1998–99 Southern Football League

The Premier Division consisted of 22 clubs, including 18 clubs from the previous season and four new clubs: • Two clubs promoted from the Midland Division: • Grantham Town • Ilkeston Town • Plus: • Boston United, transferred from the Northern Premier League • Weymouth, promoted from the Southern Division League table ==Midland Division==

The Midland Division consisted of 22 clubs, including 16 clubs from the previous season and six new clubs: • Four clubs transferred from the Southern Division: • Cinderford Town • Clevedon Town • Newport • Weston-super-Mare • Plus: • Bloxwich Town, promoted from the Midland Alliance • Stamford, promoted from the United Counties League At the end of the season Midland Division was renamed Western Division. League table ==Southern Division==

The Southern Division consisted of 22 clubs, including 13 clubs from the previous season and nine new clubs, relegated from the Premier Division: • Three clubs relegated from the Premier Division: • Ashford Town (Kent) • Sittingbourne • St. Leonards Stamcroft, who also changed name to St. Leonards. • Three clubs transferred from the Midland Division: • Brackley Town • Corby Town • Raunds Town • Plus: • Andover, promoted from the Wessex League • Folkestone Invicta, promoted from the Kent League • Havant & Waterlooville, new club formed as a merger of Havant Town and Waterlooville At the end of the season Southern Division was renamed Eastern Division. League table ==Cup competition==

The league's cup competition, the Dr Martens League Cup, was won by Cambridge City who beat Sutton Coldfield Town 2–1 on aggregate in the final. The first round, semi-finals and final were played over two legs with the second, third and fourth rounds going to a replay if the tie finished all square. Cambridge had beaten Dorchester Town 4–3 on aggregate to reach the final and Sutton Coldfield defeated Boston United 2–1 on aggregate to reach the final. ==See also==