Checkmates, Ltd. were an American R&B group from Fort Wayne, Indiana. The group, discovered by Nancy Wilson, included both black and white members; their one major hit was 1969's "Black Pearl", produced by Phil Spector. The song peaked at #13 on the U.S. pop chart. Their cover version of "Proud Mary" reached #30 in the UK Singles Chart in late 1969.

The group broke up in 1970, but reunited in 1974 for a few more years. They performed on the same billing as Frank Sinatra and Herb Alpert, and sang the National anthem for the Thrilla in Manila in 1975. Lead singer Sonny Charles later had a moderately successful career as a solo artist. Charles and Smith later reunited and toured the U.S. into the 2000s.