Dundee v Rangers, 02 October 1999
| Score | 3-2 to Rangers |
| Referee | Stuart Dougal |
| Competition | Scottish Premier League |
| Venue | Dens Park, Dundee |
| Attendance | 10,494 |
2 Dundee
Goals:
| Shaun McSkimming | 56 |
|
|
| Willie Falconer | 69 |
|
Starting lineup:
Goalkeeper
Rab Douglas
Defender
Lee Maddison
Defender
Barry Smith
Defender
Steven Tweed
Defender
Frank Van Eijs
Defender
Lee Wilkie
Midfielder
Steven Boyack
Midfielder
Shaun McSkimming
Midfielder
Gavin Rae
Forward
Eddie Annand
Forward
Willie Falconer
Substitutions:
| James Grady for Eddie Annand | 38 |
| Roberto Matute for Willie Falconer | 82 |
| Lee Sharp for Steven Boyack | 88 |
Cards:
| James Grady | Y | |
| Shaun McSkimming | Y | |
| Lee Wilkie | 41 | R |
3 Rangers
Goals:
| Andrei Kanchelskis | 29 |
|
|
| Rodney Wallace | 80 |
|
|
| Gabriel Amato | 84 |
|
Starting lineup:
Lionel Charbonnier
Goalkeeper
Craig Moore
Defender
Arthur Numan
Defender
Lorenzo Amoruso
Defender/Centre back
Sergio Porrini
Full back
Jorg Albertz
Midfielder
Barry Ferguson
Midfielder
Andrei Kanchelskis
Midfielder
Giovanni van Bronckhorst
Midfielder
Michael Mols
Forward
Rodney Wallace
Forward
Substitutions:
| Tony Vidmar for Arthur Numan | 55 |
| Gabriel Amato for Sergio Porrini | 71 |
| Dariusz Adamczuk for Andrei Kanchelskis | 76 |
Cards:
| Barry Ferguson | Y | |
| Michael Mols | Y | |
| Arthur Numan | Y | |
| Craig Moore | Y | |
| Giovanni van Bronckhorst | 41 | R |