| Gold Cup | |
| Year: | 1999–2000 |
| Num Teams: | 20 |
| Defending Champions: | Glentoran |
| Champions: | Glentoran (13th win) |
| Runner-Up: | Linfield |
| Matches: | 21 |
| Goals: | 72 |
| Prevseason: | 1998–99 |
| Nextseason: | 2000–01 |
The 1999–2000 Gold Cup was the 81st edition of the Gold Cup, a cup competition in Northern Irish football.[1]
The tournament was won by Glentoran for the 13th time and 2nd consecutive season, defeating Linfield 4–2 in the final at Windsor Park.[2] [3]
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Teams on the left were at home in the first leg.|}