1998–99 Macedonian First Football League
The 1998–99 Macedonian First League was the 7th season of the Macedonian First Football League, the highest football league of Macedonia. The first matches of the season were played on 9 August 1998 and the last on 29 May 1999. Sileks were the defending champions, having won their third title in a row. The 1998-99 champions were Sloga Jugomagnat who had won their first title.
Promotion and relegation
1 Bregalnica Shtip was removed from the league after the round 19, due to their absence in a scheduled match against Sloga Jugomagnat. Their matches from round 14 were annulled.Participating teams
| Club | City | Stadium |
| Balkan BISI | Skopje | Chair Stadium |
| Borec MHK | Veles | Gradski stadion Veles |
| Cementarnica 55 | Skopje | Stadion Cementarnica |
| Makedonija Asiba | Skopje | Stadion Gjorche Petrov |
| Osogovo | Kochani | Stadion Nikola Mantov |
| Pelister | Bitola | Stadion Tumbe Kafe |
| Pobeda | Prilep | Stadion Goce Delchev |
| Rabotnichki Kometal | Skopje | Gradski stadion Skopje |
| Sasa | Makedonska Kamenica | Gradski stadion Makedonska Kamenica |
| Sileks | Kratovo | Stadion Sileks |
| Skopje | Skopje | Stadion Zhelezarnica |
| Sloga Jugomagnat | Skopje | Chair Stadium |
| Tikvesh | Kavadarci | Gradski stadion Kavadarci |
| Vardar | Skopje | Gradski stadion Skopje |