| Date | Match | Score | Competition |
|---|---|---|---|
| 1999-12-19 | TernanaEmpoliSerie B · Italy | 1–1 | Serie B · Italy |
| 1999-12-10 | EmpoliAtalantaSerie B · Italy | 0–0 | Serie B · Italy |
| 1999-12-05 | NapoliEmpoliSerie B · Italy | 1–0 | Serie B · Italy |
| 1999-11-28 | EmpoliSalernitanaSerie B · Italy | 0–3 | Serie B · Italy |
| 1999-11-19 | GenoaEmpoliSerie B · Italy | 3–1 | Serie B · Italy |
| 1999-11-14 | EmpoliTrevisoSerie B · Italy | 1–0 | Serie B · Italy |
| 1999-11-07 | EmpoliRavennaSerie B · Italy | 1–1 | Serie B · Italy |
| 1999-10-31 | CosenzaEmpoliSerie B · Italy | 0–0 | Serie B · Italy |
| 1999-10-24 | EmpoliPescaraSerie B · Italy | 1–1 | Serie B · Italy |
| 1999-10-11 | PistoieseEmpoliSerie B · Italy | 2–0 | Serie B · Italy |
| 1999-10-01 | VicenzaEmpoliSerie B · Italy | 6–0 | Serie B · Italy |
| 1999-09-26 | EmpoliCesenaSerie B · Italy | 2–1 | Serie B · Italy |
| 1999-09-19 | MonzaEmpoliSerie B · Italy | 1–0 | Serie B · Italy |
| 1999-09-12 | EmpoliSampdoriaSerie B · Italy | 1–0 | Serie B · Italy |
| 1999-09-05 | SavoiaEmpoliSerie B · Italy | 1–0 | Serie B · Italy |
| 1999-08-29 | EmpoliFermanaSerie B · Italy | 1–0 | Serie B · Italy |