The second leg of the 1998–99 UEFA Champions League semi-final between Juventus and Manchester United was a football match that took place at the Stadio Delle Alpi in Turin, Italy, on 21 April 1999.

Manchester United won the match 3–2; combined with a 1–1 draw in the first leg, that gave them a 4–3 aggregate win and sent them to the 1999 UEFA Champions League Final.

Manchester United were aiming to be the first English club to reach the European Cup / Champions League final since Liverpool in 1985.

Juventus had been one of the strongest teams in European football during the 1990s; they had reached the Champions League final in each of the previous three seasons, winning the tournament in 1996.

[14] Under the competition's rules at the time, a player who received two yellow cards in that season's tournament at any point would be suspended for one game.

Twelve players in the matchday squads had received yellow cards earlier in the season and would be suspended for the final if they were booked in this game and qualify: Denis Irwin, Ronny Johnsen, Roy Keane, Paul Scholes and Phil Neville for United; Antonio Conte, Didier Deschamps, Edgar Davids, Angelo Di Livio, Zinedine Zidane, Paolo Montero and Angelo Peruzzi for Juventus.

After five straight draws – a Champions League record at the time – Juventus went into the final matchday needing to beat Rosenborg at the Stadio Delle Alpi and hope that Galatasaray lost to Athletic Bilbao at San Mamés.

They were drawn against Polish champions ŁKS Łódź, and goals from Ryan Giggs and Andy Cole in the first leg at Old Trafford gave them a 2–0 aggregate win.

Roy Keane put United ahead just before half-time, but Hasan Salihamidžić's equaliser 10 minutes into the second half meant the match finished 1–1.

Manchester United made three changes: Johnsen came in for fellow Norwegian Henning Berg to partner Jaap Stam in defence, Nicky Butt stood in for Scholes in central midfield, and Jesper Blomqvist took the place of Ryan Giggs on the left wing.

Andy Cole scored a late goal to make Manchester United's victory certain; they won 3–2 on the night and 4–3 on aggregate.

[24] United manager Alex Ferguson praised Keane's performance in his autobiography: If we qualified for the final in Barcelona, suspension would make Roy a spectator.