1895 Singapore Amateur Football Association Challenge Cup was the fourth season of the Amateur Challenge Cup, the predecessor of the Singapore Cup.
The Final was played between Royal Artillery and 5th Northumberland Fusiliers I, the former winning 3–1 to win the cup.
Round 1
edit| Home Team | Score | Away Team |
|---|---|---|
| Singapore Cricket Club | 3–1 | 5th Northumberland Fusiliers II |
Round 2
edit| Home Team | Score | Away Team |
|---|---|---|
| Singapore Cricket Club | 1–2 | Royal Engineers |
Semi-final
edit| Home Team | Score | Away Team |
|---|---|---|
| Royal Artillery | 0–8 | Royal Engineers |