Chelsea Trophy Multiples: Odds on Blues to Win Treble or Double in 2026/27

By James Stoddart

Aug 7th, 2026 6:42 AM EDT

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Chelsea Odds to Win Treble or Double

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Chelsea had a season to forget last time out. Not only did they finish 10th in the Premier League after a calamitous campaign, they crashed out of the Champions League in the last 16 to eventual champions Paris Saint-Germain and lost in the FA Cup final to Manchester City.

The season began with so much promise after seven wins in their opening 12 Premier League games, but it quickly unravelled after that, with the Blues winning only seven more league matches all campaign. This, combined with failing to win any trophy, the dramatic departure of Enzo Maresca, the hiring and firing of Liam Rosenior and an 8-2 aggregate loss to PSG has Chelsea fans begging for a modicum of stability.

There's a new manager at the helm in the shape of Xabi Alonso, who was sacked by Real Madrid in January but brings such promise to Stamford Bridge, and there's been the usual glut of transfer-market activity. The likes of Morgan Rogers, Maxence Lacroix and Valentin Barco have all joined Chelsea, whilst Alejandro Garnacho, Marc Cucurella and Andrey Santos are amongst the departures.

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There'll be no European nights for Chelsea this season, but those signings are an indication that a trophy-hungry ownership group are out to make amends by delivering some domestic success for the first time since 2018. Luckily, the best football betting sites have been putting together some markets to see how likely Todd Boehly's trophy dreams are.

Some of the best new betting sites have betting odds for Chelsea winning the treble or any double combination you can imagine. Keep checking back to this page for the latest odds on Chelsea's trophy outcomes this season.

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Can Chelsea Compete for the Premier League Title?

Chelsea have been given a decent chance of Premier League title success this season by the bookmakers. That is always likely to be the case given their history in the competition, having won it five times. The lack of European football could prove to be a positive for the Blues as they are playing far fewer games and travelling less, meaning they can firmly focus on domestic action.

They are once again spending seemingly every penny they have on the brightest talent in the world to challenge for trophies, and pre-season odds of around 9/1 see them installed as fifth-favourites for the title before a ball has been kicked. It'll be a decade without a Premier League title when the clock ticks into 2027, but football betting sites think a challenge from Chelsea is not too far-fetched.

Chelsea to End FA Cup Hoodoo?

Chelsea's affiliation with the FA Cup in recent years is rather remarkable. They're the third-most successful team in the competition with eight trophies to their name, six of which have come since the turn of the century, but they've also lost in the final nine times - including in five of the last 10 seasons.

As such, the best betting apps certainly feel as though Chelsea are among the front-runners to finally end their string of final defeats, which included three in a row from 2020-2022. Of course, much of the FA Cup comes down to the luck of the draw, but Chelsea have a massive squad full of quality players, allowing them to compete on multiple fronts.

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Domestic Cup Double on the Cards?

While it is right that the Blues are priced up for winning all three trophies they will be playing in this season, it is much more likely that the domestic cup competitions could be the way to go.

Whilst it's certainly not impossible that they win the Premier League, cash out betting sites are less wary of them compared to the likes of Arsenal, Manchester City and Liverpool, since very little about the club in the last few years has suggested they can compete over 38 games.

Whilst the size of the squad dwarfs every other team, Alonso may target silverware in the shape of the EFL Cup and the FA Cup rather than launching immediately into a Premier League challenge. Certainly, the odds at UK betting sites would suggest that is the most likely scenario if the Blues are to win trophies this season.

With prices at around 40/1 on different doubles, it could be the way to find some value when putting on your punts at the best football betting sites.

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Bookies Not Anticipating Chelsea Winning Silverware

Chelsea's struggles to collect trophies in the last few years may have ended in 2025 when they won the Conference League and the Club World Cup, the best betting sites in the UK still see them falling well short of picking up a trophy this season. Alonso has a big job on his hands to take this project to the next level and to stop betting sites from pricing up the next Chelsea manager odds again, given the club's fascination with snap firings.

No trophies being hoisted in front of the fans at Stamford Bridge remains the most likely outcome and is available at 2/7 with bet365. If they do win any, now is the time to extract the most value from the markets available.

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About the Author

James Stoddart

More About James

James is an LFC fan and season ticket holder, who has been betting all of his adult life after getting the bug from attending the Grand National a number of times. He's got an interest in playing and watching most sports including golf, darts, football, NFL and horse racing. As a keen bettor, he's always on the lookout for value and loves spotting something at a big price that fits the trends. He applies this to online casinos too, and is always looking to beat the house.

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