1999/00 
Home programme cover: ){kind=small}
| Date | Competition | Opponents | Details | |||
| 1 | 14.08.99 | SLP | Worcester City | 3-1 | Sykes (2) & Lamb | 1060 |
| 2 | 17.08.99 | SLP | HAVANT & WATERLOOVILLE | 0-0 | 614 | |
| 3 | 21.08.99 | SLP | GLOUCESTER CITY | 3-0 | Collins (2) & Sykes | 504 |
| 4 | 24.08.99 | SLP | Weymouth | 1-0 | Sykes | 697 |
| 5 | 28.08.99 | SLP | ILKESTON TOWN | 3-2 | Collins (2) & Sykes | 681 |
| 6 | 30.08.99 | SLP | Cambridge City | 0-0 | 438 | |
| 7 | 04.09.99 | SLP | Newport County | 1-3 | Munday | 933 |
| 8 | 11.09.99 | SLP | CLEVEDON TOWN | 2-1 | Munday & Porter | 526 |
| 9 | 18.09.99 | FAC 2QR | Ramsgate | 3-0 | Collins, O'Brien & Sykes | 1502 |
| 10 | 25.09.99 | SLP | Halesowen Town | 3-0 | Collins, Martin & Utterson | 449 |
| 11 | 02.10.99 | FAC 3QR | Taunton Town | 3-0 | Dixon, Munday & Porter | 720 |
| 12 | 09.10.99 | FAT 1R | Croydon | 0-0 | 150 | |
| 13 | 12.10.99 | FAT 1R R | CROYDON | 5-0 | Munday (2), Utterson (2) & Collins | 324 |
| 14 | 16.10.99 | FAC 4QR | Hendon | 0-1 | 531 | |
| 15 | 23.10.99 | SLP | ROTHWELL TOWN | 4-1 | Collins (2) & Williams (2) | 471 |
| 16 | 26.10.99 | SLP | Havant & Waterlooville | 3-3 | Collins, Munday & Pinnock | 354 |
| 17 | 02.11.99 | KSC 1R | TONBRIDGE ANGELS | 3-2 | OG (2) & Dixon | 275 |
| 18 | 06.11.99 | SLP | Tamworth | 0-2 | 556 | |
| 19 | 09.11.99 | SLP | WEYMOUTH | 2-0 | Collins & O'Brien | 414 |
| 20 | 13.11.99 | SLP | Clevedon Town | 0-1 | 249 | |
| 21 | 16.11.99 | SLC 1R | Sittingbourne | 2-0 | Collins & OG | 180 |
| 22 | 20.11.99 | SLP | MERTHYR TYDFIL | 0-0 | 407 | |
| 23 | 23.11.99 | SLP | King's Lynn | 0-0 | 725 | |
| 24 | 27.11.99 | FAT 2R | DARTFORD | 0-0 | 400 | |
| 25 | 01.12.99 | FAT 2R R | Dartford infoPlayed at Ship Lane, Purfleet FC. Lost 4-2 on penalties | 2-2 | Blackford & Greatorex | 149 |
| 26 | 04.12.99 | SLP | NEWPORT COUNTY | 2-1 | Collins (2) | 446 |
| 27 | 11.12.99 | SLP | Grantham Town | 2-1 | Collins & Greatorex | 285 |
| 28 | 18.12.99 | SLP | ATHERSTONE UNITED | 2-0 | Collins & Dixon | 391 |
| 29 | 21.12.99 | SLC 2R | BALDOCK TOWN | 4-2 | Collins (2), Lamb & Saunders | 200 |
| 30 | 27.12.99 | SLP | Salisbury City | 0-2 | 509 | |
| 31 | 03.01.00 | SLP | CRAWLEY TOWN | 1-0 | Dixon | 784 |
| 32 | 08.01.00 | SLP | Dorchester Town | 0-1 | 524 | |
| 33 | 15.01.00 | SLP | Boston United | 0-3 | 1558 | |
| 34 | 18.01.00 | SLP | CAMBRIDGE CITY | 1-2 | Saunders | 339 |
| 35 | 22.01.00 | SLP | KING'S LYNN | 1-0 | Sykes | 377 |
| 36 | 25.01.00 | KSC 2R | FOLKESTONE INVICTA | 2-3 | Lamb & Sykes | 307 |
| 37 | 29.01.00 | SLP | Atherstone United | 1-0 | Sykes | 241 |
| 38 | 01.02.00 | SLC 3R | Fleet Town | 5-2 | Sykes (2), Collins, Greatorex & Porter | 45 |
| 39 | 05.02.00 | SLP | BOSTON UNITED | 2-1 | Collins & Porter | 953 |
| 40 | 22.02.00 | SLP | BURTON
ALBION |
1-0 | O'Brien | 746 |
| 41 | 26.02.00 | SLP | TAMWORTH | 1-2 | Collins | 626 |
| 42 | 29.02.00 | SLC 4R | Hastings Town | 1-3 | Collins | 245 |
| 43 | 04.03.00 | SLP | GRANTHAM TOWN | 1-2 | Collins | 469 |
| 44 | 11.03.00 | SLP | Merthyr Tydfil | 4-3 | Sykes (2), Munday & OG | 567 |
| 45 | 18.03.00 | SLP | BATH CITY | 1-1 | Collins | 690 |
| 46 | 25.03.00 | SLP | Burton Albion | 1-0 | Munday | 1180 |
| 47 | 01.04.00 | SLP | DORCHESTER TOWN | 1-1 | Munday | 503 |
| 48 | 08.04.00 | SLP | Bath City | 1-1 | Takalobighashi | 735 |
| 49 | 15.04.00 | SLP | WORCESTER CITY | 0-1 | 404 | |
| 50 | 18.04.00 | SLP | Rothwell Town | 2-0 | Collins & Greatorex | 167 |
| 51 | 22.04.00 | SLP | Crawley Town | 3-5 | Greatorex (2) & Munday | 822 |
| 52 | 24.04.00 | SLP | SALISBURY CITY | 2-0 | Porter & OG | 356 |
| 53 | 29.04.00 | SLP | Gloucester City | 4-0 | Collins, O'Connell, Porter & OG | 326 |
| 54 | 01.05.00 | SLP | Ilkeston Town | 2-1 | Dixon & Takalobighashi | 443 |
| 55 | 06.05.00 | SLP | HALESOWEN TOWN | 3-1 | Collins, Greatorex & O'Connell | 602 |
