The Cobblers announced they would face Northampton Sileby Rangers, St. Albans City, Brackley Town, Hull City U23, Barnet and Manchester United XI.

[6] On 13 July 2018, the initial group stage draw bar the U21 invited clubs was announced.

[7] The draw for the second round was made live on Talksport by Leon Britton and Steve Claridge on 16 November.

[8] On 8 December, the third round draw was drawn by Alan McInally and Matt Le Tissier on Soccer Saturday.

At the end of the season, Northampton's annual award ceremony, including categories voted for by the players and backroom staff, the supporters, will see the players recognised for their achievements for the club throughout the 2018–19 season.