The North Macedonian arrived from Swiss side Lugano in 2017 to become an integral part of the Elland Road furniture.
From GjanniCam to his influential performances on the pitch, the 29-year-old has enjoyed a successful four years in West Yorkshire.
But will his time at Leeds stretch into a fifth season and beyond?
Well, according to Football Insider, Alioski has instructed his agent to start finding him a new club with an agreement over an extension yet to be reached.
Alioski has featured in all but two of Leeds’ 26 Premier League games this term and said in December he’d love to commit his future to the club.
Marcelo Bielsa said in January, where Alioski was linked with Galatasaray, that the ball was in Alioski’s court.
The YEP reported in the same month the Whites were keen and hopeful of reaching an agreement with the player.
Although it is suggested that Alioski has told his representatives to begin the process of finding a new club, there is still time for Leeds to finalise fresh terms.
Meanwhile, former Leeds striker Noel Whelan is adamant Andrea Radrizzani won’t sell the club’s best players this summer.
Star performers Raphinha and Pascal Struijk have reportedly attracted interest from elsewhere – but Whelan insists either player is going nowhere.
“Take it from me, Leeds United won’t sell any players. They won’t sell Struijk, they won’t sell Raphinha,” he said.
“We’re not a team that’s desperate, we’re not a club that’s desperate. We’re in a really good healthy position with a good chairman and we’re building a side here.
“It’s not a side that we’re going to take apart after one year. This is a side that’s going to be together for four to five years, I’m very sure of that.
“That’s the plan in progress and the long-term future for Leeds United. We don’t delve into the market to bring someone in for one season.
“You don’t go into the market to bring young players in who have got that potential where you’re going to be using for four or five years.
“You can have your big-six, they can come in for whatever player they want, home or abroad. We’re not selling any of our best players.
Here are the latest transfer headlines from Leeds and their Premier League rivals:
1. Toffees eye Senegalese star
Everton are monitoring 19-year-old Slavia Prague forward and West Ham-linked Abdallah Sima. The Senegalese caught the eye during the Czech Republic side’s Europa League win at Leicester City. (Football Insider) Photo: ADRIAN DENNIS
2. Beckham not ruling out Messi or Ronaldo move
Inter Miami co-owner David Beckham has not ruled out trying to sign Barcelona star Lionel Messi - linked with Manchester City - or Juventus forward Cristiano Ronaldo for the MLS club. (Daily Mirror) Photo: Michael Reaves
3. Maldini to hold Tomori talks
AC Milan technical director Paolo Maldini wants to hold talks with Chelsea about the £26million option to turn Fikayo Tomori's loan into a permanent move as the Serie A club feel it is "very high". (Sky Sports) Photo: ALASTAIR GRANT
4. Pope destined to join top club
Former England goalkeeper Paul Robinson says Burnley goalkeeper Nick Pope is “one of the best” in the Premier League and is destined to join a top club amid links to Tottenham Hotspur. (Football Insider) Photo: Clive Brunskill
5. Lamptey considered by Everton
Everton hope to find the long-term successor to right-back Seamus Coleman this summer with Norwich City’s Max Aarons and Brighton and Hove Albion’s Tariq Lamptey under consideration. (Liverpool Echo) Photo: Naomi Baker
6. Kane reveals failed Sheff Utd move
QPR right-back Todd Kane has revealed he almost joined Sheffield United from Chelsea in January 2019. A deal was agreed between the two clubs but the paperwork wasn’t submitted in time. (The Sun) Photo: Richard Heathcote