| Tournament details | |
|---|---|
| Venue(s) | McLean Park, Napier |
| Dates | , 1995 |
| Final positions | |
| Champions | Waitakere City (2nd title) |
| Runners-up | North Shore United |
The 1995 Chatham Cup was the 68th annual nationwide knockout football competition in New Zealand.
Up to the last 16 of the competition, the cup was run in three regions (northern, central, and southern), with an open draw from the quarter-finals on. National League teams received a bye until the third round (last 64). In all, 141 teams took part in the competition, which consisted of five rounds followed by quarter-finals, semi-finals, and a final.
Waitakere City completed the league/cup double.
| Carlton (Auckland) | 1 – 5 | Tauranga City |
|---|---|---|
| Central (Auckland) | 3 – 0 | Oratia United |
|---|---|---|
| Eden (Auckland) | 1 – 6 | Waitakere City |
|---|---|---|
| Green Island | 3 – 4 | Waihopai |
|---|---|---|
| Manawatu (Palmerston North) | 2 – 0 | Wellington United |
|---|---|---|
| Melville (Hamilton) | 0 – 2 | Waikato United (Hamilton) |
|---|---|---|
| Shamrock (Christchurch) | 2 – 3 | Northern Hearts (Timaru) |
|---|---|---|
| Tawa | 0 – 1 | Miramar Rangers |
|---|---|---|
| Wainuiomata | 7 – 2 | Red Sox (Palmerston North) |
|---|---|---|
| Western Rangers (Hastings) | 0 – 7 | Napier City Rovers |
|---|---|---|
| Western Springs | 0 – 4 | Metro (Auckland) |
|---|---|---|
| West Harbour (Auckland) | 1 – 0 | Mount Roskill |
|---|---|---|
| Mount Wellington | 0 – 0 (aet)* | Mount Maunganui |
|---|---|---|
| Onehunga Sports | 5 – 2 | Metro |
|---|---|---|
| New Plymouth Rangers | 1 – 1 (aet)* | Christchurch Rangers |
|---|---|---|
| Waikato United (Hamilton) | 1 – 3 | North Shore United |
|---|---|---|