Marriages and children
She married three times:
Firstly, when aged 11, she married Sir John Phelip (c. 1380–1415). The couple lived briefly at Donnington Castle, but Sir John died within a year. Sir John, also titled Lord Donnington, had married Maud, the widow of Walter Cookesey of Caldwall Castle, Kidderminster in the County of Worcestershire. Sir John lived at Caldwall Castle during his marriage to Maud and upon her death married Alice Chaucer. Sir John, a close personal friend of Henry V, died of dysentery after the successful 22 September 1415 capture of the fortress of Harfleur in Normandy. Sir John is buried at St Mary and All Saints' Church, Kidderminster.
Secondly, after 1421, Alice married Thomas Montagu, 4th Earl of Salisbury (1388–1428), one of the most important English commanders during the Hundred Years' War, who died at the Siege of Orléans.
Thirdly, in 1430, she married William de la Pole (1396–1450), whose father Michael had also died at Harfleur, along with Sir John Phelip. William was Steward of the Household to King Henry VI, and from 1447 to 1450 was the dominant force in the Council and Chief Minister to the king; as such he was particularly associated with the unpopular royal policies whose failures culminated in the anti-court protest and political violence of Cade's Revolt in 1450. He was Constable of Wallingford Castle in 1434. By William de la Pole she had a son:
John de la Pole (1442–1492) who married Elizabeth of York, making him the brother-in-law of two kings, Edward IV and Richard III. John became 2nd Duke of Suffolk in 1463.