Gibraltar's super cup since 2000. The Millar Cup against a representative side is a separate predecessor.
| Season | Gibraltar Super Cup winner | Runner-up | Trophy |
|---|---|---|---|
| 2025/26 | Lincoln Red Imps FC | St Joseph's FC Final: 3-1. After extra time on August 23, 2026; result per Gibraltar FA. | — |
| 2024/25 | Lincoln Red Imps FC | FCB Magpies Final: 3-0. |  |
| 2023/24 | St Joseph's FC | Lincoln Red Imps FC Final: 1-1. Decided on penalties. | |
| 2022/23 | FCB Magpies | Lincoln Red Imps FC Final: 0-1. | — |
| 2021/22 | Lincoln Red Imps FC | Europa FC Final: 1-0. | — |
| 2020/21 | Europa FC | Lincoln Red Imps FC Final: 1-3. | — |
| 2019/20 | - | - Super Cup not contested. | — |
| 2018/19 | Europa FC | Lincoln Red Imps FC Final: 0-1. | — |
| 2017/18 | Europa FC | Lincoln Red Imps FC Final: 1-1. Decided on penalties. | — |
| 2016/17 | Lincoln Red Imps FC | Europa FC Final: 2-2. Decided on penalties. | — |
| 2015/16 | Europa FC | Lincoln Red Imps FC Final: 0-2. | — |
| 2014/15 | Lincoln Red Imps FC | College Europa FC Final: 3-2. Decided after extra time. | — |
| 2013/14 | Lincoln FC | Manchester 62 FC Final: 1-0. | — |
| 2012/13 | Lincoln FC | St Joseph's FC Final: 2-2. Decided on penalties. | — |
| 2011/12 | St Joseph's FC | Lincoln FC Final: 0-2. | — |
| 2010/11 | Lincoln FC | Glacis United FC Final: 1-1. Decided on penalties. | — |
| 2009/10 | Lincoln FC | St Joseph's FC Final: 1-0. | — |
| 2008/09 | - | - Super Cup cancelled after Lincoln's double and Shamrock 101's exclusion. | — |
| 2007/08 | Lincoln FC | Gibraltar United Final: 3-1. | — |
| 2006/07 | Newcastle FC | Manchester United FC Final: 3-1. | — |
| 2005/06 | Manchester United FC | Newcastle FC Final: 2-2. Decided on penalties. | — |
| 2004/05 | Glacis United FC | Newcastle FC Final: 1-1. Decided on penalties. | — |
| 2003/04 | Newcastle FC | Gibraltar United Final: 3-1. | — |
| 2002/03 | Manchester United FC | Newcastle FC Final: 0-1. | — |
| 2001/02 | Lincoln FC | Gibraltar United Final: 0-2. | — |
| 2000/01 | Lincoln FC | Gibraltar United Final: 3-1. | — |
| 1999/00 | Glacis United FC | Gibraltar United Final: 2-2. Decided on penalties. | — |
