Shackleton has missed Leeds’ pre-season tour of Australia in order to push through his loan switch.
He follows teenage centre-back and England Under-21 international Cresswell to The Den where he will work under Gary Rowett.
South London Press report Shackleton is due for a medical with his loan move set to be all tied up this week.
Unlike Cresswell’s straight loan deal, Shackleton’s switch could be made permanent next summer in a similar situation to Tyler Roberts who joined fellow London side Queens Park Rangers on loan earlier this window.
Shackleton’s Leeds deal expires in 2024 and has racked up 78 appearances across all competitions for his boyhood club since joining United at the age of seven.
Check out the latest Premier League transfer speculation below...
1. Pepe in demand
Everton and West Ham United have reportedly joined Sevilla in the race to sign Arsenal winger Nicolas Pepe, who will be sold this summer. (Fichajes)
2. Fulham move for Cornet
Fulham have made their move to sign Burnley winger Maxwel Cornet amid rival interest from Everton. (Daily Mail)
3. Toon ready Mara approach
Newcastle United are ready to make ‘contact’ to sign Girondins de Bordeaux forward Sekou Mara. The ex-PSG player is valued at around £12.7m. (Loïc Tanzi)
4. QPR want Richards
QPR are ‘looking to complete a deal’ for Brighton youngster Taylor Richards. (West London Sport)
5. Hammers up Broja bid
West Ham have submitted an improved bid of around £30m plus add-ons for Armando Broja and are close to agreeing personal terms with the Chelsea striker. Everton are also keen. (The Guardian)
6. Rennes French forward Serhou Guirassy (L) celebrates his goal with Rennes French forward Martin Terrier during the French L1 football match between Stade Rennais FC and FC Metz, at the Roazhon Park Stadium, in Rennes, western France, on March 20, 2022. (Photo by Damien Meyer / AFP) (Photo by DAMIEN MEYER/AFP via Getty Images)
Leeds United are battling West Ham and Liverpool for the signature of Rennes forward Martin Terrier. The player could cost around £33.9m. (L’Equipe)