After the premature end to the season due to the COVID-19 pandemic in the United Kingdom, preparations for the new campaign began in July with manager Jim Duffy signing a one-year contract extension.

[10] Later that week nine players left the club at the expiry of the contract, with player of the year Kyle Hutton, top scorer Isaac Layne, leading assister Joe McKee and number one goalkeeper Conor Brennan joined by Lewis Crawford, Jordan Pettigrew, Callum Wilson, Jai Quitongo and Ryan Tierney in leaving the club.

[12] The Sons were drawn against Kilmarnock, Dunfermline Athletic, Clyde and Falkirk in the Scottish League Cup, which was scheduled the start the season in early October.

[17] The Sons played their first game in over six months on 15 September, defeating local rivals Clydebank 4-0 in a closed doors friendly with trialist Jaime Wilson and new signing Denny Johnstone both scoring twice.

[18] Johnstone was again on the scoresheet in a friendly defeat to Greenock Morton[19] before a 3-2 victory against Albion Rovers with Robert Jones scoring twice and Ross Forbes finding the net from long range.

[28] Forward Jaime Wilson became the club's seventh new signing of the summer on 12 October, joining from National Premier Leagues Victoria 2 side Northcote City.

[33] The same day it was announced that the Sons next home match, against Airdrieonians, would be switched to the Excelsior Stadium due to forecast poor weather.

[34] Despite the change of venue Sons still recorded their first victory of the season in the match, with Jaime Wilson and a Leon McCann own goal securing a 2-0 win.

[35] The same day goalkeeper Chris Calder joined the club on an emergency loan from West of Scotland Football League side St Roch's.

[39] Church made his debut the next day, as the Sons dismal Scottish League Cup form continued with a 2-0 defeat to Kilmarnock.

The Sons barren run in front of goal stretched into December, as the month opened with a 0-0 draw against Partick Thistle - with Kevin Dąbrowski saving a first-half Brian Graham penalty.

[50] On January 11 the Sons season was put on hold, with a three week suspension of lower league football introduced due to the COVID-19 pandemic in Scotland.

[53] This led to calls from Stefan McCluskey for the Scottish Government to rethink their decision[54] whilst a PFA Scotland survey showed that players were overwhelmingly in favour of a return to the pitch.

[58] After returning to training on March 6, Jim Duffy started to reshape his squad - with winger Matthew Reilly and striker Denny Johnstone both departing.

Goalkeeper Chris Smith left the club on April 6 due to work commitments[69] with Jamie Barclay signed on an emergency loan deal from Kilwinning Rangers as his replacement.

[70] On April 8 the Sons finally secured their first league win of 2020, with Ryan McGeever and Adam Frizzell on target in a 2-1 victory against East Fife.

The home leg was played in front of a sell-out crowd of 398 - the first time in 15 months fans had been able to attend a game due to the COVID-19 pandemic in Scotland.