Hickey was born into a Brisbane family in which his father is a former professional rugby league footballer. His father, Mick, played ten years of A-grade rugby league for Fortitude Valley in the Brisbane Rugby League. While in primary school between the ages of six and fourteen Hickey played rugby league for the Redland Rugby League Football Club in the position of five-eighth. Upon graduation from St. Anthony's Catholic Primary School he moved to Iona College and tried his hand at basketball, rugby union, water polo, athletics and volleyball. He made his main focus volleyball while in high school and represented the Queensland state team and the schoolboys team throughout his schooling life. During his last term of high school in 2008 he joined friends at Iona to compete in four football games at the Associated Independent Colleges school competition and in doing so played Australian rules footballfor the first time at 17 years of age. While playing he was spotted by an AFL Queensland representative and was invited to join the AFLQ Rookie Search Program.
Junior football
At the beginning of 2009 Hickey joined the Morningside Australian Football Club's under 18 side. His under 18 team would win the premiership that year and Hickey finished second in the leaguebest and fairest medal. The following year he was picked to represent Queensland in the 2010 AFL Under 18 Championships where he was the Queensland ruckman. He also established himself as a ruckman in Morningside's senior team and was a part of the 2010 QAFL premiership winning team. Matching up against former AFL players Peter Everitt and Trent Knobel in the grand final, Hickey's team would come back from a 20-point deficit at three quarter time to win the premiership. Following the 2010 season he travelled to Canberra to showcase himself at the AFL Draft Combine. He was the best performed ruckman in the agility test and equal second best among ruckmen in the beep test as well as being ranked second overall in the 'clean hands' test. Hickey was drafted under zone concessions to the newly formed Gold Coast Suns in October 2010 and moved to the Gold Coast to begin his first AFL preseason.
AFL career
2011–2012: Gold Coast
Hickey made his AFL debut in round 22 of the 2011 season against Adelaide, kicking his first AFL goal. After two seasons with the Suns, Hickey requested a trade to St Kilda to be closer to his Melbourne-based girlfriend. Complications arose when the Gold Coast demanded a first-round selection for Hickey's service and the Saints eventually agreed to the deal.
2013–2018: St Kilda
Hickey debuted for St Kilda in round 1 of the 2013 season in a loss to his former club Gold Coast at Metricon Stadium. He played as a second ruckman throughout the season, becoming the sole ruck in round 21 against Sydney after Ben McEvoy was substituted. The next week, Hickey recorded a personal best of 17 disposals against Gold Coast. He had the second-most hit-outs at St Kilda in 2013. After McEvoy was traded to Hawthorn, Hickey became the first-choice ruckman at the Saints. After a good start to the 2014 season, which included a 19-disposal, three-goal performance against GWS in round 2, Hickey suffered foot and quad injuries, restricting him to just one game after round 6. Knee tendonitis ended his season. In the meantime, Billy Longer played 12 games and established himself as the best St Kilda ruckman. In 2015, Hickey became second ruckman after Longer, mostly playing as a pinch-hitting forward. He played 11 games and signed a two-year contract extension, tying him to St Kilda until 2017. Hickey returned as the premier Saints ruckman in 2016, playing his best game at St Kilda according to coach Alan Richardson in round 1 against Port Adelaide. Hickey amassed 56 hit-outs and 20 disposals – career highs. He extended his contract until 2019 after playing 20 games for the season. In 2017, Hickey again fell behind Longer in the ruck pecking order. Strong form in a 2017 JLT Community Series match against Sydney – in which Hickey accumulated 29 disposals, 39 hit-outs and 18 contested possessions – did not translate to the regular season. Hickey suffered back, medial ligament, calf and right shoulder injuries, the latter of which required post-season surgery. When uninjured, he struggled to break into the St Kilda team as Longer continued to maintain his form. He was selected against Essendon in round 17 after Longer suffered a hamstring injury, but played poorly and was replaced the next game. Hickey played 13 games in 2018, suffering a left hamstring tendon injury late in the season against the Western Bulldogs. After six years and 67 games with the Saints, Hickey was traded to the West Coast Eagles at the end of the 2018 season for pick 39 and West Coast's 2019 fourth-round selection. The Eagles also received pick 60 and St Kilda's fourth-round pick for 2019. Hickey was recruited to replace the departing ruckman Scott Lycett.