Derby County increased the pressure on Jose Mourinho as Scott Carson denied Phil Jones to secure a shock 8-7 penalty shoot-out win over 10-man Manchester United after a dramatic 2-2 draw at Old Trafford in the EFL Cup.
Marouane Fellaini's stoppage-time equaliser gave United – who had Sergio Romero sent off – a second bite, but after 15 successful penalties between the two sides, Jones saw his feeble effort saved by Carson.
The hosts wasted little time before taking the lead in the regulation 90 minutes, as Juan Mata rounded off a lovely early move, but Derby looked capable of troubling United and deservedly levelled early in the second half through Liverpool loanee Harry Wilson's stunning free-kick.
Things got more difficult for United when Romero was dismissed for handball outside his area and Derby capitalised through Jack Marriott, but Fellaini forced a shootout with a last-gasp equaliser.
United were unable to bail themselves out again, however, as Derby scored all of their spot-kicks and edged through when Jones failed from 12 yards.
United went ahead after just three minutes, doing so in style.
Anthony Martial's pass across the edge of the area was backheeled to Jesse Lingard by Romelu Lukaku, and the England midfielder found Mata, who finished with aplomb.
Derby stepped things up after the break and Wilson – who had previously gone close to an equaliser – found the net brilliantly in the 59th minute, picking out the top-left corner with a 30-yard free kick.
The 21-year-old then played a role in Romero's sending off, as the goalkeeper handled when trying to prevent Wilson getting past him.
Derby thought they had won it five minutes from time when Marriott nodded in from close range, but Fellaini headed a deflected cross beyond Carson deep into stoppage time.
The quality in the shootout was high, with all of the first 15 penalties beating Lee Grant – Romero's replacement – and Carson, but the latter dived down to his left to foil Jones and book Derby's passage into round four.
1 - Sergio Romero is the first Manchester United player to receive a straight red card at Old Trafford in any competition since Eric Bailly did so back in May 2017 against Celta Vigo in the Europa League. Bath. pic.twitter.com/EfQ4wFhQJQ— OptaJoe (@OptaJoe) September 25, 2018
What it means: The apprentice defeats the master
Mourinho was facing his former player Lampard for the first time, and although United technically claimed a draw in 90 minutes, there was little doubt which was the better team at Old Trafford.
Even after going behind, Derby looked fearless, brave and full of ideas, attacking United whenever the opportunity came.
In the second half, Derby were even more effective, with Mourinho's pragmatic tactics seeing the hosts struggle before going direct for the equaliser. The second goal flattered United, who ultimately got what they deserved.
No answer to Wilson
Many Derby players enjoyed fine outings, but Wilson was the pick of the bunch. Although he started on the left, the midfielder popped up all over the place, with his movement causing United real problems. He threatened the hosts' goal a couple of times before his gorgeous free-kick and was then key in Romero's dismissal.
Romero leaves United in trouble
In what was his first competitive appearance for United since the final day of last season, Romero had a night to forget. Although he made a couple of important saves, he looked unconvincing with set pieces and was then caught out just after the hour, rushing out of his box and handling the ball as Wilson tried to get around him.
The red card came out, leaving United facing an uphill battle, particularly given his replacement Grant got nowhere near any of Derby's penalties.
United turn their attentions back to the Premier League on Saturday and will hope to bounce back from their 1-1 draw with Wolves by defeating hosts West Ham. Derby will be back in the Greater Manchester area the same day, facing Bolton Wanderers in the Championship.
|No Wade in Wasps squad amid NFL reports|
|Rooney: Five of us controlled Man United dressing room|
|Bayern bosses launch scathing attack on ´disrespectful´ media|
|Saints lock in Lawes to new deal|
|Adelaide United 1 Sydney 1: Debutant Le Fondre rescues a point|
|Madrid can´t look back, only forward - Lopetegui confident of revival|
|Wimbledon to introduce final-set tie-breaks|
|Abbas inspires Pakistan to series victory|
|Madrid boss Lopetegui hopeful on Bale availability|
|Mood is positive at Bayern, insists under-pressure Kovac|
|LeBron offers food for thought after losing Lakers debut|
|Bolt future not an immediate concern for Mariners|
|Hazard: I could finish my career at Chelsea|
|Buffon hoping to avoid Champions League final against Juventus|
|Wilshere not ready for West Ham return|
|Chelsea v Manchester United: Hazard better under Sarri than he ever was with Mourinho|
|The big Friday Premier League quiz|
|Khawaja suffers meniscal tear, doubt for India series|
|Babbel: Klopp must win trophies now at Liverpool|
|LeBron makes spectacular start on Lakers debut, but LA fall to Trail Blazers|
|Broncos thrash Cardinals to end losing streak|
|Price leads Red Sox past Astros and into World Series|
|LeBron makes fast start on Lakers debut with two massive dunks|
|Real Salt Lake 4 New England Revolution 1: Hosts boost play-off chances|
|Simmons gets triple-double in win over Bulls|
|´Ambitious´ Maguire wants Champions League football|
|Henry praises ´charismatic leader´ Falcao|
|WATCH: Cardinals WR Fitzgerald tackles former QB Warner on sidelines|
|Spurs right not to make signings – Pochettino|
|Icardi happy at Inter, close to contract renewal|
|This Week in U.S. Sports: Bosa leaves Ohio State while the World Series is almost set|
|Liverpool boost as Salah and Van Dijk join training|
|Cowboys discuss road woes, Prescott says team ´addressed the elephant in the room´|
|Isner scrapes through in Stockholm, Monfils eliminates Tsonga|
|Hinch says Altuve would be out with injury in regular season|
|WATCH: Schwarzenegger tells LeBron to make Lakers great again|
|LeBron tells Lakers coach Walton: I´m always fresh!|
|Mayweather should come back to fight me - Alvarez|
|Goerges battles past Vekic, Kasatkina wins all-Russian tie|
|Ask 32,000 Gibraltarians if the Nations League is meaningless - Styche|
|They´re going to speak about it for years - Azhar reflects on comical run out|
|Garcia in the mix as weather hits Andalucia Valderrama Masters|
|From lacking a ´football brain´ to signing a new contract – the Mourinho-Shaw saga|
|Alonso teases Indy 500 return as Hamilton reveals NASCAR temptation|
|Guptill ruled out of Black Caps´ UAE tour|
|UEFA investigating PSG-Red Star fan clashes|
|Just ´another weekend´ for champion-elect Hamilton|
|G League will offer $125K to top prospects in lieu of NCAA one-and-done route|
|Chargers defensive end Bosa ´a few weeks´ away from return, says father|
|Bale back in full Real Madrid training|
|Roma supporter found not guilty of inflicting GBH on Liverpool fan Sean Cox|
|´Fantastic´ Neuer will prove he´s still the best, says Lloris|
|Perez secures Force India stay|
|Australia wait on Khawaja scan|
|Shaw signs Manchester United extension|
|Jones lays down challenge to snubbed England star Cipriani|
|West Ham´s Pellegrini rejects Dzeko speculation|
|Emery fails to assure Ramsey of Arsenal future|
|Pakistan on course for victory after Babar 99 and farcical run out|
|Canelo ready to leave comfort zone to face Fielding|
|Eriksen ready for Tottenham return, Pochettino confirms|
|Titans coach rocked by Hurrell´s Rhinos switch|
|Rubin Kazan suspended from UEFA competition for FFP breach|
|Real Madrid could sack Lopetegui if results don´t improve, says Essien|
|On-court coaching would add to drama - Mouratoglou|
|Babbel lauds ´top class´ Ronaldo after Juventus switch|
|Carmelo Anthony: Rockets bench role challenging mentally|
|Maqsood preferred to Amir in Pakistan T20 squad|
|Make Ramsey Arsenal captain, don´t let him leave – Wilshere|
|Kaneria admits guilt in spot-fixing case|