auck Sec Sch Prem) | 5 |
| NZ Celtic | (Auck Sunday FA Prem) | 0 | North Shore United | (United Soccer Prem) | 4 |
| Bay Olympic | 0 | Melville United | 1 | ||
| Metro | 3 | Takapuna AFC | (United Soccer Prem) | 1 | |
| Mount Albert-Ponsonby | 1 | East Coast Bays AFC | (United Soccer Prem) | 5 | |
| Birkenhead United AFC | (United Soccer Prem) | 1 | Mangere United | (Northern Lg div 1) | 4 |
| Te Puke United | (BOP div one) | 5 | Rotorua United | (WaiBOP Fed League) | 4 |
| Three Kings | 0 | Papatoetoe | 1 | ||
| Oratia United | (United Soccer Prem) | 2 | Central United | 9 | |
| Hibiscus Coast AFC | (United Soccer Prem) | 4 | North Force FC | (United Soccer Prem) | 1 |
| Waiuku | (Northern Lg div 1) | 2 | Onehunga Mangere United AFC | (Northern Lg div 1) | 1 |
| North Shore out after | playing ineligible player |
Round 3 June 14 & 15
| Te Puke United | (BOP div one) | 0 | Central United | 5 | |
| NZ Celtic | (Auck Sunday FA Prem) | Hibiscus Coast AFC | (United Soccer Prem) | ||
| Eastern Suburbs | 1 | East Coast Bays AFC | (United Soccer Prem) | 2 | |
| Mangere United | (Northern Lg div 1) | 0 | Mt Albert Grammar School | (Auck Sec Sch Prem) | 2 |
| Melville United | 4 | Papatoetoe | 2 | ||
| Waitakere City | (United Soccer Prem) | 1 | Forrest Hill-Milford AFC | (US1 div one) | 0 |
| Waiuku | (Northern Lg div 1) | 1 | Glenfield Rovers AFC | (United Soccer Prem) | 5 |
| Taupo AFC | (WaiBOP Fed League) | 0 | Metro | 2 |
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