Chelsea vs AFC Wimbledon Predictions

Chelsea vs AFC Wimbledon predictions for Wednesday’s EFL Cup second round clash at Stamford Bridge. The Blues will be keen to follow up their Premier League win last Friday with a success over the Dons. Can Mauricio Pochettino’s side progress comfortably to the next round or there will be a huge upset? Read on for our free betting tips and predictions.

  • 100% Legal Streaming with William Hill

  • Register below

  • Verify

  • Open William Hill Live Stream Player

Significant terms – Service available to customers that have deposited and have a positive balance in the account | Country restrictions might apply | Check full T&C's of the service on William Hill website.. Geo location and live streaming rules apply. T&C's Apply

#Ad. 18+Only,

Chelsea FC
Match Live Wednesday, 30th August at 7:45 pm In:
William Hill Live Streaming

Chelsea vs AFC Wimbledon Predictions


£10 Returns £140

Odds corrects at time of posting and subject to change

Chelsea’s Pursuit of Silverware: A Duel with Wimbledon on the Horizon

Key Stats
– Chelsea have secured victories in 14 out of their 16 previous home League Cup ties.
– AFC Wimbledon remain unbeaten this season, marking the scoresheet in five out of their six fixtures.
– High-scoring encounters define Chelsea’s home League Cup clashes against lower league adversaries, with matches averaging five goals or more.

Mauricio Pochettino’s reign at Stamford Bridge has been nothing short of eventful. With the echoes of a 3-0 triumph against Luton Town still fresh, Chelsea look poised to face AFC Wimbledon with renewed vigour. Having drawn against Liverpool and faced a loss against West Ham, the victory over Luton marked their Premier League campaign’s turning point. A year ago, Thomas Tuchel was steering the ship, and since then, Chelsea has witnessed a carousel of managerial changes with Graham Potter, Bruno Saltor, Frank Lampard, and Pochettino taking charge. Todd Boehly’s generous transfer investments, amounting to more than £1 billion, have been instrumental in reshaping the squad.


18+ New customers only. Opt in, bet £10  on any football market at minimum 1/1 odds. No cash out. Get £40 in Free Bets on selected events. Free Bets expire in 7 days. Debit card / Apple Pay payments only. #AD T&C’s Apply. 18+ | BeGambleAware | #Ad | #Ad. 18+Only,

Yet, the transfer saga isn’t over. With the window shuttering soon, Pochettino seems eager for a few last-minute signings to bolster the team. While Chelsea’s talent pool brims with potential, holding their ground against stalwarts like Manchester City and Arsenal in the league seems like an uphill task. Their real chance might be in lifting a domestic cup this season.

Wimbledon’s Resurgence

AFC Wimbledon, on the other hand, have kicked off the season on a high. Their journey from the threat of relegation to their current stance is commendable. A passionate fan base awaits their team’s clash at Stamford Bridge, a venue they haven’t visited since 2000. From their tumultuous move to Milton Keynes to their return to Plough Lane, it’s been quite a journey for Wimbledon.

Johnnie Jackson and his squad have a herculean task ahead, given the quality gulf between the teams. Yet, they could capitalise on Chelsea’s potential lack of team cohesion.

Squad Rotations and Injuries

For Chelsea, the League Cup clash poses some selection dilemmas. While the upcoming match against Nottingham Forest is high on Pochettino’s priority list, an injury list including Reece James, Wesley Fofana, and others complicates matters. Youngsters might feature, but a blend of experience and youth seems likely. Expect to see Moises Caicedo, Enzo Fernandez, and the high-rated Raheem Sterling getting some game time.


1. Chelsea to Triumph with Goals on Both Sides

Drawing from the vast swathes of information at our disposal, one trend becomes unmissable: Chelsea’s attacking prowess. With the home advantage, and a track record of triumphing in 14 of their last 16 home League Cup ties, Chelsea are naturally the favourites. But, a win is often too simplistic a prediction.

Given AFC Wimbledon’s impressive streak this season, boasting a score in at least five of their six games, the likelihood of both teams finding the back of the net becomes more probable. Additionally, Chelsea’s defence has been porous at times this season, conceding goals across different matches. Thus, while Chelsea might dominate the proceedings, it’s prudent to predict that AFC Wimbledon, with their gritty determination, will manage to get on the scoreboard. Resultantly, a Chelsea win with both teams scoring seems a well-founded expectation.

2. Correct Score: Chelsea 4 – 1 AFC Wimbledon

Analysing the attacking patterns and defensive vulnerabilities of both teams, a high-scoring affair seems on the cards. Chelsea’s track record in the League Cup is stellar, especially when playing against lower league opponents at home. In such fixtures, Chelsea have witnessed five goals or more.

Taking that into account, combined with AFC Wimbledon’s unyielding spirit, it wouldn’t be far-fetched to anticipate a game where Chelsea bags four goals, reflecting their dominance, while Wimbledon manages a consolation goal, echoing their unbeaten run this season.

3. Raheem Sterling to Score

Raheem Sterling’s star has been on the rise this season. His stellar form is evident from his top rank in Chelsea’s player ratings with an impressive average of 7.87. Sterling’s agility and adeptness at finding pockets of space make him a constant threat in front of the goal. With 2 goals already to his name this season, Sterling seems to have a penchant for rising to the occasion.

The dynamic forward’s proficiency, coupled with Wimbledon’s defensive vulnerabilities, especially when it comes to handling Premier League attackers, makes Sterling a prime candidate to ripple the net. His current form and positioning in Chelsea’s attacking setup make him a player to watch and, most importantly, our pick to score at least once in the forthcoming fixture.


£10 Returns £140

Odds corrects at time of posting and subject to change

Top UK Bookies & Best Sign Up Offers 

Open Account Offer – Bet £10 & Get £30 in Free Bets for new customers at bet365.

Min deposit requirement. Free Bets are paid as Bet Credits and are available for use upon settlement of bets to value of qualifying deposit. Min odds, bet and payment method exclusions apply. Returns exclude Bet Credits stake. Registration required. Time limits and  T&Cs apply. #Ad. 18+Only,

18+ New customers only. Opt in, bet £10  on any football market at minimum 1/1 odds. No cash out. Get £40 in Free Bets on selected events. Free Bets expire in 7 days. Debit card / Apple Pay payments only. #AD T&C’s Apply. 18+ | BeGambleAware | #Ad | #Ad. 18+Only,

#AD 18+ New customers only. Min deposit £10. Money back as bonus if first sports bet loses. Wagering requirements: sportsbook 3x at min. odds of 1.40 (2/5), casino 50x. Unless forfeited the sportsbook bonus must be wagered before using the casino bonus. Bonus expires 7 days after opt-in. Visit for full T&C's.

Subscribe To Our Newsletter For Exclusive Tips

Want to have exclusive tips from experts tipsters delivered right into your inbox? Subscribe Now To Our Newsletter. We will never spam, we fully respect your privacy!

Previous articlePSV vs Rangers Predictions
Next articleDoncaster vs Everton Predictions
Tyler Morris
Sports writer and analyst Tyler Morris has more than eight years of experience writing about a range of sports. He has considerable knowledge of football, and he has also covered US sports extensively, offering in-depth comments and analysis on the most recent events in these sports. Tyler is a respected specialist in the field since he utilises his knowledge to provide incisive analysis and opinion on the most recent sports events with a track record of successful tips.