Youth and college Chin was born in
Kingston, Jamaica to a Jamaican mother and a
Chinese Jamaican father. He moved to the US when he was ten and attended
Oviedo High School, before playing
college soccer at
Rollins College from 2005 through 2009. He scored 7 goals and 3 assists in each of his junior and senior years (2008 and 2009). During his time at Rollins, he also played for the
Central Florida Kraze of the
USL Premier Development League from 2005 to 2010.
Orlando City Chin signed with
Orlando City of the
USL Professional Division in 2011. He made his professional debut on 14 May 2011, coming on as a second-half substitute in a 1–0 win over the
Pittsburgh Riverhounds. He then scored a goal and provided two assists in their first round match in the
2011 Lamar Hunt US Open Cup, in a 4–0 win over ASC New Stars. After spending the early portion of the 2011 season learning Orlando City Head Coach
Adrian Heath's system, Chin came alive in the later part of the campaign and became known as the super-sub. As a result, the speedster ended his rookie season with four goals, two of which came during the Lions' memorable three-game playoff run, which saw the club secure its first USL PRO Championship. In December 2011, Orlando signed Chin to a contract extension through the 2014 season. Moving into his second season, Chin's confident play towards the end of his rookie year certainly carried over into his second term with the club. Dennis transitioned from his super-sub role, held in year one, to become the primary goal-scorer for the Lions. Chin's first goal came just three minutes into their first game of the season against the
Charlotte Eagles and would set the tone for the kind of year he was about to embark on. All season long, Chin's pace and finishing ability caused problems for opposing teams' back lines and led to the striker scoring 11 goals during league play, which was a team record. Those 11 goals were also good for the best in the league and saw Chin finish as USL Golden Boot and Scoring Champion (27 points) of the USL Pro in only his second season as a professional. In addition, Chin also notched three assists during league play and also scored in the Lamar Hunt
US Open Cup against
Major League Soccer Club
Sporting Kansas City. Chin's impressive play led to the
Oviedo native being named to the USL Pro All-League first team, while also being nominated for USL Pro Most Valuable Player (MVP) and Central Florida Athlete of the Year. Dennis also accepted invitations to train with MLS sides
Chicago Fire and
D.C. United during the 2012 off-season. In his third year with
Orlando City, Chin was once again an integral part of the Lions' Championship run. After notching five goals and five assists in the regular season, Chin was lethal in the playoffs and recorded four goals and three assists, in three games played, leading the USL Pro playoffs in both categories. Two of those four goals were scored in the USL Pro Championship match and helped Orlando City secure its second USL Pro title, after being upset by the
Wilmington Hammerheads in the year prior. He left the club upon the conclusion of the
2014 season, before the club's
transition to Major League Soccer.
Arizona United After exploring some opportunities in Europe, Chin ultimately signed with another
USL team,
Arizona United SC. He ended up scoring in the first two matches of 2015.
Ottawa Fury In December 2015, Chin signed with Canadian
NASL club
Ottawa Fury FC. Playing in multiple different positions, Chin scored one goal for Ottawa in 17 appearances in all competitions, including seven starts.
Ironi Nesher On August 26, 2016, he was transferred to recently promoted
Israeli second division club
Ironi Nesher. He helped Nesher to avoid relegation, leading the club in goals and assists.
Pittsburgh Riverhounds SC On February 23, 2018, Chin joined the
Pittsburgh Riverhounds SC of the
United Soccer League. After missing the start of the year with injury, Chin helped the Riverhounds to the 2018
USL Championship Playoffs.
Richmond Kickers On January 7, 2019, Chin joined the
Richmond Kickers of the
USL League One as a player/assistant coach. ==Personal life==