The 51st NWABBA Preston District contest was held in Fleetwood Marine Hall on 3rd October 1999. Five bands competed against Pilling in the third section. After a good performance, Pilling won the contest with 186 points. This is the first section 3 victory for the band. The results for the contest were:
| Championship | ||
| 1. Freckleton | (P.Dalton) | 180 |
| 2. Pemberton Old Wigan | (H.Bousfield) | 178 |
| 3. Haydock Ogden Travel | (C.Wormald) | 177 |
| Section 2 | ||
| 1. Eagley | (C.Roberts) | 182 |
| 2. Golborne | (G.Williams) | 178 |
| 3. Blackpool Brass | (S.Blair) | 177 |
| Section 3 | ||
| 1. Pilling Jubilee | (S.Simpson) | 186 |
| 2. Hesketh Bank | (B.Taylor) | 185 |
| 3. Eccleston Brass | (G.Smith) | 184 |
| Section 4 | ||
| 1. Thornton Cleveleys | (C.Andrews) | 181 |
| 2. Rainford Silver | (L.Nicholson) | 180 |
| 3. Trinity Girls | (G.Patmore) | 178 |
| Youth | ||
| 1. Pemberton Old Youth | (J.Duncan) | 176 |
| 2. Lancashire Training Band | (J.Coupe) | 172 |
| 3. Morecambe Youth | (B.Vose) | 170 |
| Adjudicators: | ||
| Gordon Higginbottom (Championship, Section 2, Youth) | ||
| Roy Roe (Section 3 and 4) | ||