Chelsea Trophy Multiples: Odds on Blues to Win Quadruple, Treble or Double in 2025/26

By James Stoddart Jul 29th, 2025 6:29 AM EDT

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Chelsea Odds to Win Quadruple, Treble or Double

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Chelsea had a season to remember last campaign, picking up the UEFA Conference League title and following that up with the Club World Cup. Usually in the last few seasons, the only excitement Chelsea fans have had is that of signing a bunch of new players, but Enzo Maresca now looks like he has the team on the right path, and the next step for them is surely a tilt at the Champions League or Premier League titles.

In a change from recent seasons, Chelsea go into the start of a new Premier League season with the same manager. However, in keeping with tradition there have been a plenty of transfers since the Conference League win. Over £200 million has been spent on seven new arrivals including, João Pedro from Brighton, Jamie Gittens from Dortmund and Liam Delap from Ipswich, with the hope these forwards can fix Chelsea's goalscoring problem from last season.

Those signings are an indication that a trophy-hungry ownership group are out for further success this season. 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 unlikeliest of quadruples all the way to every double and treble 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.

They are once again spending seemingly every penny they have on the brightest talent in the world to challenge for trophies, and preseason odds of around 6/1 see them installed as fourth favourites for the title before a ball has been kicked. Obviously football betting sites think a title challenge from Chelsea is not too far-fetched.

Chelsea Champions League Winners Again?

Chelsea make a return to Europe's top table in the form of the Champions League, but even with that distraction, the best betting apps certainly feel as though Chelsea can be among the front-runners domestically, so long as the new players bed in quickly.

The best cash out betting sites see the London outfit as outsiders for the Champions League, sitting behind the usual suspects in the betting. Maresca has a squad full of quality players, even if they may need more experience to really challenge for Europe's biggest prize you would think, but a run late into the competition wouldn't be a surprise.

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Chelsea More Likely For Cup Doubles This Season?

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

The two pieces of silverware they have picked up since Mauricio Pochettino led the team to the final of the Carabao Cup shows Maresca's side are no longer the "billion-pound bottle jobs" they once were.

Given the size of the squad presently, it may be that Maresca and co go all in for winning one or both of the Champions League or Premier League with the depth they have at their disposal giving them the opportunity to challenge for the domestic cups. 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 ranging from 33/1 to 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 now ended, but the best betting sites in the UK still see them falling well short of picking up a trophy this season. Maresca has a big job on his hands to take his project to the next level to keep the pressure off and to stop betting sites from pricing up the next Chelsea manager odds again.

No trophies being hoisted in front of the fans at Stamford Bridge remains the most likely outcome and is available at 4/11 with bet365 , but 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

Born in Liverpool, James is an LFC fan and season ticket holder. He's got an interest in playing and watching most sports including golf, darts, football and horse racing. As a keen punter, 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 casino too, and is always looking to beat the house.