Top 5 Deals That Could Happen in the Summer Transfer Window

Top 5 Deals That Could Happen in the Summer Transfer Window

Which transfers are looking more and more likely to happen this summer Transfer Window? It’s SillySeason.

Yes us as the website and yes the period of ridiculous transfer rumours and gossip, but today we are going to look at the deals that could actually happen from now until the end of the season. Watch & Bet on Football =>

With the football all done, it’s now time to focus on the matters off the field with clubs wanting to strengthen their teams ahead of the new campaign, which starts earlier than ever this year.

5 Big Deals That Could Happen in the Summer Transfer Window

Some deals have already been done and finalised, with Manchester City the most active, signing four players already, but here we are going to look at five deals that could potentially go through.

There are some big names awaiting big moves, but these are SillySeason‘s five to watch! Watch & Bet on Football =>

5) Jamie Gittens to Chelsea: Deals That Could Happen in the Summer Transfer Window

Chelsea have set their sights on Borussia Dortmund’s exciting 20‑year‑old winger, Jamie Gittens, as a top target for the summer window. The club has agreed personal terms with Gittens and is preparing a seven-year deal reportedly worth around €6–7 million per year.

Despite Chelsea making a strong move—including bids around £42–55 million (€50–80 million)—Borussia Dortmund have rejected multiple offers, holding out for a fee in the region of €65–70 million.

Chelsea remain undeterred, seeking to finalize a deal before the Club World Cup to ensure Gittens can join their squad in time.

Gittens has featured in over 100 matches for Dortmund, contributing 12 goals and 5 assists last season, though he’s fallen out of favor recently under coach Niko Kovac. Sensing the club’s reluctance, Chelsea view a loan‑plus‑permanent structure or a high‑fee deal as viable options.

If Chelsea close this deal, they add a pacey, versatile attacker built for Enzo Marasca’s high‑tempo, youthful attack.

4) Viktor Gyokeres to Arsenal: Deals That Could Happen in the Summer Transfer Window

Arsenal have long pursued Viktor Gyokeres, and after netting a staggering 39 league goals in 33 Primeira Liga games last season (97 in 102 overall), the 27-year-old Swedish striker is firmly on the radar.

Despite initial bids of £55m and £60m being rejected, Sporting is now seeking closer to €80m (≈£68m). Arsenal’s sporting director, Andrea Berta, held recent talks in Menorca with Sporting’s CEO, signaling the seriousness of the move.

Meanwhile, Gyokeres himself has expressed that Arsenal is his “dream” destination and has reportedly declined Manchester United to stay focused on a move to the Emirates.

Yet tension is rising — Sporting maintain there was a gentleman’s agreement for a ~€60–70m deal, which now appears to have collapsed amid threats and social media posts from the player.

Juventus have also entered the race, preparing a €60m bid, though Arsenal remain frontrunners. With the release clause close to €85m, this deal may stretch into late July — but if Arsenal land him, they get a powerful, hungry goalscorer tailor-made for their high-press system and Champions League push. Watch & Bet on Football =>

3) Nico Williams to Barcelona: Deals That Could Happen in the Summer Transfer Window

Barcelona are firmly pursuing Athletic Bilbao’s electrifying winger, Nico Williams, as a top transfer target this summer. Transfer specialist Fabrizio Romano reports that Barca have decided to activate their ‘deal option’, with the full five-year contract proposal already tabled—stemming from early-stage personal terms talks.

Despite a €58–60 million release clause, Barcelona aims to negotiate a lower fee before committing to the clause payment to Bilbao.

Williams has expressed clear intent to join Barca, with insiders confirming he told clubs like Bayern Munich he prefers Catalonia—though Bayern remains an interested and capable contender.

The club is operating on a July 15 deadline to avoid the contract-drag delays seen last year.

If completed, Williams will provide Barcelona with a rapid, dynamic wide option who excels in one-on-one duels and dribbling—an ideal complement to Lamine Yamal and Hansi Flick’s high-tempo attacking setup.

2) Milos Kerkez to Liverpool FC: Deals That Could Happen in the Summer Transfer Window

Liverpool are eyeing yet another strategic investment with a potential £40 million move for 21‑year‑old Hungarian wing-back Milos Kerkez—a signing designed to usher in a new era on the left flank.

Still plying his trade at Bournemouth after arriving from AZ Alkmaar in 2023, Kerkez delivered a breakthrough season. He clocked up 66 Premier League appearances, contributed 2 goals and 6 assists, and helped the Cherries to 11 clean sheets—demonstrating a fearless attacking mindset and reliable defensive work rate.

With Andy Robertson entering the final 12 months of his contract, Liverpool have scouted a long-term successor. Kerkez appears to fit the bill: defensively sound, top‑end stamina, and fearless on the front foot.

Reports suggest the clubs have agreed on a fee in the £40–45 million range, and Kerkez has already consented to personal terms. A medical is expected imminently—possibly next week—before an official unveiling. His father even described the transfer as “basically a done deal”.

Should everything align, Liverpool will secure their third major addition this summer—after Jeremie Frimpong and Florian Wirtz—as the club doubles down on reshaping both wings of the pitch.

This potential move signals more than just a replacement—it’s a strategic succession plan, positioning Kerkez to step into Robertson’s boots and help usher in a thrilling new chapter at Anfield.

1) Bryan Mbeumo to Manchester United or Tottenham: Deals That Could Happen in the Summer Transfer Window

Brentford’s electric winger and forward, Bryan Mbeumo, has emerged as one of the most sought-after attackers this summer following a stellar 20-goal Premier League season.

With his contract expiring in 2026, Brentford value him at £60–65 million, having already rejected Manchester United’s initial £55 million bid (comprising £45 million guaranteed plus £10 million in add-ons).

Manchester United have reportedly agreed personal terms with Mbeumo and are ready to meet his demanding £250,000 per week wage request, a significant increase from his current £50,000 at Brentford.

However, Tottenham have re-entered the race under new manager Thomas Frank, who signed Mbeumo originally. Spurs see a reunion as a strategic move and may offer Champions League football to sweeten the deal.

This summer battle—spanning financial rewards, Premier League legacy, personal relationships, and European ambition—makes Mbeumo’s destination one of the most intriguing transfer stories yet. Both clubs appear primed to push hard before the deadline. Watch & Bet on Football =>

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