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Arsenal had competed in all but one of the previous finals, winning five. Manchester City had appeared in three of the last four, securing the trophy twice. The final was a rerun of the 2018 final, which was won by Arsenal by a goal to nil, while both teams also met in the final in 2014 when Manchester City won by the only goal.
Drawn again - as with the previous season - against mostly second-tier opposition, plus WSL mid-table side West Ham United, Arsenal improved on their second-place finish in the 2017–18 group stage with a dominating series of results to top their group having secured all twelve points, the high note being an away 9–0 win over Lewes in which both Kim Little and Vivianne Miedema scored hattricks.
The quarter-finals saw Arsenal paired with Birmingham City, a team only a few paces behind in the WSL title race with three previous WSL Cup final appearances to their names, including two against Arsenal. A tight match saw Birmingham take the lead, but an injury time goal from Miedema would ultimately settle the tie in Arsenal's favour.
The semi-final matched Arsenal against the resurrected Manchester United, who had been performing beyond their second division status all season. An all-Manchester final was prevented, however, as Arsenal took control of the match to seal their place with two more goals from Miedema.
In the group stages, Manchester City again found themselves matched with title challengers Birmingham City, along with Bristol City and three Championship sides, playing one more game than Arsenal by virtue of the increased number of teams competing in the tournament compared with the previous season. Their campaign began slowly as they were only able to prevail against Birmingham City on penalties, meaning they would only take two points out of a possible three. With the toughest match already out of the way, they would go on to win all of their remaining games, scoring 17 goals and conceding none in the process.
Their quarter-final against Brighton & Hove Albion would prove to be their highest-scoring in the cup competition, with an initially slow match bursting into life in the closing stages as four goals were scored after the 85th minute. The match drew extra journalistic attention as it came barely 24 hours after Manchester City's men's team had themselves scored nine goals in their own League Cup tie.
Manchester City's place in the final would ultimately be assured by the work of Nikita Parris, who scored both goals as they defeated the reigning WSL champions Chelsea, giving them their fourth finals appearance in the previous five competitions.