Eden Hazard missed the decisive penalty in the shoot-out as beleaguered Chelsea were knocked out of the Capital One Cup by 10-man Stoke.
The holders, who lost Diego Costa to injury in the first half, had come back from the brink to force extra-time, with Loic Remy’s late equaliser cancelling out Jon Walters’ fine 52nd-minute strike.
Stoke had Phil Bardsley sent off in second half injury-time but held on for the added 30 minutes to force penalties.
The first nine attempts were all scored but Jack Butland then pulled off a brilliant stop to deny Hazard and pile the pressure on Jose Mourinho and his struggling side.
The Premier League champions have now suffered four defeats in their last six games in all competitions and could be without Costa for their crunch clash against Liverpool this weekend after he was reportedly taken to hospital with a chest injury.
Without the Spaniard, the Blues pushed hard for a winner in extra-time at the Britannia but could not find a way past Butland, who made a sharp late stop to keep the game level.
Both sides named strong starting line-ups for the clash, with Hazard, Costa and Oscar in the XI for Chelsea and Ryan Shawcross making his first appearance of the season for Stoke.
The Blues started brightly and Butland was called into action early to keep out a near-post effort from Costa and a shot from Oscar.
Ramires should have given the visitors the lead when he rounded Butland after half an hour but failed to hit the target with the goal at his mercy.
Costa was then forced off holding his side with an injury that looked to be sustained during a challenge with Shawcross and Charlie Adam.
Stoke’s best chance of the half came at the end as Walters turned in the box but saw his shot blocked by the outrushing Asmir Begovic.
The Potters forward would not be denied for long as, shortly after the interval, he was teed up on the edge of the box and sent a fantastic strike crashing in off the underside of bar.
Kurt Zouma and substitutes Kenedy and Bertrand Traore were unable to convert equaliser attempts, and Walters also missed a couple of chances to add to his effort.
Stoppage time then saw things dramatically turn in Chelsea’s favour, with Remy rifling in Zouma’s knock-down from a Willian corner and Bardsley being shown a second yellow card after a tackle on Kenedy.
The first half of the additional period saw Chelsea threaten through Hazard and a Traore header, while Marko Arnautovic fired a shot just wide of Begovic’s post.
Willian went close in the second 15 minutes and Butland saved from Traore with his feet before touching the ball away as it skidded goalwards off Kenedy.
The England goalkeeper then proved the hero of the night as he made the decisive intervention in the shootout to send Stoke through to the quarter-finals.
Meanwhile, Sheffield Wednesday produced one of the shocks of this season’s Capital One Cup to reach the quarter-finals as they stunned Arsenal with a 3-0 victory at Hillsborough.
On a damaging night for Arsenal, the Premier League side lost both Alex Oxlade-Chamberlain and his replacement Theo Walcott to injury within the first 19 minutes of the match.
The Gunners’ woe was further compounded as the Championship side raced into a 2-0 lead at the break thanks to goals from Ross Wallace and Lucas Joao.
Carlos Carvalhal’s side continued where they left off after the interval as Sam Hutchinson bundled home Kieran Lee’s cross to inflict Arsenal’s worst defeat to lower-league opposition in 56 years and send Sheffield Wednesday cruising into the last eight for the first time since 2002.
Wenger, who handed debuts to Alex Iwobi and Glen Kamara, made eight changes to the side that beat Everton 2-1 at the weekend with Petr Cech, Olivier Giroud and Oxlade-Chamberlain the only survivors.
In front of 36,065 fans at Hillsborough, Arsenal looked to stamp their authority on the game in the early stages but they were hampered when Oxlade-Chamberlain left the field in the fifth minute with a tight hamstring.
He was replaced by England colleague Walcott but he too soon pulled up – clutching his calf – and was eventually replaced by Ismael Bennacer.
The night got worse for the Premier League side when Sheffield Wednesday – backed by strong support from the Hillsborough crowd – took the lead in the 28th minute through Wallace. Barry Bannan released Pudil down the left and from his cut-back, Wallace curled the ball beyond Cech and into the bottom corner.
Hillsborough was rocking and Wallace was only inches away from a second minutes later, curling a 20-yard free-kick just wide.
Wednesday were now full of confidence and Arsenal needed Cech to keep out Jeremy Helan’s effort. However, he could not repel Joao’s powerful 40th-minute header, Wallace turning provider from Helan’s short corner.
The Gunners were back out after the interval well before their hosts, clearly keen to stage a second-half comeback, but any such hopes were dashed six minutes after the restart as Hutchinson made it three.
Bannan clipped a free-kick to the far post where Tom Lees was unmarked and his ball back across goal was easily scooped home by Hutchinson.
Arsenal enjoyed plenty of the ball, but they rarely tested rookie Wednesday goalkeeper Joe Wildsmith, who was a spectator for much of the final 30 minutes.
The one time Wildsmith was called into action, he superbly turned Per Mertesacker’s header over the bar as Wednesday saw out a famous win – a ninth game in all competitions without defeat and a second successive Premier League scalp following a third-round victory at Newcastle.
It means that Arsene Wenger’s wait for a first League Cup of his lengthy reign goes on and the Gunners have not won this competition since 1993, when they were victors over the Owls at Wembley.