Aberdeen v Livingston, 17 August 1999
| Score | 1-0 to Aberdeen |
| Referee | John Rowbotham |
| Competition | Scottish League Cup 2nd round |
| Venue | Pittodrie, Aberdeen |
| Attendance | 6,756 |
1 Aberdeen
Goals:
| Richard Gillies | 59 |
|
Starting lineup:
Goalkeeper
David Preece
Defender
Russell Anderson
Defender
Gary Smith
Defender
Derek Whyte
Defender/Midfielder
Andy Dow
Midfielder
Andreas Mayer
Midfielder
Nigel Pepper
Forward
Richard Gillies
Forward
Darren Mackie
Forward
Robbie Winters
Forward
Derek Young
Substitutions:
| Michael Hart for Andreas Mayer | 67 |
| Eoin Jess for Derek Young | 82 |
| Ilian Kiriakov for Russell Anderson | 89 |
Cards:
| Richard Gillies | Y | |
| Gary Smith | Y |
0 Livingston
Goals:
Starting lineup:
Ian McCaldon
Goalkeeper
Paul Deas
Defender
Allan McManus
Defender
Graham Coughlan
Defender/Centre back
Patrick Kelly
Defender/Centre back
John Millar
Midfielder
Marc Millar
Midfielder
David Bingham
Forward
Gerry Britton
Forward
Marino Keith
Forward
Charlie King
Forward
Substitutions:
| Brian McPhee for Marino Keith | 57 |
| Derek Fleming for John Millar | 59 |
| John Robertson for Charlie King | 80 |
Cards:
| Paul Deas | Y |