London Challenge Cup
The London Challenge Cup was a football tournament formerly organised by the London FA. It was first contested in 1908, and other than during the World Wars, was contested every season until 1974, when the tournament was disbanded.
After a 16-year hiatus, the tournament was resurrected in 1990–91, but only lasted 10 years before being once again discontinued.
In its original guise, the tournament was won by most of the major professional clubs in London such as Arsenal, Chelsea, Tottenham Hotspur and West Ham United, but the quality of entrants after the revival was lower, with all the winners except Leyton Orient in 1992–93 being non-League clubs.
Results of finals
Key
Results by teams
Derbies in the final
| Derby/Rivalry | Season | Winners | Result | Runner-up | Notes |
| North London derby | 1933–34 | Arsenal | 4–0 | Tottenham Hotspur | |
| North London derby | 1930–31 | Arsenal | 2–1 | Tottenham Hotspur | |
| North London derby | 1936–37 | Tottenham Hotspur | 1–0 | Arsenal | |
| Arsenal–Chelsea | 1953–54 | Arsenal | 3–2 | Chelsea | |
| Arsenal–Chelsea | 1960–61 | Chelsea | 3–1 | Arsenal | |
| Arsenal–Chelsea | 1962–63 | Arsenal | 4–1 | Chelsea | |
| Chelsea–Tottenham Hotspur | 1963–64 | Tottenham Hotspur | 2–0 | Chelsea | |
| Dockers derby | 1956–57 | West Ham United | 3–1 | Millwall | |
| East London derby | 1924–25 | West Ham United | 2–1 | Clapton Orient | |
| South London derby | 1912–13 | Crystal Palace | 4–0 | Millwall | |
| South London derby | 1922–23 | Charlton Athletic | 2–1 | Crystal Palace | |
| South London derby | 1937–38 | Millwall | 4–0 | Crystal Palace | |
| West London derby | 1949–50 | Chelsea | 3–0 | Brentford | |
| West London derby | 1955–56 | Queens Park Rangers | 2–1 | Brentford | |
| West London derby | 1964–65 | Brentford | 2–1 | Chelsea | |
| West London derby | 1966–67 | Brentford | 2–1 | Fulham |