The 1999–2000 season was the 29th in the history of Essex Senior Football League a football competition in England.
The league featured 13 clubs which competed in the league last season, along with three new clubs:
- Bury Academy, a newly formed club joined the league, before resigning on 1 October 1999 and seeing their record expunged
- Leyton, joined from the Essex Intermediate League
- Woodford Town, joined from the London Intermediate League
Saffron Walden Town were champions, winning their first Essex Senior League title.
League table
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