The 1998–99 Football Championship of Poltava Oblast was won by two-time defending champions Psel Hadiach, who successfully defended the title, earning their fourth title.
They were split into two zones, with two top teams from each group advancing into the play-off stage.
Both winners of the play-off matches gained promotion to the next years First league.
Top goalscorer was Vladyslav Nemeshkalo with sixteen goals.
Oleksandr Solnyshin from Adoms came in second having only played in second half of the competition.