The 2021–22 season is Middlesbrough's 146th year in their history and fifth consecutive season in the Championship. Along with the league, the club will also compete in the FA Cup and the EFL Cup. The season covers the period from 1 July 2021 to 30 June 2022.
Middlesbrough finished the 2020–21 season in 10th position in the EFL Championship.
Middlesbrough announced they will play friendly matches against Bishop Auckland, Saltash United, Tavistock, Plymouth Argyle, York City and Rotherham United as part of their pre-season preparations.
Middlesbrough's fixtures were revealed on 24 June 2021.
Middlesbrough were drawn away to Mansfield Town in the third round. In the quarter-final, Boro were handed a home tie against Premier League side Chelsea.
Middlesbrough were drawn away to Blackpool in the first round.
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