| 1999–2000 season | |
|---|---|
| Manager | Wolfgang Wolf |
| Stadium | Volkswagen Arena |
| Bundesliga | 7th |
| DFB-Pokal | Round of 16 |
| UEFA Cup | Third round |
| Top goalscorer | Jonathan Akpoborie (12) |
VfL Wolfsburg finished one place lower than the last season, but still qualified for European competition via the Intertoto Cup.
Note: Flags indicate national team as defined under FIFA eligibility rules; some limited exceptions apply. Players may hold more than one non-FIFA nationality.
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Note: Flags indicate national team as defined under FIFA eligibility rules; some limited exceptions apply. Players may hold more than one non-FIFA nationality.
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| 13 October 1999 | Chemnitzer FC | 2–3 | VfL Wolfsburg | Chemnitz |
| Mehlhorn Skela | Report (in German) | Nowak Laudeley Juskowiak | Stadium: Stadion an der Gellertstraße Attendance: 5,000 Referee: Jürgen Aust (Cologne) |
| 1 December 1999 | VfL Bochum | 5 – 4 | VfL Wolfsburg | Bochum |
| Weber Peschel Baştürk | Report (in German) | Feldhoff Thomsen Akonnor | Stadium: Ruhrstadion Attendance: 10,900 Referee: Lutz Wagner (Kriftel) |
| 21 October 1999 | Roda JC | 0–0 | | Sportpark Kaalheide, Kerkrade |
| Report | Attendance: 7,700 Referee: Valentin Ivanov (Russia) |
| 2 November 1999 | Wolfsburg | 1–0 | | VfL-Stadium, Wolfsburg |
| Akonnor | Report | Attendance: 7,677 Referee: Georgios Bikas (Greece) |
Wolfsburg won 1–0 on aggregate.
| 23 November 1999 | Wolfsburg | 2–3 | | VfL-Stadium, Wolfsburg |
| Juskowiak Akonnor | Report | Aguilera Hasselbaink | Attendance: 10,700 Referee: Luc Huyghe (Belgium) |
| 9 December 1999 | Atlético Madrid | 2–1 | | Vicente Calderón Stadium, Madrid |
| Hasselbaink Correa | Report | Akonnor | Attendance: 3,000 Referee: Leslie Irvine (Northern Ireland) |
Atlético Madrid won 5–3 on aggregate.