| Fixtures + Results | League Table | Transfers | Squad Stats | Squad Photo | Top Scorers |
 – Denotes a win |
 – Denotes a draw |
 – Denotes a loss |
 – Denotes highlights |
 – Denotes match report |
| Date | Competition | Opponent | Venue | Score | ||||
| 26th Jun | Friendly | Crusaders | Seaview | 0-1 | |
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| 29th Jun | Friendly | Linfield | Windsor Park | 3-0 | |
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| 2nd Jul | Friendly | Gretna 2008 | Raydale Park | 7-0 | |
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| 6th Jul | Friendly | Darlington | Blackwell Meadows | 3-0 | |
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| 13th Jul | League Cup (Group E) | Queen of the South | Palmerston Park | 3-0 | |
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| 19th Jul | League Cup (Group E) | Greenock Morton | Fir Park | 4-0 | |
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| 23rd Jul | League Cup (Group E) | Dumbarton | Strathclyde Homes Stadium | 2-0 | |
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| 27th Jul | League Cup (Group E) | Annan Athletic | Fir Park | 4-0 | |
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| 3rd Aug | Premiership | Livingston | Almondvale | 0-0 | |
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| 10th Aug | Premiership | Celtic | Fir Park | 2-5 | |
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| 16th Aug | League Cup (Second Round) | Hearts | Fir Park | 1-2 | |
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| 24th Aug | Premiership | Hamilton Academical | New Douglas Park | 3-1 | |
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| 31st Aug | Premiership | Hibernian | Fir Park | 3-0 | |
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| 14th Sep | Premiership | Hearts | Tynecastle | 2-3 | |
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| 21st Sep | Premiership | Ross County | Fir Park | 1-2 | |
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| 28th Sep | Premiership | St Johnstone | McDiarmid Park | 1-0 | |
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| 5th Oct | Premiership | St Mirren | Fir Park | 2-0 | |
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| 19th Oct | Premiership | Aberdeen | Fir Park | 0-3 | |
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| 27th Oct | Premiership | Rangers | Ibrox | 1-2 | |
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| 30th Oct | Premiership | Kilmarnock | Fir Park | 2-1 | |
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| 2nd Nov | Premiership | Livingston | Fir Park | 2-1 | |
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| 10th Nov | Premiership | Celtic | Celtic Park | 0-2 | |
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| 23rd Nov | Premiership | Hibernian | Easter Road | 1-3 | |
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| 30th Nov | Premiership | St Johnstone | Fir Park | 4-0 | |
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| 4th Dec | Premiership | St Mirren | St Mirren Park | 3-0 | |
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| 7th Dec | Premiership | Hearts | Fir Park | 1-0 | |
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| 15th Dec | Premiership | Rangers | Fir Park | 0-2 | |
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| 21st Dec | Premiership | Kilmarnock | Rugby Park | 1-0 | |
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| 26th Dec | Premiership | Ross County | Victoria Park | 2-1 | |
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| 29th Dec | Premiership | Hamilton Academical | Fir Park | 1-2 | |
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| 18th Jan | Scottish Cup | Dundee | Dens Park | 3-0 | |
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| 22nd Jan | Premiership | Aberdeen | Pittodrie | 1-0 | |
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| 25th Jan | Premiership | Hibernian | Fir Park | 1-1 | |
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| 1st Feb | Premiership | Livingston | Almondvale | 0-1 | |
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| 5th Feb | Premiership | Celtic | Fir Park | 0-4 | |
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| 8th Feb | Scottish Cup | St Mirren | St Mirren Park | 1-1 | |
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| 12th Feb | Premiership | St Johnstone | McDiarmid Park | 1-2 | |
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| 18th Feb | Scottish Cup | St Mirren | Fir Park | 4-4* | |
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| 22nd Feb | Premiership | Hamilton Academical | New Douglas Park | 0-0 | |
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| 25th Feb | Premiership | St Mirren | Fir Park | 1-2 | |
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| 4th Mar | Premiership | Ross County | Fir Park | 4-1 | |
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| 7th Mar | Premiership | Hearts | Tynecastle | 1-1 | |
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| 13th Mar | Premiership | Aberdeen | Fir Park | P-P |  |
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| 21st Mar | Premiership | Kilmarnock | Fir Park | P-P | ||||
| 4th Apr | Premiership | Rangers | Ibrox | P-P |
Due to the outbreak of Covid-19, Scottish football was temporarily suspended with the announcement being made in the afternoon of the 13th March 2020. Motherwell versus Aberdeen was the first Scottish fixture to fall foul to a postponement due to the pandemic as it was pencilled in and was originally to be shown live on TV via BT Sport. Due to the rising cases in the United Kingdom all the Scottish leagues would eventually be brought to a finish without the remaining fixtures being fulfilled apart from the Scottish Cup which would be completed the following season.