Match ends, Hibernian 2, Aberdeen 0.
Hibernian ended Aberdeen's unbeaten domestic start to the season and reached the last eight of the Scottish League Cup with two late goals.
Jason Cummings scored with a superb strike before substitute Dominique Malonga sealed the win on the counter.
The Premiership leaders' misery was compounded by injuries to Willo Flood and Graeme Shinnie in the first half.
Championship side Hibs deployed Alan Stubbs' tactics to perfection as they limited the Dons to half-chances.
Hibs will find out who they will face in the quarter-finals when the draw is made on Monday, with the potential for an Edinburgh derby against Hearts.
Stubbs handed a start to Darren McGregor as he opened proceedings with a three-man defence against a previously vibrant Aberdeen.
The visitors' second visit to the capital in just four days allowed Derek McInnes to bring back top scorer Adam Rooney, who was benched against Hearts on Sunday.
This was the first time the clubs had met in this competition since 1998, when a Stevie Crawford goal knocked Aberdeen out.
And like then, the second tier Hibees would prevail.
Chances were at a premium in the first half with Cummings and David Goodwillie going closest for their respective sides.
The Dons would have to look to the bench twice in the opening 45 minutes. Firstly, Flood succumbed to an early ankle knock and was replaced by Peter Pawlett.
Then, when Shinnie went into a 50-50 challenge he came off worse and went off with the help of the physio, Ryan McLaughlin coming on.
Pawlett missed Aberdeen's best chance of the game as he headed a Niall McGinn cross over at the start of the second half but Hibs were more than a match for their top-flight opponents.
Both goalkeepers had relatively quiet nights, with Goodwillie almost turning a loose ball past Mark Oxley.
Extra-time was looking the most likely outcome until Cummings' late brilliance. It was a moment of magic that the tie had lacked for so long.
Controlling on his chest, Hibs' top scorer twisted away from his marker and struck a stunning shot past Ward.
Aberdeen chased the game and were caught on the counter.
Cummings was substituted with Malonga replacing him and it was not long before the Congolese raced from the halfway line with Aberdeen shorn at the back.
He dropped the shoulder when faced by Shay Logan before calmly rolling past Ward to seal Hibs' passage.
- 1OxleyBooked at 90mins
- 2GrayBooked at 54mins
- 3HendersonSubstituted forCarmichaelat 62'minutes
- 17BoyleSubstituted forBartleyat 89'minutesBooked at 90mins
- 35CummingsSubstituted forMalongaat 85'minutesBooked at 89mins
- 3ShinnieSubstituted forMcLaughlinat 27'minutes
- 8FloodSubstituted forPawlettat 18'minutes
- 22JackBooked at 90mins
- 17GoodwillieSubstituted forParkerat 84'minutes
- Steven McLean
- Shots on Target
Second Half ends, Hibernian 2, Aberdeen 0.
Marvyn Bartley (Hibernian) is shown the yellow card for a bad foul.
Foul by Marvyn Bartley (Hibernian).
Ryan McLaughlin (Aberdeen) wins a free kick in the defensive half.
Dylan McGeouch (Hibernian) wins a free kick in the defensive half.
Foul by Niall McGinn (Aberdeen).
Ryan Jack (Aberdeen) is shown the yellow card for a bad foul.
Daniel Carmichael (Hibernian) wins a free kick in the defensive half.
Foul by Ryan Jack (Aberdeen).
Attempt missed. Ryan Jack (Aberdeen) right footed shot from outside the box is just a bit too high.
Corner, Aberdeen. Conceded by Liam Fontaine.
Substitution, Hibernian. Marvyn Bartley replaces Martin Boyle.
Dominique Malonga (Hibernian) is shown the yellow card for a bad foul.
Goal! Hibernian 2, Aberdeen 0. Dominique Malonga (Hibernian) right footed shot from the centre of the box to the bottom left corner.
Substitution, Hibernian. Dominique Malonga replaces Jason Cummings.
Substitution, Aberdeen. Josh Parker replaces David Goodwillie.
David Gray (Hibernian) wins a free kick in the defensive half.
Foul by Peter Pawlett (Aberdeen).
Goal! Hibernian 1, Aberdeen 0. Jason Cummings (Hibernian) left footed shot from outside the box to the bottom left corner.