Having won the Premier League in his first season in charge, the Blues finished fifth this year, though they are appearing in their second successive Cup final and Conte could become the first manager to lose consecutive FA Cup finals since Howard Kendall in 1985 and 1986.
However, even winning the competition is often not good enough and The Sun‘s Martin Lipton tells talkSPORT.com what happens to the manager when Chelsea win the FA Cup at Wembley (the 1970 final was won in a replay at Old Trafford).
1997: Chelsea 2-0 Middlesbrough
Manager: Ruud Gullit
The dreadlocked Dutchman ended the Blues’ 27-year wait for a major trophy after Roberto Di Matteo scored after just 42 seconds. Eddie Newton added the second late-on, but Gullit fell out with his squad the following year and was sacked by February.
2000: Chelsea 1-0 Aston Villa
Manager: Gianluca Vialli
Another Di Matteo strike, 17 minutes from time, saw the Italian add to the Cup Winners Cup and League Cup triumphs of 1998 in the last FA Cup final at the first Wembley Stadium. However, five matches into the new term, after rifts developed with Gianfranco Zola, Didier Deschamps and Dan Petrescu, Vialli was history.
2007: Chelsea 1-0 Manchester United
Manager: Jose Mourinho
The FA Cup final returned to Wembley after a seven-year absence and Didier Drogba’s extra-time strike denied Manchester United the second leg of the Double. Chelsea had also won the League Cup, but within an hour of the final whistle a senior Blues board source was describing Mourinho’s season as “not good enough” and by September the ‘Special One’ was on his way out of the Bridge.
2009: Chelsea 2-1 Everton
Manager: Guus Hiddink
Hiddink had been the perfect fire-fighter after replacing Luis Felipe Scolari and his final game at the helm was to bring a silverware lining to his reign despite Louis Saha scoring after just 29 seconds, the fastest Cup Final goal. Drogba equalised before Frank Lampard’s long-range winner. But Hiddink was already on his bike.
2010: Chelsea 1-0 Portsmouth
Manager: Carlo Ancelotti
Ancelotti’s side had put eight past Wigan to clinch the league, while a single Drogba goal against relegated Pompey was enough to complete the first and so far only Double in Chelsea’s history, although only after a Kevin Prince Boateng penalty miss. Less than a year later, after finishing only runners up to United, Ancelotti was given his marching orders.
2012: Chelsea 2-1 Liverpool
Manager: Roberto Di Matteo
Di Matteo was another emergency appointment, replacing Andre Villas Boas, and turned a listing season around. Goals from Ramires and – of course – Drogba put Chelsea two up and they held on despite Andy Carroll scaring them witless. Di Matteo led Chelsea to their greatest night in Munich two weeks later when they won the Champions League, but was sacked before the end of November with group stage elimination inevitable.