Sir Richard Wingfield KG of Kimbolton Castle (c. 1469 – 22 July 1525) was an influential courtier and diplomat in the early years of the Tudor dynasty of England.
He was born at Letheringham, Suffolk to Sir John Wingfield (c. 1428 – 10 May 1481) and his wife Elizabeth FitzLewis (c. 1431-1497). He was the eleventh of twelve sons; and brother to Humphrey Wingfield. His paternal grandparents were Sir Robert Wingfield and Elizabeth Gousell. He was one of the major landowners in Huntingdonshire and lived at Kimbolton Castle.
Wingfield became a courtier during the reign of Henry VII of England. He married Catherine Woodville sometime after 1495. She was daughter to Richard Woodville, 1st Earl Rivers and Jacquetta of Luxembourg, sister to Elizabeth Woodville, sister-in-law to Edward IV of England and widow of both Henry Stafford, 2nd Duke of Buckingham, and Jasper Tudor, 1st Duke of Bedford. The marriage made him an uncle-by-marriage to Queen consort Elizabeth of York and her husband Henry VII.