When was the last time Tottenham won a trophy?

Tottenham have been undergoing a phase of rebuild with Antonio Conte now at the helm of the club, tasked with bringing silverware and trophies to North London.

Though Harry Kane has lifted plenty of individual goal-scoring awards for himself, it's been a while since the Lilywhites have won a trophy of their own.

So how long has it been since Tottenham last tasted silverware? GOAL takes a look.

When was the last time Tottenham won a trophy?

Tottenham's last trophy was the 2008 Carling Cup, when they beat Chelsea 2-1 in the final at Wembley.

It marked the fourth time that Tottenham were crowned League Cup winners.

Juande Ramos' Tottenham team beat crosstown rivals Arsenal 6-2 in the semi-final, earning them a clash against the Blues.

Chelsea were defending champions of the trophy, having beaten Arsenal in the 2007 final.

Didier Drogba scored a free-kick in the first half to give Chelsea the lead going into the break, but Dimitar Berbatov scored a penalty in the 70th minute after a Wayne Bridge penalty to even out the scoreline.

Jonathan Woodgate then netted three minutes into extra-time after converting a free-kick taken by Jermaine Jenas that clinched the victory.

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It was Tottenham's first trophy in nine years, and it was an especially important one. With it, they secured UEFA Cup qualification for the next season – something that they had failed to do through their Premier League campaign as they finished 11th in the table.

The 2008 Carling Cup final was the first League Cup final to be played at the newly-built Wembley Stadium, with the previous finals held at Cardiff's Millennium Stadium.

Though Mauricio Pochettino's Tottenham side was lauded as one of the strongest Premier League sides in recent years, they failed to win any silverware during the Argentine's five years at the club.

Despite the goalscoring prowess of striker Harry Kane, who has won two Premier League Golden Boots, he has yet to lift a trophy with Tottenham.

The Lilywhites launched a Premier League title bid in 2015-16 and spent most of the season as frontrunners, but ultimately conceded the league to champions Leicester City.

The north Londoners came close to silverware again in 2019, when they reached the Champions League final in Madrid against Premier League rivals Liverpool, but ultimately lost 2-0.

They had mounted an incredible semi-final comeback against Ajax that saw them win the tie 3-3 on away goals after losing the first leg 1-0 at home, but came up short in the final.

Mohamed Salah's penalty for the Reds in the second minute, coupled with Divock Origi's 87th-minute goal, ensured that Tottenham would be forced to wait out their trophy drought for a little while longer.