1400–1499
- 1400: William Lowther
- 1401: Richard Redman
- 1402–1403: Peter Tilliol
- 1404: Richard Skelton
- 1405: William Lowther
- 1406: William Lowther
- 1407: William Lowther
- 1408: John Delamore
- 1409: Robert Rodington
- 1410: Richard Redman
- 1413: James Harington
- 1414: William Stapleton
- 1415: Sir Christopher Curwen
- 1416: John Lancaster
- 1417: William Osmunderlaw
- 1418: Robert Lowther
- 1419: Sir John de Lamplugh
- 1420: William Stapleton
- 1421: William Stapleton and Richard Ratcliffe of Derwentwater
- 1422: William Leigh
- 1423: Sir Christopher Curwen
- 1424: Christopher Moresby
- 1425: Nicholas Ratcliffe
- 1426: John Pennington
- 1427: John Skelton
- 1428: Sir Christopher Curwen
- 1429: Christopher Moresby
- 1430: Thomas Delamore
- 1431: John Penington
- 1432: John Skelton
- 1433: Sir John de Lamplugh
- 1434: Sir Christopher Curwen
- 1435: John Penington
- 1436: John Broughton
- 1437: Henry Fenwick
- 1438: Sir Christopher Curwen
- 1439: Christopher Moresby
- 1440: Sir Hugh Lowther of Lowther
- 1441: John Skelton
- 1442: William Stapleton
- 1443: Thomas Beauchamp
- 1444: Thomas Delamore
- 1445: Sir Christopher Curwen
- 1446: John Skelton
- 1447: John Broughton
- 1448: Thomas Delamore
- 1449: Thomas Crackenthorpe
- 1450: Thomas Curwen
- 1451: John Skelton
- 1452: Roul. Vaux
- 1453: Thomas Delamore
- 1454:
- 1455: John Hudleston
- 1456: Sir Hugh Lowther of Lowther
- 1457: Thomas Curwen
- 1458: Sir Richard Salkeld of Corby, Cumberland
- 1459: Henry Fenwick
- 1461: Sir Richard Salkeld of Corby, Cumberland
- 1462–1463: Roul. Vaux
- 1464: John Hudleston
- 1465: Thomas Lamplugh
- 1466: Sir Richard Salkeld of Corby, Cumberland
- 1467: Roul. Vaux
- 1468–1469: John Hudleston
- 1470: William Leigh
- 1471: Christopher Moresby
- 1472: William Parr, 1st Baron Parr of Kendal
- 1473: John Hudleston
- 1474: William Leigh
- 1475:
- 1476–1477: Richard, Duke of Gloucester and John Hudleston
- 1478–1482: Richard, Duke of Gloucester
- 1483: Sir Richard Salkeld of Corby, Cumberland
- 1484:
- 1485:
- 1486: Christopher Moresby
- 1487:
- 1488: Christopher Moresby
- 1489: Thomas Beauchamp
- 1490:
- 1491:
- 1492: John Musgrave
- 1493:
- 1494: Edward Redman
- 1495: Christopher Moresby
- 1496: Thomas Beauchamp
- 1497–1499: Christopher Dacre
Read more about this topic: High Sheriff Of Cumberland