Harry Kane had put England into the lead shortly after half-time from the penalty spot after the striker was fouled by defender Carlos Sanchez, with the captain brushing himself down to score his sixth goal of the tournament to remain top goalscorer.
But Colombia displayed their incredible resilience to score in the 93rd minute through a well-executed header through defender Yelly Mina, sending the game to extra-time with the scores locked at 1-1.
With no splitting the teams after 30 additional minutes, the game headed to penalties with England slipping behind when Jordan Henderson's effort was saved. However, Mateus Uribe rattled his effort off the crossbar before goalkeeper Jordan Pickford saved from Carlos Bacca, setting up Eric Dier to score the match-winning penalty and send England through to a quarter-final against Sweden. Here's how the action unfolded.
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What time is it?
The game kicks off at 7pm BST in Moscow.
Where can I watch it?
The game will be shown live on ITV and the ITV Hub, with coverage starting from 6.15pm BST.
Draw after 90 minutes: 2/1
Colombia 1-1 England (England win on penalties). It’s pretty unlikely, because England don’t win shootouts, but Germany don’t go out at the group stage so who knows?
Good morning and welcome to our live coverage of Colombia vs England from Moscow.
Yes, it's the big one. After three group games, two wins and one defeat it's time to get down to business and revisit the heart-wrenching horror that is the knockout stages of a World Cup.
The Three Lions haven't been here since 2010. They haven't won a game at this level since four years before that. They haven't gone beyond the quarter-finals since 16 years before that.
It's all on the line at the Spartak Stadium. Can they do it this time?
We'll be bringing you all the latest build-up ahead of the last-16 clash right here so settle in, calm down, open up a browser tab and we'll all get through this together.
It'll be alright, I promise.
As we ease our way into the day why not set aside five minutes for Jonathan Liew's comprehensive preview of tonight's game.
Is it actually coming home?
We're about to find out.
The atmosphere is building in Moscow with kick off still some way off.
These lads are certainly ready in any case.
Red Square is awash with Three Lions supporters as the excitement continues to ratchet up.
↵Colombia are going to pose England a question they've not yet been asked.
Can they defend?
Here's Jack Pitt-Brooke to assess just that.
Let's talk team news.
We're expecting England to line up as they did against Tunisia in that first game.
Seems a long time ago now, right?
So that will see Dele Alli, fit again after injury, return in place of Ruben Loftus-Cheek in midfield.
Raheem Sterling will keep his place up front alongside skipper Harry Kane.
Southgate declared the round of 16 clash at Moscow's Otkritie Arena on Tuesday night England's "biggest game for a decade" earlier this week, after a 1-0 defeat to Belgium confirmed their status as Group G's runners-up.
England have not won a knockout game at an international tournament since 2006 - when a David Beckham free-kick secured a narrow victory over Ecuador booked a place in the World Cup quarter-finals.
Defeats to Germany in 2010, Italy in 2012 and - most infamously - Iceland in 2016 have followed in the years since. At the 2014 World Cup in Brazil, Roy Hodgson's England failed to qualify from their group.
Many members of the young and inexperienced squad that Southgate has assembled are not burdened by those failures, though. Tonight, they will have the opportunity to right that poor record and the England manager believes it is one they are ready to take.
Davor Suker - remember him? - thinks England can go all they way in Russia.
“I wish England all the best because you are World Cup winners,” said the man who won the Golden Boot in France as Croatia made the semi-finals of the 1998 tournament. “You are hungrier for it now, you have a better team than you had before. You have the shirts, you have the flags and you have 11 warriors. That you need to have.”
Suker, who is now the president of the Croatian FA, spent three years in London, playing for Arsenal and West Ham. He knows the problems of the English game, too many matches, too much money. However, this young team, moulded by Gareth Southgate, is, he feels, different from the rest.
“I have said so many times that in England you have too many games. You are squeezing the players like a lime,” he said. “I know the money is very important but you have the League Cup, the FA Cup, international friendly games, extra-time games. There are so many.
“Now when I see the England players it is not about how much you earn per week, it is about badges and flags and that seems to be more important. That is why you can be confident of your team now. I wish you well to beat Colombia.”
Fifty-two years since England’s only World Cup success, fans could only watch on with half a smile on their face as Spain crashed out of Russia 2018 in a penalty shootout defeat against Russia, resulting in the only other previous World Cup winners in the lower half of the draw catching an early flight home.
This was boosted by the dramatic exits of Argentina and Portugal over the weekend as both Lionel Messi and Cristiano Ronaldo missed out on their World Cup dream in respective defeats by France and Uruguay.
Of course, England could yet be eliminated at the same stage as Spain if they fail to beat Colombia in their last-16 encounter on Tuesday.
But if they do...
And Bedene, who switched back to competing for his native Slovenia in January after being prevented from playing in the Davis Cup for Britain, used Kane as inspiration during his victory over current British number two Cameron Norrie.
Bedene was unhappy with a number of line calls and was left dumbfounded when a Norrie lob on break point in the second set was not called long.
He said: "It wasn't easy. It was an important point. And then the ball was long. That was the third or fourth one already. I stayed calm. I actually thought of Harry Kane, when he gets bad calls and he's still focused, because I'm bringing his shirt tomorrow. I'm a big fan of his.
"He's the type of player who just sticks to what he knows best. Doesn't go against the referees. He accepts the mistakes. I was watching the game - I mean, I watched all of the games, but especially the one against Tunisia. He was pulled down and he stayed calm.
"I would freak out, because it was an important moment. I kept calm, which was good."
Let's take a look at a few talking points ahead of tonight's game, shall we?
Southgate courted a backlash by making sweeping changes to his side for the final group game against Belgium but did so with complete clarity of purpose.
As well as giving game time to his squad men his primary motivation was to keep his key players fresh for the rigours of knockout football.
Much was made of a possible loss of momentum but if key men like Harry Kane, Jordan Henderson and Kieran Trippier turn up looking fresh and ready to set the tempo that will go a long way to vindicating the gamble.
If extra-time beckons, his caution will surely be proved right.
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