Sir John Wingfield (before 1582–1596) was an English soldier.
He was the third son of Richard Wingfield of Wantisden in Suffolk, and Mary, daughter and coheiress of John Hardwick of Derby, and the sister of Bess of Hardwick. His brother Anthony Wingfield was reader in Greek to Elizabeth I of England.
He was a Member of the Parliament of England for Lichfield in 1593.
A volunteer against the Spanish in Holland, he was appointed captain of foot in the expedition there of Robert Dudley, 1st Earl of Leicester in December 1585. Wounded action before Zutphen on 22 September 1586, he was knighted by Leicester. He was one of the twelve knights, friends and relations, who walked at the funeral of Sir Philip Sidney on 16 February 1587.
Returning to the Netherlands, he was appointed governor of Geertruidenberg. With the assistance furnished him by his brother-in-law, Peregrine Bertie, 13th Baron Willoughby de Eresby, he managed to hold out successfully during 1588, and to assist materially in forcing Alexander Farnese, Duke of Parma to raise the siege of Bergen in November. His position, though, suffered from tension between the English auxiliaries and the States-General. The garrison lacked pay, and was mutinous. A rumour arose that he intended to hand over the place to the Spanish, and Maurice of Nassau came with a demand for its surrender. Wingfield denied the imputed treason; but Geertruidenberg was on 10 April 1589, delivered to the Spanish.