| Tournament details | |
|---|---|
| Country | Scotland |
| Teams | 28 |
| Final positions | |
| Champions | Dundee |
| Runners-up | Ayr United |
| Tournament statistics | |
| Matches played | 27 |
| Goals scored | 91 (3.37 per match) |
1991–92 → | |
The1990–91Scottish Challenge Cup was the inaugural season of the competition, which was also known as theB&Q Centenary Cup for sponsorship reasons. It was competed for by the 28 member clubs of theScottish Football League Division One and Two.
The final was played on 11 November 1990,[1][2] betweenAyr United andDundee atFir Park inMotherwell. Dundee won 3–2 afterextra time[2] to become the first winners of the cup.
| Round | First match date | Fixtures | Clubs |
|---|---|---|---|
| First round | Tuesday 2 October 1990 | 12 | 28 → 16 |
| Second round | Tuesday 16 October 1990 | 8 | 16 → 8 |
| Quarter-finals | Tuesday 23 October 1990 | 4 | 8 → 4 |
| Semi-finals | Tuesday 30 October 1990 | 2 | 4 → 2 |
| Final | Sunday 11 November 1990 | 1 | 2 → 1 |
Dundee,East Stirlingshire,Hamilton Academical andStranraer entered the second round.
| 2 October 1990 | Airdrieonians (2) | 2 – 1 (a.e.t.) | Partick Thistle (2) | Broomfield Park, Airdrie |
| 2 October 1990 | Alloa Athletic (3) | 3–0 | Forfar Athletic (2) | Recreation Park, Alloa |
| 2 October 1990 | Arbroath (3) | 2 – 1 (a.e.t.) | Queen's Park (3) | Gayfield Park, Arbroath |
| 2 October 1990 | Ayr United (2) | 3–0 | Brechin City (2) | Somerset Park, Ayr |
| 2 October 1990 | Clyde (2) | 4–3 | Dumbarton (3) | Firhill Stadium, Glasgow |
| 2 October 1990 | Clydebank (2) | 1–2 | East Fife (3) | Kilbowie Park, Clydebank |
| 2 October 1990 | Cowdenbeath (3) | 2–1 | Albion Rovers (3) | Central Park, Cowdenbeath |
| 2 October 1990 | Falkirk (2) | 0–3 | Raith Rovers (2) | Brockville Park, Falkirk |
| 2 October 1990 | Kilmarnock (2) | 4–1 | Stirling Albion (3) | Rugby Park, Kilmarnock |
| 2 October 1990 | Meadowbank Thistle (2) | 1 – 2 (a.e.t.) | Morton (2) | Meadowbank Stadium, Edinburgh |
| 2 October 1990 | Montrose (3) | 2–0 | Berwick Rangers (3) | Links Park, Montrose |
| 2 October 1990 | Stenhousemuir (3) | 0* – 0 (a.e.t.) | Queen of the South (3) | Ochilview Park, Stenhousemuir |
| Stenhousemuir won on penalties |
Source:statto.com
| 16 October 1990 | Airdrieonians (2) | 0–2 | Clyde (2) | Broomfield Park, Airdrie |
| 16 October 1990 | Alloa Athletic (3) | 3–5 | Dundee (2) | Recreation Park, Alloa |
| 16 October 1990 | East Fife (3) | 2–1 | Stranraer (3) | Bayview Park, Methil |
| 16 October 1990 | Kilmarnock (2) | 3–1 | Arbroath (3) | Rugby Park, Kilmarnock |
| 16 October 1990 | Montrose (3) | 2 – 3 (a.e.t.) | Ayr United (2) | Links Park, Montrose |
| 16 October 1990 | Morton (2) | 0 – 0* (a.e.t.) | Cowdenbeath (3) | Cappielow, Greenock |
| Cowdenbeath won on penalties |
| 16 October 1990 | Queen of the South (3) | 5–0 | East Stirlingshire (3) | Palmerston Park, Dumfries |
| 16 October 1990 | Raith Rovers (2) | 3–2 | Hamilton Academical (2) | Stark's Park, Kirkcaldy |
Source:statto.com
| 23 October 1990 | Ayr United (2) | 4–1 | Queen of the South (3) | Somerset Park, Ayr |
| 23 October 1990 | Clyde (2) | 2–1 | Cowdenbeath (3) | Firhill Stadium, Glasgow |
| 23 October 1990 | East Fife (3) | 1–2 | Kilmarnock (2) | Bayview Park, Methil |
| 23 October 1990 | Raith Rovers (2) | 0 – 1 (a.e.t.) | Dundee (2) | Stark's Park, Kirkcaldy |
| 30 October 1990 | Ayr United (2) | 2–0 | Clyde (2) | Somerset Park, Ayr |
| 30 October 1990 | Kilmarnock (2) | 0–2 | Dundee (2) | Rugby Park, Kilmarnock |
| Ayr United (2) | 2 – 3 (a.e.t.) | Dundee (2) |
|---|---|---|
D Smyth I McAllister | Report | W Dodds,, |