Aberdeen v Rangers, 01 December 1999
| Score | 1-0 to Aberdeen |
| Referee | Stuart Dougal |
| Competition | Scottish League Cup Quarter-final |
| Venue | Pittodrie, Aberdeen |
| Attendance | 11,380 |
After extra time.
1 Aberdeen
Goals:
| Andy Dow | 117 |
|
Starting lineup:
Goalkeeper
Jim Leighton
Defender
Russell Anderson
Defender
Jamie McAllister
Defender
Derek Whyte
Defender/Midfielder
Juan Cobian
Defender/Midfielder
Andy Dow
Midfielder
Paul Bernard
Midfielder
Cato Guntveit
Midfielder
Eoin Jess
Forward
Arild Stavrum
Forward
Robbie Winters
Substitutions:
| Mark Perry for Juan Cobian | 39 |
| Kevin Rutkiewicz for Eoin Jess | 98 |
| Rachid Belabed for Cato Guntveit | 106 |
Cards:
| Mark Perry | Y | |
| Juan Cobian | Y | |
| Derek Whyte | Y |
0 Rangers
Goals:
Starting lineup:
Thomas Myhre
Goalkeeper
Arthur Numan
Defender
Scott Wilson
Defender
Lorenzo Amoruso
Defender/Centre back
Barry Ferguson
Midfielder
Andrei Kanchelskis
Midfielder
Barry Nicholson
Midfielder
Giovanni van Bronckhorst
Midfielder
Gordon Durie
Forward
Jonatan Johansson
Forward
Neil McCann
Forward
Substitutions:
| Ian Ferguson for Gordon Durie | 46 |
| Tero Penttilä for Barry Nicholson | 91 |
| Steven Carson for Jonatan Johansson | 114 |
Cards:
| Barry Ferguson | Y | |
| Ian Ferguson | Y |