Middlesbrough had qualified for the UEFA Cup via the league the previous season, and this season saw them make a dramatic run all the way to the final where they lost 4–0 to Sevilla. Meanwhile, they were knocked out of the FA Cup in the semi final by losing finalists West Ham United and out of the League Cup in the quarter finals by Blackburn Rovers.

The end of the season saw the departure of manager Steve McClaren after five years and 250 games in charge as he went on to become manager of the England national football team.

During this season, Middlesbrough's kits were once again sponsored by 888.com and produced by Errea. The club retained the white band of the previous season, however, this season, the white band swept down the right hand side of the kit and followed down the shorts. The away kit was plain blue with navy panels red piping. A white third kit was required for the away tie at FC Basel, to avoid a clash with their red-and-blue home kit.

Appearance and goalscoring records for all the players who were in the Middlesbrough F.C. first team squad during the 2005–06 season.

Disciplinary records for 2005–06 league and cup matches. Players with 1 card or more included only.

For departures of players out of contract at the end of 2004-05 see Middlesbrough F.C. season 2004-05.

Following their 7th-place finish the previous season, Boro fans were cautiously optimistic for the upcoming season. Despite losing Bolo Zenden (who left on a free to join Liverpool), the signings of Yakubu, Abel Xavier and Emanuel Pogatetz bolstered the squad and made it appear a lot stronger. These signings, along with the promise of another season in the UEFA cup promised a season to look forward to for the fans.

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