| 2003–04 Challenge Cup | |
| Country: | Scotland |
| Num Teams: | 30 |
| Defending Champions: | Queen of the South |
| Champions: | Inverness Caledonian Thistle |
| Runner-Up: | Airdrie United |
| Matches: | 29 |
| Goals: | 99 |
| Prevseason: | 2002–03 |
| Nextseason: | 2004–05 |
The 2003–04 Scottish Challenge Cup was the 13th season of the competition, competed for by all 30 members of the Scottish Football League. The defending champions were Queen of the South, who defeated Brechin City 2–0 in the 2002 final. Queen of the South were eliminated in the first round after defeat against Stranraer
The final was played on 26 October 2003, between Inverness Caledonian Thistle and Airdrie United at McDiarmid Park, Perth. Inverness Caledonian Thistle won 2–0, to claim their first 'major' cup.
| Round | First match date | Fixtures | width=100 | Clubs | ||
|---|---|---|---|---|---|---|
| align=left | First round | align=left | Saturday 2 August 2003 | 14 | 30 → 16 | |
| align=left | Second round | align=left | Tuesday 12 August 2003 | 8 | 16 → 8 | |
| align=left | Quarter-finals | align=left | Tuesday 26 August 2003 | 4 | 8 → 4 | |
| align=left | Semi-finals | align=left | Tue/Wed 16/17 September 2003 | 2 | 4 → 2 | |
| align=left | align=left | Sunday 26 October 2003 | 1 | 2 → 1 |
Berwick Rangers and Dumbarton received random byes into the second round.Source: ESPN Soccernet
Source: ESPN Soccernet
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See main article: 2003 Scottish Challenge Cup Final.