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In May 2019, it was announced that Catrakilis would return to the Southern Kings. He signed a one-year deal for the 2019–20 season, with an option to extend to a second season.

He made the move to England to join Premiership side Harlequins prior to the 2017–2018 season.

The Stormers built on Western Province's Currie Cup success by finishing the 2015 Super Rugby season as South African Conference Winners. They were eliminated in the playoffs following a 19–39 loss to the Brumbies at Newlands. Catrakilis finished the season as the top South African points scorer with 170 points, converting 62 of his 71 attempts at goal to finish with an 87% success rate.

Catrakilis started the first four of Western Province's matches in the 2015 Currie Cup Premier Division and made a further three appearances off the bench – scoring 53 points in his seven appearances – before being released by Western Province to take up a contract with Montpellier.

In January 2015, Catrakilis signed a contract to join French Top 14 side Montpellier to link up with former South African World Cup winning head coach Jake White.

In his first season with Montpellier, he won the 2015–16 European Rugby Challenge Cup with a 26-19 victory over Harlequins. He also finished as the competitions Top Point scorer with a total of 79 points. Montpellier then went on to finish third in the Top 14 season, however they lost to Toulon in the semi finals with a score of 27-18.

In 2014, Catrakilis was selected for in the Stormers squad for the 2014 Super Rugby season. He made his debut in the away loss to the Lions at Ellis Park in the Stormers opening match of the tournament. The Stormers then hosted the Hurricanes at Newlands, where Catrakilis kicked the winning conversion in the final moments of the match in a 19-18 win. He made appearances in the remainder of the competition and, although a nose break ruled him out for a number of weeks, he finished the competition with 44 points.

Catrakilis was handed the number 10 jersey at the start of the 2014 Currie Cup Premier Division competition and he helped Western Province to victories in all ten matches that he started. Western Province finished the regular season of the competition at the top of the log, securing home advantage in both the semi-final and the final, with Catrakilis contributing a personal points tally of 39 points. Western Province reached the 2014 Currie Cup final after a 31–23 win over the Blue Bulls in a semi-final at Newlands, with Catrakilis contributing 16 points from the kicking tee. Jaco Taute scored Western Province's only try of the match, with Catrakilis converting the try and kicking four penalties as Western Province won the match 19–16 to win the 2014 Currie Cup, their second Currie Cup title in three years. Catrakilis' performance was awarded with the ABSA Man of the Match award. He ended the campaign as the joint-top point scorer alongside the Blue Bulls' Jacques-Louis Potgieter with 123 points.

He won the ABSA Currie Cup Player of the Month for August and also delivered a Man of the Match performance against the then-unbeaten and eventual champions Golden Lions in a 28–26 win in Round Six of the competition with a 100% kicking success rate and a drop goal. He eventually scored a total of 150 points with the boot and helped Western Province reach the semi-finals. His performances saw him awarded the Western Province Club's Player of the Year.

In August 2012, it was announced that he would join the Southern Kings prior to the 2013 season on a two-year deal. He was subsequently named in the Kings' squad for the 2013 Super Rugby season and made his Super Rugby debut for them on 23 February 2013, when the Southern Kings played their first ever match in the Super Rugby competition against the Western Force in Port Elizabeth. Catrakilis scored four penalties in the Kings' historical 22–10 victory over the Force.

He remained the first choice fly-half for the Kings for the duration of the 2013 Super Rugby season, making fourteen appearances in the competition and scoring 37 penalties, 14 conversions and a drop goal to finish with a tally of 142 points. He also started the first leg of the 2013 Super Rugby Promotion/Relegation Play-Offs against the Lions, scoring three penalties.

He was largely responsible for helping the Kings to two away victories in their maiden season. On 5 April 2013, he was struggling with an injury and demoted to the bench for their match against the Brumbies in Canberra, but came on as a substitute in the 76th minute of the match. A try from number eight Cornell du Preez three minutes into injury time pulled the score back to 28–26 to the Brumbies and Catrakilis converted the subsequent conversion to secure a 28–28 draw.

Their very next match also ended in dramatic fashion when a Wimpie van der Walt try and subsequent Catrakilis conversion from the corner tied the scores at 27–27 in the Kings' match against the Rebels in Melbourne. However, three minutes into injury time, Catrakilis scored a drop goal for the Kings to clinch the match 30–27 and secure their first ever victory on foreign soil in their first Super Rugby season.

He also scored four conversions and two penalties in the Kings' 34–27 victory over the Highlanders in Port Elizabeth. This was the only time the Kings achieved a bonus point win during the 2013 season.

After the Southern Kings lost their Super Rugby status in the 2013 Super Rugby Promotion/Relegation Play-Offs against the Lions, Catrakilis returned to Western Province, signing a two-year deal with the Cape Town team. Despite being injured for the opening rounds of the 2013 Currie Cup Premier Division, he returned to Western Province squad for their match against Griquas. He played off the bench in the match against Griquas, as well as against the Free State Cheetahs the following week, where he scored a match-winning drop goal in a 29–27 victory. He returned to the starting line-up for the Western Province for the remaining two matches of the regular season to guide his team to the 2013 Currie Cup Premier Division semi-finals. He scored a try and kicked 17 points in their 33–16 victory over the Golden Lions in the semi-final, but ended up on the losing side in the final – the first in Cape Town since 2001 – as the Sharks ran out 33–19 winners.

On 22 May 2013, he was selected for a Springboks training camp prior to a Quadrangular test series featuring Italy, Scotland and Samoa. Subsequently, Catrakilis was also included in a Springbok training camp leading up to the 2015 Rugby World Cup.

After the 2013 Super Rugby season, Catrakilis held the following records for the franchise:

After being left out of the squad for the Stormers in Super Rugby, he continued his career in the 2012 Vodacom Cup with Western Province, helping them win the tournament and going through the season unbeaten. Catrakilis finished second on the top-point scorer's list with 127 points in the competition and also scoring the winning conversion in the final against the Griquas. In November 2012, he was awarded with the Vodacom Cup player of the year award for his successful campaign.

After the Vodacom Cup, Catrakilis was retained as the first-choice fly-half for Western Province for their 2012 Currie Cup Premier Division campaign. He had a starring role in the final against the Sharks at Kings Park, where he kicked three penalties and slotted two drop kicks – one with each foot – in the final quarter of the game, to help Western Province to win the match 25–18 to win their first Currie Cup title since 2001. He accumulated a total 136 points during the 2012 season.

He played for the UCT Ikey Tigers during the 2011 Varsity Cup after a season for Western Province Super League club False Bay. He was the highest point scorer of the tournament with 136 points in his debut Varsity Cup season, helping the Ikey Tigers to win their first Varsity Cup. They beat UP Tuks 26–16 in the final with Catrakilis picking up the Man of the Match award.

After the successful Varsity Cup, Catrakilis was drafted into the Western Province Vodacom Cup team for their quarter-final loss to the Sharks XV in 2011 Vodacom Cup.

He got his chance to play in the first week of the 2011 Currie Cup Premier Division season against the Griquas and came off the substitutes' bench in the last minute to make his Currie Cup debut. Due to injures in the fly-halves position at Western Province, Catrakilis was chosen to start the following week against the Leopards in Potchefstroom. He marked his starting debut by scoring 22 points as Western Province won the match 47–9. He remained as the starting fly-half throughout the season of Western Province's Currie Cup season.

Following Catrakilis' Under-19 Provincial Championship season with the Golden Lions, he then joined the youth team of French Top 14 side Racing Métro 92, where he enjoyed a brief stint with the Under-23 squad in 2009, before returning home to South Africa.

He represented the Golden Lions Under-18 team in the 2007 Academy Week as their first-choice fly half. He was then chosen to represent the Golden Lions U19 team for the 2008 Under-19 Provincial Championship. He helped the Golden Lions reach the semi-finals of the competition, where they lost 25–28 to the Sharks U19.

Catrakilis was also a talented footballer at youth level; in 2005, he was selected for an Invitational South Africa team that played in the Brazil Cup. and he also spent 2007 with South African Premier Soccer League team Moroka Swallows before choosing to pursue a career in rugby union rather than football.

Demetri Catrakilis (Greek: Δημήτρης Κατρακίλης , born 6 July 1989) is a South African rugby union player for the Southern Kings in the Pro14. He previously played for Premiership side Harlequins, Top 14 side Montpellier, for the Stormers and the Southern Kings in Super Rugby, for Western Province in the Currie Cup and Vodacom Cup competition and for the UCT Ikey Tigers in the Varsity Cup.