| 1999-12-19 | MonzavSampdoriaSerie B · Italy | 1–1 | Serie B · Italy |
| 1999-12-12 | SampdoriavPescaraSerie B · Italy | 2–1 | Serie B · Italy |
| 1999-12-05 | VicenzavSampdoriaSerie B · Italy | 2–1 | Serie B · Italy |
| 1999-11-28 | SampdoriavTrevisoSerie B · Italy | 2–0 | Serie B · Italy |
| 1999-11-22 | NapolivSampdoriaSerie B · Italy | 1–0 | Serie B · Italy |
| 1999-11-14 | SampdoriavCesenaSerie B · Italy | 1–1 | Serie B · Italy |
| 1999-11-04 | SalernitanavSampdoriaSerie B · Italy | 1–1 | Serie B · Italy |
| 1999-10-31 | SampdoriavChievoSerie B · Italy | 0–0 | Serie B · Italy |
| 1999-10-22 | GenoavSampdoriaSerie B · Italy | 1–1 | Serie B · Italy |
| 1999-10-10 | SampdoriavAtalantaSerie B · Italy | 1–0 | Serie B · Italy |
| 1999-10-03 | SampdoriavTernanaSerie B · Italy | 2–2 | Serie B · Italy |
| 1999-09-27 | CosenzavSampdoriaSerie B · Italy | 1–2 | Serie B · Italy |
| 1999-09-19 | SampdoriavRavennaSerie B · Italy | 2–1 | Serie B · Italy |
| 1999-09-12 | EmpolivSampdoriaSerie B · Italy | 1–0 | Serie B · Italy |
| 1999-09-05 | SampdoriavBresciaSerie B · Italy | 0–0 | Serie B · Italy |
| 1999-08-29 | PistoiesevSampdoriaSerie B · Italy | 0–1 | Serie B · Italy |
| 1999-05-23 | SampdoriavBariSerie A · Italy | 1–0 | Serie A · Italy |
| 1999-05-16 | BolognavSampdoriaSerie A · Italy | 2–2 | Serie A · Italy |
| 1999-05-09 | SampdoriavFiorentinaSerie A · Italy | 3–2 | Serie A · Italy |
| 1999-05-02 | MilanvSampdoriaSerie A · Italy | 3–2 | Serie A · Italy |
| 1999-04-25 | SampdoriavLazioSerie A · Italy | 0–1 | Serie A · Italy |
| 1999-04-17 | ParmavSampdoriaSerie A · Italy | 1–1 | Serie A · Italy |
| 1999-04-11 | SampdoriavVeneziaSerie A · Italy | 2–1 | Serie A · Italy |
| 1999-04-03 | VicenzavSampdoriaSerie A · Italy | 1–0 | Serie A · Italy |
| 1999-03-21 | SampdoriavInterSerie A · Italy | 4–0 | Serie A · Italy |
| 1999-03-14 | SalernitanavSampdoriaSerie A · Italy | 2–0 | Serie A · Italy |
| 1999-03-07 | SampdoriavJuventusSerie A · Italy | 1–2 | Serie A · Italy |
| 1999-02-28 | EmpolivSampdoriaSerie A · Italy | 0–1 | Serie A · Italy |
| 1999-02-21 | SampdoriavPiacenzaSerie A · Italy | 3–2 | Serie A · Italy |
| 1999-02-14 | RomavSampdoriaSerie A · Italy | 3–1 | Serie A · Italy |
| 1999-02-07 | SampdoriavCagliariSerie A · Italy | 0–0 | Serie A · Italy |
| 1999-01-31 | PerugiavSampdoriaSerie A · Italy | 2–0 | Serie A · Italy |
| 1999-01-24 | SampdoriavUdineseSerie A · Italy | 1–1 | Serie A · Italy |
| 1999-01-17 | BarivSampdoriaSerie A · Italy | 3–1 | Serie A · Italy |
| 1999-01-10 | SampdoriavBolognaSerie A · Italy | 1–1 | Serie A · Italy |
| 1999-01-06 | FiorentinavSampdoriaSerie A · Italy | 1–0 | Serie A · Italy |