Dundee v Ayr United, 29 January 2000
| Score | 0-0 |
| Referee | Jim Herald |
| Competition | Scottish FA Cup 3rd round |
| Venue | Dens Park, Dundee |
| Attendance | 3,925 |
0 Dundee
Starting lineup:
Goalkeeper
Rab Douglas
Defender
Craig Ireland
Defender
Barry Smith
Defender
Steven Tweed
Defender
Lee Wilkie
Midfielder
Steven Boyack
Midfielder
Shaun McSkimming
Midfielder
Gavin Rae
Forward
Eddie Annand
Forward
Nicky Banger
Forward
Willie Falconer
Substitutions:
| Graham Bayne for Steven Boyack | 82 |
Cards:
| Steven Boyack | Y |
0 Ayr United
Starting lineup:
Craig Nelson
Goalkeeper
David Craig
Defender
Dave Rogers
Defender
Neil Duffy
Defender/Midfielder
John Robertson
Full back
Neil Scally
Midfielder
Marvyn Wilson
Midfielder
Glynn Hurst
Forward
Michael Reynolds
Forward
Neil Tarrant
Forward
Gary Teale
Forward
Substitutions:
| Paul Shepherd for Michael Reynolds | 71 |
Cards:
| Neil Scally | Y | |
| Marvyn Wilson | Y |