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The most incredible British underdog shocks in Europe

Features
By Greg Lea last updated 9 December 2020

Against the odds...

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Against the odds...

Against the odds...

English clubs have been on the end of several humblings in Europe, but the tables have been turned on numerous occasions in matches against the continent's finest teams. Some of these scorelines defy belief: humble Welshmen hammering bona fide giants, cracking comebacks, barmy goal-fests and more. 

Any excuse to recall Tino Asprilla, anyway... 

Page 1 of 28
Page 1 of 28
Fulham 4-1 Juventus, Europa League | March 18, 2010

Fulham 4-1 Juventus, Europa League | March 18, 2010

“Nine times out of 10 it won’t make it, but you’ve got to take the risk.” Clint Dempsey’s creed certainly paid off against Juventus. Beaten 3-1 in Turin, Roy Hodgson’s Fulham were 1-0 down after two minutes at Craven Cottage and the Old Lady’s lead was looking insurmountable.

However, Bobby Zamora outmuscled Fabio Cannavaro to score, before the Ballon d’Or-winning defender was shown a controversial red card. Zoltan Gera netted twice to level the tie, and as extra time loomed, Dempsey dinked a delightful chip home to send his team into the last eight en route to the final.

Page 2 of 28
Page 2 of 28
Bayern Munich 1-2 Norwich, UEFA Cup | October 20, 1993

Bayern Munich 1-2 Norwich, UEFA Cup | October 20, 1993

“Jeremy Goss – just look at that!” John Motson perfectly summed up the moment when the Norwich midfielder’s stunning 20-yard volley made a bystander of Bayern Munich keeper Raimond Aumann, who had been targeted as Die Roten’s weak link by Canaries manager Mike Walker.

A weak defensive header from 32-year-old Lothar Matthaus fell for Goss to wallop home the opener, before Mark Bowen made it 2-0 on the half-hour mark. Although Matthaus started many attacks and Christian Nerlinger found the net, Norwich became the first English team to beat Bayern in Munich.

Page 3 of 28
Page 3 of 28
Aberdeen 2-1 Real Madrid (aet), Cup Winners’ Cup | May 11, 1983

Aberdeen 2-1 Real Madrid (aet), Cup Winners’ Cup | May 11, 1983

Real Madrid had won six European Cups and 20 Liga titles. Aberdeen had won the Scottish First Division twice and never gone beyond the third round of any European competition.

Yet, under the inspiring leadership of a 41-year-old Alex Ferguson, the Dons beat European royalty to a trophy that Los Blancos would never win. Eric Black and Juanito traded early goals in the final, before an extra-time header from substitute John Hewitt settled matters.

They remain the last Scottish side to lift a European trophy. “We’re going to do it for you,” predicted seven of Aberdeen’s squad in the European song released for the final.

Page 4 of 28
Page 4 of 28
Barry Town 3-1 Porto, Champions League | August 1, 2001

Barry Town 3-1 Porto, Champions League | August 1, 2001

You don’t get much more underdoggy than an 8-0 first-leg deficit. Barry Town were the first Welsh side ever to win a Champions League tie when they beat Azerbaijan’s Shamkir in the first qualifying round, but they were thrashed in Porto just a week later.

More slaughter was expected in the return leg and Porto soon went 1-0 up, but goals from Lee Phillips, Mike Flynn and Gary Lloyd secured a famous win. While Porto were much-changed, they still sent out Jorge Costa, Ricardo Carvalho and Helder Postiga, who now have some 210 caps between them.

Page 5 of 28
Page 5 of 28
Leeds United 2-1 Barcelona, European Cup | April 9, 1975

Leeds United 2-1 Barcelona, European Cup | April 9, 1975

Billy Bremner and Allan Clarke scored for Jimmy Armfield’s Leeds in this semi-final first leg, but Paul Madeley was named man of the match for subduing Johan Cruyff. On the one occasion the Dutch genius did elude Madeley, Barça won a free-kick from which Juan Manuel Asensi scored, cancelling out Bremner’s opener. Madeley made amends by starting the move for Clarke’s winner.

Even though Rinus Michel’s side starred Cruyff, Johan Neeskens and Charly Rexach, Bremner said: “I was not impressed by Barcelona at all. We build up these continental teams too much.” So there.

Page 6 of 28
Page 6 of 28
Bolton 1-0 Atletico Madrid, UEFA Cup | February 14, 2008

Bolton 1-0 Atletico Madrid, UEFA Cup | February 14, 2008

Bolton had already clocked up a few underdog points by drawing 2-2 with Bayern Munich at the Allianz Arena, but a last 32 showdown with Atletico Madrid appeared daunting to say the least. Progression seemed especially unlikely as manager Gary Megson regarded the UEFA Cup as mere distraction from the more important business of joylessly grinding out league results.

Despite Megson’s best efforts, the Trotters won 1-0 in a game which saw a teenage Sergio Aguero sent off for spitting at Matt Taylor. Bolton then held on for a 0-0 draw in Madrid despite fielding a weakened team.

Page 7 of 28
Page 7 of 28
Burnley 3-1 Hamburg, European Cup | January 18, 1961

Burnley 3-1 Hamburg, European Cup | January 18, 1961

The pitch was a quagmire and the noise inside Turf Moor fit “to waken the dead”, according to commentator Kenneth Wolstenholme, yet Burnley played some cultured football in this European Cup quarter-final against a Hamburg side captained by Uwe Seeler.

Brian Pilkington’s brace and a strike from James Robson seemed to wrap up the tie, only for Gert Dorfel to grab an ultimately crucial goal two minutes later. Hamburg won the return leg 4-1, with the visitors hitting the post in the last minute. Asked if Burnley had suffered any injuries, McIlroy replied: “No – just 11 broken hearts.”

Page 8 of 28
Page 8 of 28
Bangor City 2-0 Napoli, Cup Winners’ Cup | September 5, 1962

Bangor City 2-0 Napoli, Cup Winners’ Cup | September 5, 1962

Unsettled by a heavy Farrar Road pitch, Napoli went behind to the Welsh Senior Cup winners after 43 minutes, when 19-year-old Roy Matthews headed home a Reg Hunter cross to spark an early pitch invasion.

Seven minutes after the interval, Ken Birch’s penalty made sure Bangor were the first Welsh club to win a tie in Europe. Napoli responded with a 3-1 win in Italy. If the away goals rule had been in place back then, Jimmy McAllister’s 71st-minute strike would’ve taken Bangor through. Instead, Napoli won the play-off 2-1 at Highbury.

Page 9 of 28
Page 9 of 28
Middlesbrough 4-2 Steaua Bucharest, UEFA Cup | April 27, 2006

Middlesbrough 4-2 Steaua Bucharest, UEFA Cup | April 27, 2006

After 25 minutes of this semi-final second leg at the Riverside, Boro were 3-0 behind on aggregate and had lost captain Gareth Southgate to injury. So, Steve McClaren went for broke and brought on striker Massimo Maccarone. It took eight minutes for the Italian to score.

Boro still needed three goals in 57 minutes, and winger Stewart Downing duly obliged with a hat-trick of assists as Mark Viduka and Chris Riggott put the hosts 3-2 up.

As supporters chanted “We only need one more”, Downing picked up the ball on the left and crossed for Maccarone to net with a last-minute header.

Page 10 of 28
Page 10 of 28
Inter 1-2 Birmingham, Inter-Cities Fairs Cup | April 19, 1961

Inter 1-2 Birmingham, Inter-Cities Fairs Cup | April 19, 1961

Few outside St Andrew’s remember this, but Birmingham were the first British club ever to contest a European final, losing the 1960 Inter-Cities Fairs Cup Final to Barcelona 4-1. To reach another, 12 months later, the Blues had to promise the FA that they would improve their disciplinary record – five of their players had been sent off in Fairs Cup games the previous year.

Ignoring chants of “English bastards” from Inter fans at the San Siro semi-final, Birmingham won 2-1 thanks to the inspired scheming of Jimmy Bloomfield.

Page 11 of 28
Page 11 of 28
Aston Villa 1-0 Bayern Munich, European Cup | May 26, 1982

Aston Villa 1-0 Bayern Munich, European Cup | May 26, 1982

The familiar narrative of this European Cup final upset dwells on three heroic Villans: goalkeeper Nigel Spink, who made three fine saves in only his second first-team appearance; Tony Barton, the unassuming assistant who stepped up when Ron Saunders quit as manager; and Tony Morley, who deceived Klaus Augenthaler with, in the words of the Birmingham Mail, “a disco-dancer’s hip wiggle” to cross for Peter Withe’s shinned winner.

Yet Bayern were the better side on the night: inspired by Augenthaler, Paul Breitner and Karl-Heinz Rummenigge, they shredded Villa’s defence for a solid 30 minutes, only for Spink to stand firm.

Page 12 of 28
Page 12 of 28
Cardiff City 1-0 Real Madrid, Cup Winners’ Cup | March 10, 1971

Cardiff City 1-0 Real Madrid, Cup Winners’ Cup | March 10, 1971

European competitions create some unlikely heroes. Step forward, conquering Bluebirds: Brian Clark, picked only as Alan Warboys was ineligible, and 17-year-old winger Nigel Rees, who crossed for Clark to head home and send 47,500 fans at Ninian Park into ecstasy. But three years earlier Cardiff had been 10 minutes away from the Cup Winners’ Cup final and this time, in the last eight, they again paid for profligacy.

City created enough chances to see off a side featuring European Cup winners Pirri, Ignacio Zoco and Amancio, but took only a slender lead to Madrid, where they lost 2-0.

Page 13 of 28
Page 13 of 28
Derby 4-1 Real Madrid, European Cup | October 22, 1975

Derby 4-1 Real Madrid, European Cup | October 22, 1975

Understandably, it still bothers Charlie George that he scored four goals against Real Madrid in a European Cup tie and still lost. His first-leg hat-trick at the Baseball Ground was notable for a superb arrowed volley, but the strike he remembers the most came at the Bernabeu – unsurprising, given that his running whack into the top corner came while wearing a boot he had borrowed from the suspended Bruce Rioch, after a crunching tackle by centre-half Vicente del Bosque tore George’s own in half.

And still the wonder-strike didn’t help: the Rams lost the second leg 5-1 after extra time.

Page 14 of 28
Page 14 of 28
Barcelona 1-2 Dundee United, UEFA Cup | March 18, 1987

Barcelona 1-2 Dundee United, UEFA Cup | March 18, 1987

Tangerines manager Jim McLean had a simple explanation for his team’s quarter-final win over Terry Venables’ Barcelona at the Camp Nou: “Paul Sturrock tore them apart.”

Club legend Sturrock won the free-kick from which defender John Clark powered the ball into Los Cules’ net, then crossed for Iain Ferguson to head in the winner. McLean’s men had looked just as commanding in the first leg, winning 1-0 at Tannadice Park with an early goal from 20-year-old Kevin Gallacher. Barcelona’s record against Dundee United? Played four, lost four.

Page 15 of 28
Page 15 of 28
Newcastle United 3-2 Barcelona, Champions League | September 17, 1997

Newcastle United 3-2 Barcelona, Champions League | September 17, 1997

Tino Asprilla’s 22-minute hat-trick against Barcelona made the Colombian such an idol on Tyneside that supporters used to pay just to sit in his favourite taxi seat. Yet the unsung St James’ Park hero that evening was Keith Gillespie, who set up two of Tino’s goals for a Magpies XI that was missing the injured Alan Shearer.

Asprilla’s repeated cartwheel celebrations must have stung Van Gaal – whose defeated team included Luis Figo, Luis Enrique and Rivaldo – as the Dutchman then made his translator Jose Mourinho the new opposition analyst. Whatever happened to him?

Page 16 of 28
Page 16 of 28
Glentoran 1-1 Benfica, European Cup | September 13, 1967

Glentoran 1-1 Benfica, European Cup | September 13, 1967

Most of the 25,000-strong crowd who turned up at Glentoran’s Oval had come to see one man: Eusebio. Yet the Irish League champions led inside 10 minutes, player-manager John Colrain scoring from the spot.

When Albert Finlay saved a Jaime Graca penalty, the Belfast crowd dared to dream. But four minutes from time, Eusebio let rip a shot that “hit the back of the net like a rocket leaving a launchpad”, according to the Belfast Telegraph.

The second leg finished 0-0, with the Glens exiting on away goals in the rule’s first season.

Page 17 of 28
Page 17 of 28
Koln 0-1 Nottingham Forest, European Cup | April 25, 1979

Koln 0-1 Nottingham Forest, European Cup | April 25, 1979

Forest were underdogs throughout their first European Cup-winning campaign, but before the home leg of their semi-final, assistant manager Peter Taylor informed the players that Koln, their opponents, were useless. Ninety minutes later Forest barely emerged with a 3-3 draw.

No team had reached the final when a win in the away leg was required, but Brian Clough’s side defended stoutly before Ian Bowyer’s header gave them a lead they wouldn’t relinquish. “Two seasons before, we had been in the Second Division,” Bowyer later recalled. “This was just unheard of.”

Page 18 of 28
Page 18 of 28
Tottenham 3-1 Inter, Champions League | November 2, 2010

Tottenham 3-1 Inter, Champions League | November 2, 2010

Spurs were delighted just to be playing in the Champions League; Inter were defending it. But, two weeks after they’d been served notice of his threat as Tottenham came back from 4-0 down to lose only 4-3, Inter were torn asunder by a rampant Spurs and their force of nature called Gareth Bale.

The Welshman set up goals for Peter Crouch and Roman Pavlyuchenko and, having already roasted him in a San Siro hat-trick, gave Maicon a harrowing night from which his reputation never recovered. “Taxi for Maicon,” sang the Spurs fans. Bale had arrived.

Page 19 of 28
Page 19 of 28
Hibernian 3-2 Barcelona, Inter-Cities Fairs Cup | February 22, 1961

Hibernian 3-2 Barcelona, Inter-Cities Fairs Cup | February 22, 1961

Three months earlier, Barcelona had achieved what nobody else could: knocking Real Madrid out of the European Cup. But in the Inter-Cities Fairs Cup, they were bested by Hibs from the Scottish First Division’s nether regions.

The first leg at the Camp Nou was an absurd affair, Barça salvaging a 4-4 draw, but they had no such luck in Edinburgh. Joe Baker gave Hibs the lead, then the Catalans went ahead through Eulogio Martinez and Sandor Kocsis, before Tommy Preston levelled. With five minutes left, Bobby Kinloch converted a penalty to seal a remarkable win. Barça reacted by chasing the referee down the tunnel.

Page 20 of 28
Page 20 of 28
Sheffield Wednesday 4-0 Roma, Inter-Cities Fairs Cup | November 29, 1961

Sheffield Wednesday 4-0 Roma, Inter-Cities Fairs Cup | November 29, 1961

Astutely managed by Vic Buckingham – once of Ajax, later coaching Barcelona and Sevilla – the English league runners-up ran amok in the second round, beating holders Roma 4-0 at Hillsborough through Gerald Young’s hat-trick (Young, who later moved into central defence, scored 13 league goals in 14 years at the club).

The Owls then beat Barcelona 3-2 in the first leg of the quarters. “Koscis, Evaristo, Villaverda, Verges, Garay: half a million pounds of talent,” wrote the Sheffield Star, “brushed aside by a hurricane called Sheffield Wednesday.” The euphoria didn’t last: they lost 4-3 on aggregate.

Page 21 of 28
Page 21 of 28
Southampton 4-0 Marseille, Cup Winners’ Cup | September 15, 1976

Southampton 4-0 Marseille, Cup Winners’ Cup | September 15, 1976

Saints’ shock FA Cup final victory over Manchester United earned the Second Division outfit a Cup Winners’ Cup clash with Marseille. The first leg was done and dusted after 35 minutes as Malcolm Waldron, Mick Channon and Peter Osgood scored in a frantic four-minute spell.

 

Ian Turner saved a retaken Marseille penalty, then Channon made it 4-0 from the spot. Marseille won 2-1 in a second leg marred by a players’ brawl, and Lawrie McMenemy’s Saints progressed to the last eight, where they lost to holders Anderlecht.

Page 22 of 28
Page 22 of 28
Blackburn Rovers 4-1 Rosenborg, Champions League | December 6, 1995

Blackburn Rovers 4-1 Rosenborg, Champions League | December 6, 1995

The defining image of Blackburn Rovers’ Champions League campaign is a spot of throat-grappling between David Batty and Graeme Le Saux at Spartak Moscow. That’s hard on Mike Newell, who scored three goals in nine minutes against Rosenborg for the fastest hat-trick in the competition’s history (until Bafetimbi Gomis’ 2011 treble for Lyon away at Dinamo Zagreb). At least Newell’s was a perfect hat-trick, scoring with both feet as well as his head.

“It didn’t do much good,” he later huffed. “We were already out.”The defining image of Blackburn Rovers’ Champions League campaign is a spot of throat-grappling between David Batty and Graeme Le Saux at Spartak Moscow. That’s hard on Mike Newell, who scored three goals in nine minutes against Rosenborg for the fastest hat-trick in the competition’s history (until Bafetimbi Gomis’ 2011 treble for Lyon away at Dinamo Zagreb). At least Newell’s was a perfect hat-trick, scoring with both feet as well as his head. “It didn’t do much good,” he later huffed. “We were already out.”

Page 23 of 28
Page 23 of 28
Saint-Etienne 1-4 Ipswich Town, UEFA Cup | March 4, 1981

Saint-Etienne 1-4 Ipswich Town, UEFA Cup | March 4, 1981

When Bobby Robson’s men arrived at Stade Geoffroy-Guichard for this quarter-final first leg, they wondered if they were late as the ground was full – two hours before kick-off. Led by Johnny Rep, Michel Platini and Patrick Battiston, Saint-Etienne were confident after winning 5-0 at Hamburg, but Ipswich weren’t even fazed by Les Verts’ 16th-minute opener.

 

Russell Osman’s industrial challenge knocked Platini off his game, but it was Paul Mariner who inflicted most of the damage, scoring twice. “Football can do that to you,” sighed a philosophic Platini. “It can make you feel like a clown one minute and a champion the next.” No comment on which he is right now...

Page 24 of 28
Page 24 of 28
Hearts 1-0 Bayern Munich, UEFA Cup | February 28, 1989

Hearts 1-0 Bayern Munich, UEFA Cup | February 28, 1989

Sometimes, heroes win ugly. The Jambos’ historic home victory over a Bayern Munich side that had scored 18 goals en route to this quarter-final came through some combative defending and Dave McPherson brilliantly marshalling Hearts’ back four.

 

Ten minutes after half-time, Tosh McKinlay rolled a free-kick to the club’s record signing, Iain Ferguson – he of Dundee United’s winner against Barcelona – and with the Bayern wall crumbling in front of him, he blasted an unstoppable strike into the corner. Die Roten won 2-0 back in Munich, but this is still one of Hearts’ greatest victories.

Page 25 of 28
Page 25 of 28
Dundee 8-1 Cologne, European Cup | September 5, 1962

Dundee 8-1 Cologne, European Cup | September 5, 1962

Although Alan Gilzean scored a hat-trick in the Dark Blues’ 8-5 aggregate victory, the real hero was goalkeeper Bert Slater, who’d joined Bob Shankly’s Dundee from brother Bill’s Liverpool. Despite having 10 West German internationals Cologne lost 8-1, bewildered by Dundee’s slick passing and movement. Keeper Fritz Ewert was knocked out in an early collision and, in a time before substitutes, replaced in goal by right-back Toni Regh.

 

In Cologne, revenge was brutal. Slater was kicked in the head, but when German medics tried to usher him into an ambulance, he jumped off the stretcher and ran into the dressing room, his noggin bleeding all of the way. Inside-right Andy Penman then went in goal, and a heavily-bandaged Slater returned to play on the right wing – until Cologne pulled a few goals back, whereupon he went back in goal.

 

Amid the madness – Dundee had police dogs as protection from furious fans – the victory was no fluke: they beat Sporting and Anderlecht to reach the semis, only losing to eventual winners Milan.

Page 26 of 28
Page 26 of 28
Portsmouth 2-2 Milan, UEFA Cup | November 27, 2008

Portsmouth 2-2 Milan, UEFA Cup | November 27, 2008

Tony Adams would be very few people’s idea of a wildly successful manager, and his spell at Portsmouth had little to recommend it. But he did preside over one memorable occasion, when FA Cup winners Pompey faced Milan in the UEFA Cup group stage.

 

Portsmouth, at the beginning of their spiral to near-extinction, thought they’d sealed an implausible win with goals from Younes Kaboul and Nwankwo Kanu – alas, Ronaldinho pulled one back and, two minutes into stoppage time at Fratton Park, Pippo Inzaghi found an equaliser.

 

“The boys are feeling flat,” said Adams. “They thought they’d done it.” Pompey won one of their four group games and went out, then bust, then down.

Page 27 of 28
Page 27 of 28
Wrexham 1-0 Porto, Cup Winners’ Cup | September 19, 1984

Wrexham 1-0 Porto, Cup Winners’ Cup | September 19, 1984

Wrexham weren’t so much underdogs in the Cup Winners’ Cup as barely canine at all, not least because they qualified despite losing the Welsh Cup final – winners Shrewsbury Town were ineligible because they were English. In the first round, Wrexham were drawn against Porto and snatched a 1-0 win in the home leg thanks to Jim Steel’s effort. Even so, everyone assumed that wouldn’t matter because the second leg would be a walkover.

 

When Porto went 3-0 up inside 38 minutes, obituaries were drafted, and despite full-back Jake King scoring twice before the break, the visitors’ efforts seemed futile when Paulo Futre fired the hosts back in front. But then in the 89th minute, a young Barry Horne threw up a leg and looped the ball home: Wrexham were through on away goals to face Roma. Woof!

Page 28 of 28
Page 28 of 28
Greg Lea
Greg Lea
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Greg Lea is a freelance football journalist who's filled in wherever FourFourTwo needs him since 2014. He became a Crystal Palace fan after watching a 1-0 loss to Port Vale in 1998, and once got on the scoresheet in a primary school game against Wilfried Zaha's Whitehorse Manor (an own goal in an 8-0 defeat).

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