1999–2000 Macedonian First Football League

Macedonian First League
Season1999–2000
Dates15 August 1999 –
28 May 2000
ChampionsSloga Jugomagnat
2nd domestic title
RelegatedNapredok
Kumanovo
Champions LeagueSloga Jugomagnat
UEFA CupPobeda
Rabotnichki
Intertoto CupPelister
Matches played182
Goals scored524 (2.88 per match)
Top goalscorerArgjend Beqiri
(19 goals)
Biggest home winNapredok 10–0 Kumanovo
(21 November 1999)
Biggest away winNapredok 0–8 Pobeda
(19 September 1999)
Kumanovo 0–8 Vardar
(26 September 1999)
Highest scoringNapredok 10–0 Kumanovo
(21 November 1999)

The 1999–2000 Macedonian First League was the 8th season of the Macedonian First Football League, the highest football league of Macedonia. The first matches of the season were played on 15 August 1999 and the last on 28 May 2000. Sloga Jugomagnat defended their championship title, having won their second title in a row.