The Portuguese coach will be suiting up for the 15th showpiece event of his career when Manchester United take on Chelsea at Wembley on Saturday
Getty Images1Manchester United 2-0 Ajax
Mourinho completed a cup double in his first season at Old Trafford by adding the Europa League trophy to the League Cup.
United bested Ajax in the 2017 final in Stockholm, with goals from Paul Pogba and Henrikh Mkhitaryan giving the Red Devils a comfortable 2-0 win.
All of which means that Mourinho has won a remarkable 12 of his 14 cup finals. Furthermore, he hasn't lost one in England, or ever been beaten inside 90 minutes.
So, good luck, Antonio Conte, you're going to need it at Wembley on Saturday!
AdvertisementGetty2Manchester United 3-2 Southampton
The 2017 League Cup final probably saw the better team lose but that mattered not a jot to Mourinho, who picked up the first major honour of his Manchester United reign.
A late Zlatan Ibrahimovic goal – his second of the game – broke the hearts of a spirited Southampton side who had come from two goals down to level matters.
Following the dramatic win, Mourinho said: “I'm a bit emotional yes. It's not easy to win titles and so many times. It's not easy to cope with the pressure I put myself under.”
Getty Images3Chelsea 2-0 Tottenham
Mourinho collected the first piece of silverware in his second stint at Stamford Bridge by masterminding a comprehensive 2-0 victory over an exciting young Tottenham team in the 2015 League Cup final.
A captain’s goal from John Terry on the stroke of half-time and a deflected Diego Costa effort wrapped up the game for the Blues.
Getty images4Real Madrid 1-2 Atletico Madrid
In what was essentially a home fixture for Real, Mourinho was sent to the Santiago Bernabeu stands after remonstrating with the referee during his side's shock 2-1 loss to their city rivals in the final of the 2013 Copa del Rey.
Ronaldo got los Blancos off to the perfect start before Diego Costa pegged Real back and, early in extra-time, Miranda silenced the Bernabeu by putting Atleti ahead.
Diego Simeone's stubborn side then held on to claim a famous win, and inflict just a second cup final defeat upon Mourinho.