1998–99 Cypriot First Division

The 1998–99 Cypriot First Division was the 60th season of the Cypriot top-level football league. Anorthosis won their 10th title.

Format
Fourteen teams participated in the 1998–99 Cypriot First Division. All teams played against each other twice, once at their home and once away. The team with the most points at the end of the season crowned champions. The last three teams were relegated to the 1999–2000 Cypriot Second Division.

The champions ensured their participation in the 1999–2000 UEFA Champions League and the runners-up in the 1999–2000 UEFA Cup.

Point system
Teams received three points for a win, one point for a draw and zero points for a loss.

Changes from previous season
Anagennisi Deryneia, APOP Paphos and Ethnikos Assia were relegated from previous season and played in the 1998–99 Cypriot Second Division. They were replaced by the first three teams of the 1997–98 Cypriot Second Division, Olympiakos Nicosia, Doxa Katokopias and Aris Limassol.