Gameplan
| Date | Round | Match | Match | Res. | Attendance | |
|---|---|---|---|---|---|---|
| 02.01.1999 |  | 3. Round | Bristol C. - Everton | BRI - EVE | 0:2 | 19.608 |
| 16.01.1999 |  | Matchday 28 | Bristol C. - Tranmere Rovers | BRI - TRM | 1:1 | 13.217 |
| 05.02.1999 | | Matchday 30 | Bristol C. - QPR | BRI - QPR | 0:0 | 13.841 |
| 13.02.1999 | | Matchday 31 | Bristol C. - Sunderland | BRI - SUN | 0:1 | 15.736 |
| 27.02.1999 | | Matchday 33 | Bristol C. - Ipswich | BRI - IPS | 0:1 | 14.065 |
| 09.03.1999 | | Matchday 36 | Bristol C. - Bury FC | BRI - BRY | 1:1 | 11.606 |
| 20.03.1999 | | Matchday 38 | Bristol C. - Bradford | BRI - BRA | 2:3 | 10.870 |
| 03.04.1999 | | Matchday 40 | Bristol C. - Port Vale FC | BRI - PVA | 2:0 | 11.039 |
| 10.04.1999 | | Matchday 42 | Bristol C. - Grimsby Town | BRI - GRI | 4:1 | 11.616 |
| 24.04.1999 | | Matchday 44 | Bristol C. - Birmingham | BRI - BIR | 1:2 | 15.845 |
| 09.05.1999 | | Matchday 46 | Bristol C. - Norwich City | BRI - NOR | 1:0 | 11.362 |
| 24.08.1999 |  | 1. Round 2nd leg | Bristol C. - Cambridge Utd | BRI - | 2:1 | 5.352 |
| 22.09.1999 | | 2. Round 2nd leg | Bristol C. - Nott'm Forest | BRI - NOT | 0:0 | 8.259 |