Sir Roger Cholmeley (/ˈtʃʌmli/ CHUM-lee; sometimes spelled Cholmley or Cholmondeley; c. 1485 – 21 June 1565) was Lord Chief Justice of the Court of King's Bench from 1552 to 1553. From 1535 to 1545 he was Recorder of London and served in the House of Commons. He is possibly best remembered for his endowment to found a free grammar school, Highgate School, at London.