| 1990–91 B&Q Centenary Cup | |
| Country: | Scotland |
| Num Teams: | 28 |
| Winners: | Dundee |
| Second: | Ayr United |
| Matches: | 27 |
| Goals: | 91 |
| Next Season: | 1991–92 |
The 1990–91 Scottish Challenge Cup was the inaugural season of the competition, which was also known as the B&Q Centenary Cup for sponsorship reasons. It was competed for by the 28 member clubs of the Scottish Football League Division One and Two.
The final was played on 11 November 1990,[1] between Ayr United and Dundee at Fir Park in Motherwell. Dundee won 3–2 after extra time[2] to become the first winners of the cup.
| Round | First match date | Fixtures | width=100 | Clubs | ||
|---|---|---|---|---|---|---|
| align=left | First round | align=left | Tuesday 2 October 1990 | 12 | 28 → 16 | |
| align=left | Second round | align=left | Tuesday 16 October 1990 | 8 | 16 → 8 | |
| align=left | Quarter-finals | align=left | Tuesday 23 October 1990 | 4 | 8 → 4 | |
| align=left | Semi-finals | align=left | Tuesday 30 October 1990 | 2 | 4 → 2 | |
| align=left | align=left | Sunday 11 November 1990 | 1 | 2 → 1 |
Dundee, East Stirlingshire, Hamilton Academical and Stranraer entered the second round.Source: statto.com
Source: statto.com
See main article: 1990 Scottish Challenge Cup Final.