MK Dons youngster Kyran Wiltshire played for Norwich's Under-21s on trial in a 0-0 draw with Sunderland on 13th April 2015. A central midfeilder, he joined Manchester United on trial along with teammate Luke Tingey later that same month.

Leaving MK Dons in July 2015 without a first team appearances, he joined Maidenhead. He spent December 2016 to January 2017 on loan at Bishops Stortford. He won the National League South title whilst with Maidenhead. He was released by Maidenhead in July 2017 and then joined Oxford City in July 2018.

He joined St Albans City on 10th June 2020,