The Northern Ireland under-21 international is currently on loan at the League Two club.
Sheffield Wednesday are looking like definite candidates for potential promotion to the Premier League this season after wholesale changes at the club.
Carlos Carvalhal came in and instilled a Portuguese playing style at Hillsborough as well as bringing in some excellent looking signings.
Of course that meant less first-team opportunities for others - including Caolan Lavery.
The Canadian born Northern Ireland under-21 international has had his moments at Sheffield Wednesday.
He impressed in spurts last term after returning from a loan spell at Chesterfield but this season first-team opportunities looked minimal in Yorkshire.
Last month he was sent out on loan to League Two high-flyers Portsmouth - joining up with his former Chesterfield boss Paul Cook. So far he has scored one goal for the club in four appearances but is confident he is improving.
He told The Portsmouth News this week:
"Sharpness comes with playing football, I have not done a lot of that this season so every game I play I will obviously get better and better.
"I think my sharpness and fitness are coming along nicely and am training hard every day to try to improve that – as well as show everyone I am here for the cause."
Lavery is set to remain at Fratton Park until the New Year and can expect to get much more first-team football on the South-Coast then he would have back in Yorkshire.
If he can shine during his Pompey stay then he might be able to force his way into the plans of Carvalhal at Sheffield Wednesday.