Quantcast
Home   >   Features   >   The Most Unforgettable Arsenal Games of the 21st Century

The Most Unforgettable Arsenal Games of the 21st Century

By on October 8, 2025

santi cazorla

From Highbury to the Emirates Stadium, Arsenal supporters have witnessed some surreal moments in the 21st century. From the glory days at the start of the decade, not forgetting the iconic invincibles season, to a few massive games on their way to reclaiming their former glory in the more recent years of the Premier League. Arsenal supporters have been treated to some intense rivalries, difficult matches and dramatic comebacks in the 21st century, so today, BoyleSports, the home of blackjack games, will be taking a look at the most unforgettable games during this period.

Arsenal 3-2 Hull City 

What would have appeared to be a relatively easy FA Cup final matchup started out as a disaster that would’ve embarrassed the club for years to come. The Gunners’ route to Wembley in 2014 wasn’t easy by any means, having to get past Tottenham Hotspur, Coventry City, Liverpool, Everton, and Wigan Athletic. Hull City’s run may have been slightly easier, matching up against Middlesbrough, Southend United, Brighton, Sunderland, and Sheffield United; nonetheless, their start against Arsenal in the final shocked football fans around the world. Inside the first 10 minutes, Arsenal found themselves 2-0 down. Santi Cazola reduced the deficit before 20 minutes had been played, highlighting the potential for a dramatic FA Cup final. But it wasn’t until the 71st minute that Arsenal were able to draw level through Koscielny, taking the tie to extra time. Finally, in the 109th minute, the comeback was complete as Aaron Ramsey clinched the FA Cup for Arsenal in a dramatic fashion. Not only was the nature of the game a highlight for fans, but it also signified the resurgence of the Gunners’ FA Cup dominance.

Arsenal 2-2 Tottenham 

A draw doesn’t often go down as one of the more memorable games in a club’s history, but the sheer significance and result of the draw made for a monumental occasion that will live long in the memories of all Arsenal supporters. As the last game of the season approached, Arsenal were already set to be crowned the Premier League champions, but what made it more incredible was being able to lift the trophy at rival Tottenham Hotspur’s White Hart Lane. A lot was on the line in this game, with Spurs’ main goal to prevent Arsenal from winning to stop their undefeated season, adding at least one loss to their record. Arsenal cruised their way to a 2-0 lead at halftime, crushing the Tottenham fans’ dreams of stopping Arsenal’s record; however, a slower half for the Gunners allowed Spurs to pull one back in the 62nd minute, which wasn’t enough, even with a late leveller in added time from a Keane penalty. Arsenal triumphed, becoming the first and only team to win the Premier League without suffering a single loss, making this 2-2 draw with fierce rivals one of their greatest results in the 21st century.

Arsenal 2-1 Barcelona 

European nights at the Emirates Stadium were electric in 2011, with massive hopes from fans that Arsenal could go all the way and claim their first-ever European trophy. However, after drawing one of the strongest teams in the world in the round of 16, it looked like they were about to witness a thrashing on their own soil in North London by a young Lionel Messi and a prime Barcelona squad. Pep Guardiola’s Barcelona featured stars that dominated every team they came up against, and it looked as though it may be the same story when David Villa put the Spanish club 1 goal ahead within half an hour. After a few changes from Wenger, in the 78th minute, Van Persie found the net, raising hope in the Arsenal fans. However, a goal from Arshavin just 5 minutes later left Barcelona perplexed, allowing Arsenal to take a 2-1 advantage at the Camp Nou. Despite the Barcelona comeback to a 10-man Arsenal in the second leg, the night was incredible and had the Emirates bouncing, sending a message to the big European clubs that Arsenal were there to challenge with the best.

Real Madrid 0-1 Arsenal 

Real Madrid is arguably one of the greatest clubs of all time, dominating in Europe, especially when it comes to playing in the prestigious Santiago Bernabeu. In fact, in 2006, Real Madrid had never lost to an English team at home, making Arsenal’s journey one of the toughest journeys they would make all season. For a good portion of the match, Arsene Wenger’s Arsenal held Real Madrid at bay, when Henry scored one of the most incredible solo goals in the 47th minute, a goal that has been watched time and time again, handing Real Madrid their first defeat to an English club in home territory. What made this moment even better was that the Gunners took Real Madrid to Highbury and maintained a 0-0 draw, despite Los Blancos’ dominance. The campaign ended up taking Arsenal to the final to face Barcelona, which they played with only 10 men for the majority of the game, only narrowly being defeated 2-1 in Paris.