Tottenham Hotspur will be aiming to book their spot in the quarter-finals of the FA Cup when they travel to the Riverside Stadium on Tuesday evening to take on Middlesbrough.
Spurs beat Brighton & Hove Albion 3-1 at home in the previous round of the competition, while Middlesbrough overcame Manchester United at Old Trafford, winning a penalty shootout after a 1-1 draw.
Middlesbrough were second best for long stages of their clash with Man United in the fourth round of the competition, and it would be fair to say that their leveller from Matt Crooks was controversial, with Duncan Watmore appearing to handle the ball before his teammate converted from close range.
Crooks’s goal was allowed to stand, though, and Boro, who reached the final of the 1997 FA Cup before losing to Chelsea, won 8-7 on penalties at Old Trafford to advance to the fifth round, and they will now be looking to claim another Premier League scalp in the shape of Tottenham.
Chris Wilder’s side will enter Tuesday’s contest off the back of a 3-2 defeat at Barnsley in the Championship on Saturday, which left them in eighth spot in the table, two points off the top six.
Boro have actually won their last seven matches in front of their own supporters so should be full of confidence heading into Tuesday’s contest, especially as they have not lost a home FA Cup tie since January 2018, including a 1-1 draw with Tottenham in the third round of the 2019-20 competition before losing the replay.
Middlesbrough have not beaten Spurs in any competition since a 2-1 success in the Premier League back in August 2008, though, which proved to be their first victory over the North London club since May 2005.
Following their 3-2 victory away to Manchester City on February 19, Tottenham were brought crashing back down to earth at Burnley last week, suffering a 1-0 defeat to the Clarets at Turf Moor.
Antonio Conte’s side returned to winning ways on Saturday afternoon, though, beating Leeds United 4-0 in the Premier League, with the result leaving them in seventh spot in the table, five points behind fourth-placed Manchester United with two games in hand
Spurs have had to win two home matches to progress to this stage of the FA Cup, recording a 3-1 victory over Morecambe on January 9 before beating Brighton by the same scoreline at the start of February.
Tottenham have won the FA Cup on eight previous occasions, the last of which was in 1991, when they beat Nottingham Forest in the final, and the North London club have not managed to win a major trophy since lifting the League Cup in 2008, which is simply too long for a team of their ilk.
Conte will be desperate to lead his side into the quarter-finals of the competition on Tuesday night, but Middlesbrough have already shown this season that they are capable of beating top-tier opposition.
Middlesbrough FA Cup form:
Middlesbrough form (all competitions):
Tottenham Hotspur FA Cup form:
Tottenham Hotspur form (all competitions):
We say: Middlesbrough 1-2 Tottenham Hotspur
Tottenham will not take Middlesbrough lightly, and it is set to be a fascinating battle at the Riverside Stadium on Tuesday night. We fancy the home side to score at some stage, but Kane and Son were excellent against Leeds at the weekend, and the pair could combine again to send Spurs into the quarter-finals of the FA Cup.