Doncaster Rovers strike deal as Leeds United and Huddersfield Town linked with moves - transfer news round-up

The latest Yorkshire transfer headlines - featuring Doncaster Rovers, Leeds United, Huddersfield Town and more

It is still early days in the summer transfer window but activity levels have already started to rise.

Clubs across the country are putting plans in place, desperate to steal a march on rivals and assemble a strong squad for the 2026/27 campaign.

Here are the latest transfer headlines from across Yorkshire on Friday, June 19, 2026.

Doncaster Rovers land Huddersfield Town forward on loan

Doncaster Rovers have re-signed Alfie May on loan from Huddersfield Town - over six years after selling him to Cheltenham Town.

The 32-year-old was given his break in professional football by Rovers, who plucked him from non-league obscurity in 2017. He spent two-and-half years at the Eco-Power Stadium, scoring 23 goals in 116 appearances.

May has now returned for a second spell, penning a season-long loan deal after just under a year at Huddersfield.

Alfie May (left) has joined Doncaster Rovers on loan and Julian Brandt (right) has been linked with Leeds United.placeholder image
Alfie May (left) has joined Doncaster Rovers on loan and Julian Brandt (right) has been linked with Leeds United. | Jonathan Gawthorpe and Alex Grimm/Getty Images

Leeds United ‘explore’ playmaker deal

Leeds United are said to be exploring an ambitious move to take German playmaker Julian Brandt to Elland Road.

The 30-year-old will officially become a free agent when his Borussia Dortmund contract expires at the end of the month, bringing the curtain down on seven years at the club.

Leeds are believed to be among the clubs keen on the attacking midfielder, who has 48 Germany caps on his CV.

Sheffield Wednesday and Bradford City target Doncaster Rovers star

Doncaster Rovers captain Owen Bailey is reportedly in the sights of both Sheffield Wednesday and Bradford City.

The 27-year-old is a key figure for Rovers and is under contract until next year, with the club holding a one-year extension option.

Stockport County, Oxford United and Milton Keynes Dons have also been named as admirers of the midfielder.

Owen Bailey is under contract at Doncaster Rovers until the summer of 2027 and the club hold a one-year extension option.placeholder image
Owen Bailey is under contract at Doncaster Rovers until the summer of 2027 and the club hold a one-year extension option. | Jonathan Gawthorpe

Huddersfield Town ‘planning’ goalkeeper move

Huddersfield Town are thought to be planning a loan move for Sunderland goalkeeper Matty Young.

The 19-year-old spent last season at Salford City, helping the Ammies reach the League Two play-off final. He has since returned to his parent club but could again head out on a temporary basis.

Sunderland are said to have been vetting clubs and the Terriers are seemingly set to get the go-ahead to strike a loan deal.

Outgoing Middlesbrough man attracts admirers

Sammy Silvera reportedly has offers on the table with the expiry of his Middlesbrough contract approaching.

The 25-year-old helped Boro reach the Championship play-off final but it has already been confirmed his Riverside deal will not be extended.

Clubs in the Championship, League One and Major League Soccer are supposedly interested in the versatile winger.

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