Born in Bury, Trippier joined Manchester City's academy at the age of nine, where he progressed through the ranks at Eastlands, signing professional terms for the club in 2008. In the 2007–08 season he became a regular in the reserve side and was captain of the side that won the FA Youth Cup.
Trippier made a loan move to Barnsley in February 2010 and made three appearances in a month loan spell at Oakwell, making his debut at the Riverside Stadium when Barnsley lost to Middlesbrough. He returned to Barnsley for a second spell in August 2010, with the loan deal this time running until January 2011, at which point Trippier agreed a deal to stay at Barnsley for the remainder of the 2010–11 season. He scored his first senior goal for Barnsley in a 3–3 draw with Leeds United at Elland Road on 22 February 2011. The goal was a curling free-kick from 25 yards out. His second goal came against local rivals Doncaster Rovers which was another 25 yard freekick at Oakwell equalising late on for Barnsley. Whilst at Barnsley he won their Young Player of the Year award.
Trippier made a loan move to Burnley on the 26 July 2011. In December 2011 Trippier was nominated for Championship player of the month. His first goal for the club came in a 1-0 win against Brighton on 17 December 2011. Burnley made the deal permanent on a three and a half year deal for an undisclosed fee on 3 January 2012, keeping him at Turf Moor until the summer of 2015, where he will continue to wear the number 2 shirt. On 14 January 2012 he scored his second goal for the club, adding to a Jay Rodriguez goal in a 2-0 win away to Middlesbrough. His third goal came on 31 March in a 5-1 win against Portsmouth at Fratton Park. Trippier was named as the Clarets' Player of the Year for season 2011–12. Trippier was named in the PFA Championship team of the season for the 2012/2013 season.