Arsenal are still in contention to win the quadruple with just over two months of the 2025/26 season remaining.
For online bettors more familiar with wagering on popular casino games such as slots or roulette, the Gunners’ odds of 14/1 to achieve the feat may seem a tempting proposition.
However, while jackpot payouts are commonplace in even areas like PayPal casino sites emphasise, where big wins are a regular headline, football offers a different reality. It is worth noting that no English club has ever completed a clean sweep of four major trophies in the same season.
Despite this, some punters may feel it is worth using the popular digital payment option to fund a wager on Arsenal creating history over the next few weeks.
With that in mind, read on as we look at four upcoming games which could define their season, starting with the League Cup final.
Manchester City – League Cup final – March 22
Arsenal’s quadruple quest will be severely tested when they go head-to-head with Manchester City in the League Cup final at Wembley Stadium on Sunday.
A strong argument can be made that this fixture could also impact the eventual outcome of the Premier League title race.
Having exited the Champions League in midweek, Pep Guardiola’s side will be desperate to demonstrate that they still have what it takes to win big games.
A victory on Sunday would not only secure the first piece of major silverware this season but also give City confidence that they could overhaul Arsenal in the title race.
The short-term equation for the Gunners is much simpler. Lifting the trophy would be a reward for the undoubted progress they have made under Mikel Arteta.
It is impossible to ignore the fact that Arsenal have not won anything under the Spaniard since they triumphed in the 2019/20 FA Cup final.
Winning the League Cup would not only lift a sizeable weight off Arteta’s shoulders, but also show that this squad is capable of getting the job done.
Southampton – FA Cup quarter-final – April 4
The narrative surrounding Arsenal heading into the FA Cup quarter-final tie at Southampton will be heavily influenced by the outcome of the League Cup final.
If Arsenal win on Sunday, they will have removed questions about their ability to win trophies from the equation. Losing to City would add more pressure.
Either way, Arsenal will head to the south coast as the favourites to progress to the semi-final. They are top of the Premier League, while Southampton are a Championship club.
However, the Saints have been on an excellent run of form in the second tier and are on course to secure a place in the play-offs at the end of the campaign.
The Gunners did the double over Southampton in the Premier League last season and are unbeaten in their last four outings against them.
While that record will give them confidence ahead of the game, it is important to note that St Mary’s has not always been a happy hunting ground for the Gunners.
Arsenal have suffered five defeats at Southampton in all competitions over the past 11 years, so they would be well advised not to underestimate the threat they pose.
Sporting CP – Champions League quarter-final – April 7 & 15
Arsenal are the bookmakers’ favourites to win the Champions League after sweeping into the quarter-finals with the minimum of fuss.
The Gunners topped the league phase standings with an unblemished record before defeating Bayer Leverkusen 3-1 on aggregate in the round of 16.
They have been paired with Sporting CP in the quarter-final. On paper, the Portuguese side are the most favourable opponent of the teams left in the competition.
After securing automatic qualification to the last-16, Sporting appeared to be on their way out of the competition after suffering a 3-0 defeat against Norwegian side Bodo/Glimt.
However, they turned the tie on its head in the second leg, recording a memorable 5-0 win to secure their place in the quarter-finals.
Sporting knocked Arsenal out of the Europa League in the last-16 in 2022/23, winning the tie on penalties after both games were drawn.
While those results show that nothing should ever be taken for granted in football, Arsenal have enough quality to avoid a similar upset in their next meeting.
Manchester City – Premier League – April 19
If Arsenal are still in contention to win the quadruple by the time they visit Man City in the Premier League, the hype for this fixture will be off the scale.
The Gunners currently have a nine-point lead over City with seven games remaining. However, Guardiola’s side have a game in hand over their title rivals.
If City win that fixture and defeat Arsenal at the Etihad Stadium, the gap at the top of the table would be down to three points, assuming neither side suffers a mishap elsewhere.
Arsenal’s remaining fixtures are relatively favourable, although the pressure of chasing silverware on multiple fronts adds a greater degree of difficulty to the equation.
City will view the clash in Manchester as an opportunity to secure a statement result, regardless of what may potentially be on the line for both clubs.
Arsenal have worked themselves into a wonderful position heading into the final two months of the season, but cannot afford to take anything lightly from this point onwards.
Winning the quadruple may ultimately prove to be an impossible dream for the Gunners, but it would be a major shock if they ended the campaign empty-handed.
