Chilwell, who has just returned from a loan spell with Huddersfield Town, has played with Gray for the England U-20 squad so is well-versed to highlight his attributes as an attacking winger who is prepared to help the defence.
Chilwell told the Foxes' official website: "The majority of the time he'll play on the right but we've had patches where he's been on my side.
"He'll do his defensive job too and track the full back. Going forward he's really good.
"Hopefully that will happen (playing with him) at some stage. Now I'm back I'm just going to see how the next few months go and try to take every opportunity as and when they come."
Both players faced off against each other in the Championship game between the Terriers and Blues last month, which ended in a 2-0 win for Chilwell's loan club.