26 Recipients of the Chaconia Medal

Marvin Andrews CM is a retired Trinidadian footballer who played as a centre back.

Leo Beenhakker CM is a Dutch international football coach. He has had an extensive and successful career both at club and international level. He led both Ajax and Feyenoord to Dutch championships and also had domestic success with Real Madrid. At international level, he led Trinidad and Tobago to the 2006 FIFA World Cup and Poland to UEFA Euro 2008, both firsts for each nation. His role in Spanish football has earned him the nickname Don Leo, largely due to his fondness of cigars and dry humour.

Christopher Birchall CM is a former professional footballer who played as a midfielder. He scored 21 goals in 322 league and cup appearances in a 16-year professional career, and scored four goals in 44 international matches.

Ato Jabari Boldon is a Trinidadian former track and field athlete, politician, and four-time Olympic medal winner. He holds the Trinidad and Tobago national record in the 50, 60 and 200 metres events with times of 5.64, 6.49 and 19.77 seconds respectively, and also the Commonwealth Games record in the 100 m. He also held the 100m national record at 9.86s, having run it four times until Richard Thompson ran 9.85s on 13 August 2011.

Sir Edwin Wilberforce Carrington, TC, CM, KCN, CHB, OCC is the former Secretary-General of the Caribbean Community (CARICOM), serving from 1992 to 2010.

Geraldine Connor, PhD, MMus, LRSM, DipEd, was a British ethnomusicologist, theatre director, composer and performer, who spent significant periods of her life in Trinidad and Tobago, from where her parents had migrated to Britain in the 1940s. Her father was actor, singer and folklorist Edric Connor and her mother was theatrical agent and cultural activist Pearl Connor. Geraldine Connor is best known for having written, composed and directed Carnival Messiah, a spectacular work that "married the European classical tradition of oratorio with masquerade and musical inspiration from the African diaspora". For more than 20 years, she lived in Skelmanthorpe in Yorkshire, where she went in 1990 as a lecturer at the University of Leeds.

Akenhaton Carlos Edwards CM is a Trinidadian former professional footballer who plays as a winger or right-back for Bury Town.

Wendy Marcelle Fitzwilliam is a Trinidadian lawyer, actress, model, singer, TV Host and beauty queen who won Miss Trinidad and Tobago Universe 1998 became the second Miss Universe in history from Trinidad and Tobago and was the fourth woman of African heritage to capture the Miss Universe crown.

Cornelius "Cornell" Glen CM is a Trinidadian professional footballer who last played as a striker for University of Trinidad and Tobago.

Clayton Ince CM is a Trinidadian football goalkeeper who had lengthy spells in the English Football League at Crewe Alexandra and Walsall. He is his country's most capped goalkeeper with 79 caps for Trinidad and Tobago to date, his debut coming on 17 April 1994 against Martinique.

Avery John CM is a Trinidad and Tobago former footballer.

Errol John was a Trinidad and Tobago actor and playwright who emigrated to the United Kingdom in 1951.

Stern John, CM is a Trinidadian football manager and former player who is currently managing Anguilla. He previously played for a number of American and English football clubs that included Columbus Crew, Bristol City, Nottingham Forest, Birmingham City, Sunderland, Southampton, Crystal Palace, Coventry City and Derby County.

Kenwyne Joel Jones CM is a Trinidadian retired professional footballer who played as a striker. He began his football career with Joe Public in his native Trinidad and Tobago. He moved to W Connection in 2002, and he was a utility player in the Trinidad and Tobago team in 2003 against Finland. In 2004, he joined Southampton, where he was converted to a striker. He was later loaned to Sheffield Wednesday and Stoke City during the 2004–05 season.

Dennis William Lawrence CM is a Trinidad and Tobago former footballer and current first-team coach at Coventry City. He was the manager of the Trinidad and Tobago national team from 2017-2019. Prior to coaching, he had a successful playing career in England, Wales and Trinidad and Tobago. He lifted the Caribbean Cup with the Soca Warriors and won several cup competitions with Wrexham before winning a league title with Swansea City. Before moving to Everton, he had coached for three years at Wigan Athletic during which time he became the first Trinidadian to win the FA Cup.

Sir Clive Hubert Lloyd is a Guyanese-British former cricketer who played for the West Indies cricket team. As a boy he went to Chatham High School in Georgetown. At the age of 14 he was captain of his school cricket team in the Chin Cup inter-school competition. One of his childhood memories is of watching Garry Sobers score two centuries for West Indies v Pakistan perched in a tree outside the ground overlooking the sightscreen.

Elliot "Ellie" Mannette was a Trinidadian musical instrument maker and steel pan musician, also known as the "father of the modern steel drum".

Althea McNish FSCD was a British textile designer of Trinidadian origin who has been called the first British designer of African descent to earn an international reputation. Born in Trinidad, McNish moved to Britain in the 1950s. She was associated with the Caribbean Artists Movement (CAM) in the 1960s, participating in CAM's exhibitions and seminars and helping to promote Caribbean arts to a British public. Her work is represented in the collections of the Victoria and Albert Museum, the Whitworth Museum, the Philadelphia Museum of Art, the Museum of Domestic Design and Architecture and the Cooper-Hewitt, among other places.

Quintin O'Connor was a union leader, activist, and politician in colonial Trinidad and Tobago from the 1930s to the late 1950s. He played an essential role in the institutionalization of unionism in Trinidad and was an early proponent of Trinidadian independence.

Kenneth Ramchand is a Trinidad and Tobago academic and writer, who is widely respected as "arguably the most prominent living critic of Caribbean fiction". He has written extensively on many West Indian authors, including V. S. Naipaul, Earl Lovelace and Sam Selvon, as well as editing several significant cultural publications. His seminal text, The West Indian Novel and Its Background (1970), had a transformational effect on the syllabus of the University of the West Indies (UWI) and the internationalization of West Indian literature as an academic discipline.

George Maxwell Richards was a Trinidadian and Tobagonian politician who served as the fourth President of Trinidad and Tobago, in office from 2003 to 2013. He was the first President of Trinidad and Tobago and head of state in the Anglophone Caribbean to have Amerindian ancestry.

Brent Sancho CM is a Trinidadian former football player and politician. In February 2015, he became the Minister of Sports for his home country, Trinidad and Tobago.

Jason Kelvin Scotland CM is a Trinidadian former professional footballer and current coach who last played for Scottish team Hamilton Academical.

Samuel Selvon was a Trinidad-born writer, who moved to London, England, in the 1950s. His 1956 novel The Lonely Londoners is groundbreaking in its use of creolised English, or "nation language", for narrative as well as dialogue.

John Arnott Spence was a Vincentian-born Trinidadian politician, botanist, and professor emeritus. Spence served as an independent Senator in the Senate of Trinidad and Tobago from 1987 to 2000.

Dwight Eversley Yorke CM is a Trinidadian and Tobagonian former professional footballer. Throughout his club career, he played for Aston Villa, Manchester United, Blackburn Rovers, Birmingham City, Sydney and Sunderland, mainly as a forward, between 1988 and 2009. He was the assistant manager of the Trinidad and Tobago national team until the completion of the qualifying matches for the 2010 FIFA World Cup. Yorke scored 123 goals in the Premier League, a record for a non-European which was not broken until Sergio Agüero in 2017.