[2] On 24 June, Motherwell announced that they had giving permission to manager Stephen Robinson to discuss the vacant Northern Ireland managerial position.

[8] The following day, Motherwell announced that youngsters Barry Maguire, Harry Robinson and Yusuf Hussain had all signed new one-year contracts with the club.

[15] On 15 September, Jamie Semple joined Scottish League One club Cove Rangers on a season-long loan.

[21] Later on the same day, Motherwell announced the departure of Jermaine Hylton to Ross County and the arrival of Devante Cole on a permanent deal until the end of the season.

[25] On 7 October, Motherwell announced the signing of Aaron Chapman on a contract until the end of the season,[26] and Matthew Connelly joined Falkirk on a short-term loan deal.

[29] After Trevor Carson suffered a knee injury that will see him ruled out for 'several months', Motherwell signed Jordan Archer on 28 October to a short-term deal until January 2021.

[40] On 15 January, Motherwell announced the return of Academy graduate, Steven Lawless on a permanent transfer from Burton Albion, until the end of the 2021-22 season.

[59] On 17 May, Scott Fox joined Greenock Morton on an emergency loan deal for their Scottish Championship play-off finals against Airdrieonians.

[60] On 24 May, Motherwell announced that Allan Campbell, Aaron Chapman, Findlay Cook, Sam Foley, Declan Gallagher, Paul Hale, Yusuf Hussain, Chris Long, Ross MacIver, Matthew McDonald, Sam Muir, Liam Polworth, Lewis Robertson, Harry Robinson, Sherwin Seedorf, Jamie Semple and Cammy Williamson would all be leaving the club at the end of the season when their contracts expire, whilst Devante Cole, Dean Cornelius, Charles Dunne and Scott Fox had all either been offered new contracts or had been invited back for pre-season training.

[61] Note: Flags indicate national team as defined under FIFA eligibility rules; some limited exceptions apply.