Fixtures, Match Details and Final Table for Season 1998/1999:
Final Table (Scottish League Division Two):
| Team | Pld | W | D | L | For | Agst | Pts |
| Livingston | 36 | 22 | 11 | 3 | 66 | 35 | 77 |
| Caledonian Thistle | 36 | 21 | 9 | 6 | 80 | 48 | 72 |
| Clyde | 36 | 15 | 8 | 13 | 46 | 42 | 53 |
| Queen of the South | 36 | 13 | 9 | 14 | 50 | 45 | 48 |
| Alloa | 36 | 13 | 7 | 16 | 65 | 56 | 46 |
| Stirling Albion | 36 | 12 | 8 | 16 | 50 | 63 | 44 |
| Arbroath | 36 | 12 | 8 | 16 | 37 | 52 | 44 |
| Partick Thistle | 36 | 12 | 7 | 17 | 36 | 45 | 43 |
| East Fife | 36 | 12 | 6 | 18 | 42 | 64 | 42 |
| Forfar Athletic | 36 | 8 | 7 | 21 | 48 | 70 | 31 |
15 July East Fife 2 Raith Rovers 2 (Closed Door Friendly)
18 July Dunfermline Athletic 3 East Fife 0 (Montrose Invitation Tournament)
19 July Montrose 4 East Fife 3 (Montrose Invitation Tournament)
24 July Balintore 1 East Fife 5 (Friendly)
25 July Wick Academy 1 East Fife 3 (Friendly)
26 July Golspie Sutherland 1 East Fife 3 (friendly)
1 August East Fife 3 Partick Thistle 2 (AET) (League Cup Rnd 1)
4 August Arbroath 0 East Fife 2 (League Div. 2)
8 August East Fife 0 Motherwell 1 (AET) (League Cup Rnd 2)
15 August East Fife 2 Alloa Athletic 2 (League Div. Two)
22 August Clyde 0 East Fife 0 (League Div. Two)
29 August East Fife 1 Caledonian Thistle 5 (League Div. Two)
5 September Livingston 3 East Fife 1 (League Div. Two)
12 September Forfar Athletic 1 East Fife 2 (League Div. Two)
19 September East Fife 1 Partick Thistle 3 (League Div. Two)
27 September East Fife 2 Queen of the South 0 (League Div. Two)
3 October Stirling Albion 3 East Fife 2 (League Div. Two)
10 October Alloa Athletic 5 East Fife 1 (League Div. Two)
17 October East Fife 0 Arbroath 3 (League Div. Two)
24 October Caledonian Thistle 4 East Fife 2 (League Div. Two)
31 October East Fife 2 Livingston 3 (League Div. Two) (Last Match at Bayview Park)
7 November Partick Thistle 0 East Fife 1 (League Div. Two)
14 November East Fife 1 Forfar Athletic 0 (League Div. Two) (First Match at New Bayview Stadium)
21 November Queen of the South 0 East Fife 0 (League Div. Two)
28 November East Fife 2 Stirling Albion 3 (League Div. Two)
12 December East Fife 0 Clyde 0 (League Div. Two)
19 December Arbroath 2 East Fife 1 (League Div. Two)
26 December East Fife 3 Caledonian Thistle 2 (League Div. Two)
2 January Forfar Athletic 2 East Fife 2 (Scottish Cup Rnd 2)
9 January East Fife 0 Forfar Athletic 1 (Scottish Cup Rnd 2 Replay)
17 January East Fife 0 Queen of the South 1 (League Div. Two)
20 January Livingston 1 East Fife 0 (League Div. Two)
23 January East Fife 0 Berwick Rangers 5 (Friendly)
30 January Stirling Albion 0 East Fife 1 (League Div. Two)
3 February East Fife 2 Kettle United 1 (Closed Door Friendly)
6 February East Fife 1 Partick Thistle 0 (League Div. Two)
16 February Forfar Athletic 2 East Fife 4 (League Div. Two)
20 February Clyde 1 East Fife 0 (League Div. Two)
23 February East Fife 1 Raith Rovers 2 (Fife Cup)
27 February East Fife 0 Alloa Athletic 4 (League Div. Two)
2 March East Fife 1 Hill of Beath Hawthorn 3 (Closed Door Friendly)
6 March East Fife 1 Livingston 1 (League Div. Two)
13 March Caledonian Thistle 4 East Fife 0 (League Div. Two)
20 March East Fife 1 Stirling Albion 0 (League Div. Two)
27 March East Fife 3 Queen's Park 1 (Closed Door Friendly)
3 April Queen of the South 2 East Fife 0 (League Div. Two)
10 April Partick Thistle 2 East Fife 2 (League Div. Two)
17 April East Fife 2 Forfar Athletic 1 (League Div. Two)
24 April East Fife 1 Arbroath 2 (League Div. Two)
1 May Alloa Athletic 3 East Fife 1 (League Div. Two)
8 May East Fife 2 Clyde 1 (League Div. Two)