This article describes the history of cricket in the West Indies from 1919 to 1945.

The 1891–92 season had seen the first Inter-Colonial Tournament in the West Indies and these took place irregularly until the Second World War, winners in the inter-war period being:

• 1922-23 – Barbados
• 1923-24 – Barbados
• 1924-25 – Trinidad and Tobago
• 1925-26 – Trinidad and Tobago
• 1926-27 – Barbados
• 1928-29 – Trinidad and Tobago
• 1929-30 – British Guiana
• 1931-32 – Trinidad and Tobago
• 1933-34 – Trinidad and Tobago
• 1934-35 – British Guiana
• 1935-36 – British Guiana
• 1936-37 – Trinidad and Tobago
• 1937-38 – British Guiana
• 1938-39 – Trinidad and Tobago

After the war, there was no inter-country competition until the foundation of the Shell Shield in 1965, though the teams played occasional matches against each other in the intervening period.

Between the two World Wars, various English teams toured the West Indies. The 1929-30 team was the first to play Test cricket in the West Indies. West Indies was already capable of competing at the highest level with players like George Headley and Learie Constantine.