On 8 June 2015, Middlesbrough announced two friendlies against York City and Doncaster Rovers.

[58] On 8 July, Boro announced Spanish side Getafe will visit a week prior to the opening game of the season.

Source: Football League On 17 June 2015, the fixtures for the forthcoming season were announced.

[60] On 16 June 2015, the first round draw was made, Middlesbrough were drawn away against Oldham Athletic.

[62] The third round draw was made on 25 August 2015 live on Sky Sports by Charlie Nicholas and Phil Thompson.