[6] Having played seven times for the first team, he returned to Everton at the end of the loan, despite Wigan manager Gary Caldwell expressing a desire to extend the deal.
[7] On 27 January 2016, Kenny joined Oxford United of League Two, initially on a one-month loan,[8] later extended to the end of the season.
[9] He made his Premier League debut for Everton, coming on as a substitute for Matthew Pennington against Norwich City, on 15 May 2016.
Following Koeman's sacking, he made 13 consecutive starts in the league, playing in 16 out of 19 games from October until the return of Séamus Coleman in January.
He returned the XI on 28 January in a 1–0 victory over Huddersfield Town, coming on as a makeshift left back for the final 20 minutes, following an injury to Leighton Baines and a red card for his substitute Lucas Digne.
[19] Kenny was a member of the England squad for the 2016 UEFA European Under-19 Championship, starting in the semi-final defeat against Italy.
[22] Kenny scored a stunning strike and England's third during a 3–3 draw with Croatia at the San Marino Stadium on 24 June 2019.