| Club: | Dumbarton |
| Season: | 1944–1945 |
| Stadium: | Boghead Park, Dumbarton |
| League: | Scottish Southern League |
| League Result: | 13th |
| Cup1: | Summer Cup |
| Cup1 Result: | First Round |
| Cup2: | League Cup South |
| Cup2 Result: | Prelims |
| League Topscorer: | Willie Reid (13) |
| Season Topscorer: | Willie Reid (15) |
| Prevseason: | 1943–44 |
| Nextseason: | 1945–46 |
The 1944–45 season was the sixth Scottish football season in which Dumbarton competed in regional football during World War II.
See main article: 1944–45 Southern Football League (Scotland). Four seasons of improving performances were not to be continued, with Dumbarton suffering a disastrous start to their fifth season in the Southern League campaign which saw only 3 points earned from the first 11 games. Things were not helped by a high 'turn-over' of playing staff and Dumbarton slumped to 13th out of 16 in the Scottish Southern League with 21 points - 38 behind champions Rangers.
See main article: 1944–45 Southern League Cup (Scotland). Dumbarton again failed to escape from their qualifying section in the League Cup South, winning one and drawing two of their qualifying matches.
See main article: Summer Cup (Scottish football). Dumbarton suffered another first round defeat in the Summer Cup, this time to Partick Thistle.
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Source:[1]
| Player | From | Date | |
|---|---|---|---|
| Andrew Easton | Slamannan | 11 May 1944 | |
| Willie Reid | 24 May 1944 | ||
| James Dover | 5 Aug 1944 | ||
| George Campbell | 11 Oct 1944 | ||
| Robert Murphy | 27 Oct 1944 | ||
| Ernest Marshall | 18 Nov 1944 | ||
| Donald McMillan | Bridgeton Waverley | 16 Dec 1944 | |
| Stan Gullan | Amateur | 22 Dec 1944 | |
| James Hoey | Bridgeton Waverley | 5 Jan 1945 | |
| Gordon MacFarlane | 30 Jan 1945 | ||
| Victor McAloney | Tontine Hibs | 27 Mar 1945 | |
| James McGowan | 23 May 1945 | ||
| John Browning | 26 May 1945 | ||
| Jimmy Timmins |
| Player | To | Date | |
|---|---|---|---|
| James Anderson | Released | 30 Aug 1944 | |
| Brendon Bell | Released | 4 Nov 1944 | |
| Frank Douglas | Released | 15 Dec 1944 | |
| Albert McLean | Released | 10 Jan 1945 | |
| Angus Stead | Released | 15 Jan 1945 | |
| James Dover | Released | 20 Jan 1945 | |
| Andrew Easton | Amateur | 22 Jan 1945 | |
| Hugh Hart | Dunfermline Athletic (loan) | 27 Jan 1945 | |
| Andrew McAlpine | Raith Rovers | 6 Feb 1945 | |
| Thomas Lipton |
Source:[2]
Dumbarton's Second XI had similar disappointing fortunes during the season to the first team.
In the Scottish Second XI Cup, Dumbarton lost in the first round to Falkirk, and finished 9th (of 11) in the Glasgow & District Reserve League.