Sheriffs
1100–1200
- 1129: William de Albeni, the Breton
- 1155: Richard de Humez
- 1156: Thomas Ondeby
- 1157: Robert filius Goboldi
- 1159: Richard de Humez
- 1161: Robert filius Goboldi
- 1163: Richard de Humez
- 1165: Robert Goebold
- 1166: Richard de Humez
- 1179: William Malduit
- 1188: Amalric Dispensator (Despenser)
- 1189: William Malduit
- 1195: William de Albeni
- 1198: Benedict de Haveresham
- 1199: Hugh le Scot
1200–1300
- 1200–1205: Robert Malduit
- 1205–1211: Ralph Normanville
- 1211–1217: Robert of Braybrooke and Henry of Braybrooke
- 1215–1224: Falkes de Breauté
- 1218–1228: Alan Basset
- 1228–1254: Jeffery de Rokingham
- 1254–1259: Ralph de Greneham
- 1259–1272: Anketyn de Markinal
- 1272–1281: Peter Wakerville and William Bovile
- 1281–1289: Alberic de Whitleber
- 1289–1300: Edmund, 2nd Earl of Cornwall
1300–1400
- 1300–1301: John Burley
- 1302–1312: Margaret, widow of Edmund, 2nd Earl of Cornwall
- 1313–1316: Margaret, widow of Piers Gaveston
- 1316–1318: Hugh de Audley, 1st Baron Audley
- 1321: Ivo de Aldeburgh
- 1322–1327: Edmund of Woodstock, 1st Earl of Kent
- 1327–1347: Hugh de Audley, 1st Baron Audley (died in office 1347)
- 1349–1360: William de Bohun, 1st Earl of Northampton (died in office 1360)
- 1360–1365: William Wade
- 1365–1373: Humphrey de Bohun, 7th Earl of Hereford (died in office 1363)
- 1374–1376: John Wittleborough of Whissendine and Milton and Marholm, Northants[1]
- 1376–1377: Simon Ward
- 1378: John Wittleborough of Whissendine and Milton and Marholm, Northants[1]
- 1379: Sir Thomas de Burton, Kt.
- 1380: John Basings
- 1381: William Moorwood
- 1382: John Wittleborough of Whissendine and Milton and Marholm, Northants[1]
- 1383: William Flore (or Flower)
- 1384: Walter Skarles of Uppingham[2]
- 1385: Sir John de Calveley of Stapleford, Leics. and Teigh
- 1386–1387: Robert de Vere
- 1388: John Wittleborough of Whissendine and Milton and Marholm, Northants[1]
- 1388: Walter Skarles of Uppingham[2]
- 1389: Sir John de Calveley of Stapleford, Leics. and Teigh
- 1390–1397: Edward, Earl of Rutland
- 1397–1399: Thomas Onderley
- 1399: John Wittleborough of Whissendine and Milton and Marholm, Northants[1]
1400–1500
- 1400: John Pensax of Oakham[3]
- 1401: Roland Senliz or Sinluce[3]
- 1402: John Arblaster[3]
- 1404: Thomas Thorpe of Pilton[3]
- 1405: John Basynges[3]
- 1405: John Daneys ( probably acted till Michaelmas 1407)[3]
- 1407: Roger Flore of Oakham
- 1408: Thomas Oudeby of Stoke Dry and Hathern, Leics.
- 1409: John Clerk
- 1410: William Greneham
- 1411: Thomas Corby
- 1411: Sir Thomas Burton of Tolethorpe Hall and Little Casterton (1st term)[4]
- 1411: Thomas Corby
- 1412: Roger Flore of Oakham
- 1413: Thomas Oudeby of Stoke Dry and Hathern, Leics.
- 1415: James Bellers
- 1416: John Boyvill
- 1416: Sir Thomas Burton of Tolethorpe Hall and Little Casterton (2nd term)[4]
- 1417: Robert Browe of Teigh and Woodhead
- 1418: Robert Chisleden of Braunston
- 1419: John Pensax of Oakham
- 1420: James Bellers of Melton Mowbray and Somerby, Leics.(died 1421)
- 1421: Sir Thomas Burton, Kt.
- 1422: Sir Thomas Burton, Kt.
- 1424: John Onderby
- 1425: John Davies
- 1426: John Colepeper of Isham, Northants. and Exton Hall
- 1427: Sir Henry Plessington of Burley
- 1428: Sir Thomas Burton of Tolethorpe Hall and Little Casterton (3rd term)[4]
- 1429: John Denys
- 1430: John Colepeper of Isham, Northants. and Exton Hall
- 1431: Thomas Flore (1st term)
- 1432: Sir Henry Plessington of Burley
- 1433: John Boyvill
- 1434: William Beaufo
- 1435: Robert Davies and John Pilton
- 1436: John Branspath
- 1437: Hugo Boyvill
- 1438: Laurence Sherard
- 1439: William Beaufo
- 1440: Thomas Burton (son of 1417)
- 1441: Sir Henry Plessington of Burley
- 1442: Thomas Flore (2nd term)
- 1443: William Beaufo
- 1444: Thomas Berkeley
- 1445: John Basings
- 1446: William Walker
- 1447: John Boyvill
- 1448: William Haseldon
- 1449: Hugo Boyvill
- 1450: Robert Fenne
- 1451: Thomas Flore (3rd term)
- 1452: William Heton
- 1453: Robert Sherard
- 1454: Robert Fenne
- 1455: William Beaufo
- 1456: William Haselden
- 1457: Thomas Flore (4th term)
- 1458: Thomas Dale
- 1459: Robert Fenne
- 1460: Everard Digby (died Towton, 1461)
- 1461: John Francis
- 1462–1463: Thomas Palmer
- 1464: William Greenham
- 1465: Thomas Flore (5th term)
- 1466: Richard Sapcote
- 1467: William Browne
- 1468: Geoffrey Sherard
- 1469: John Dale
- 1470: Thomas Flore (6th term)
- 1471: Brian Talbot
- 1472: Thomas Berkeley
- 1473: William Haselden
- 1474: John Pilton
- 1475: William Browne
- 1476: John Sapcote
- 1477: David Malpas
- 1478: Henry Mackworth
- 1479: John Pilton
- 1480: Geoffrey Sherard
- 1481: William Palmer
- 1482: David Malpas
- 1483: William Browne
- 1484: Geoffrey Sherard
- 1485: John Pilton
- 1486: Everard Digby of Tilton and Drystoke
- 1487: William Browne
- 1488: David Malpas
- 1489: Maurice Berkley
- 1490: Thomas Sapcote
- 1491: John Digby
- 1492: Robert Harrington of Ridlington
- 1493: Christopher Browne
- 1494: John Pilton
- 1495: Thomas Sherard
- 1496: Thomas Sapcots
- 1497: George Mackworth
- 1498: Robert Harrington of Ridlington
- 1499: Everard Digby of Tilton and Drystoke
1500–1600
- 1500: John Chiselden
- 1501: Christopher Browne
- 1502: John Digby
- 1503: John Harrington
- 1504: Maurive Berkley
- 1505: William Pole
- 1506: Thomas Sherard
- 1507: Richard Flowre
- 1508: John Coly
- 1509: Everard Fielding of Martinsthorpe
- 1510: Christopher Browne
- 1511: Edward Sapcote of Burley
- 1512: George Mackworth
- 1513: John Harrington
- 1514: Everard Digby of Tilton, Leics. and Stoke Dry
- 1515: Thomas Brokesby
- 1516: John Caldecott
- 1517: John Harrington
- 1518: John Digby
- 1519: Everard Digby of Tilton, Leics. and Stoke Dry
- 1520: William Fielding
- 1521: Sir John Harrington Jnr
- 1522: John Harrington of Ridlington
- 1523: George Mackworth
- 1524: John Digby
- 1525: Francis Browne of Tolethorpe Hall and Little Casterton.
- 1526: John Caldecot
- 1527: William Fielding
- 1528: Edward Sapcote of Burley
- 1529: Everard Digby of Tilton, Leics. and Stoke Dry
- 1530: Edward Catesby
- 1531: George Mackworth
- 1532: Edward Sapcote of Burley
- 1533: Everard Digby of Tilton, Leics. and Stoke Dry
- 1534: Sir John Harrington
- 1535: George Mackworth
- 1536: Edward Sapcote of Burley
- 1537: Andrew Nowell
- 1538: Thomas Burdenell
- 1539: Francis Mackworth
- 1540: Richard Cecil
- 1541: Sir John Harrington
- 1542: Kenelm Digby of Stoke Dry
- 1543: Edward Sapcote of Burley
- 1544: Francis Mackworth
- 1545: George Sherard[5]
- 1546: Anthony Browne
- 1547: Edward Sapcote of Burley
- 1547: Anthony Colly of Glaston
- 1548: Simon Digby of North Luffenham
- 1549: Kenelm Digby of Stoke Dry
- 1550: Andrew Nowell
- 1551: Anthony Colly of Glaston
- 1552: Sir John Harrington, died and replaced by son James Harington of Exton Hall
- 1553: Kenelm Digby of Stoke Dry
- 1554: Simon Digby
- 1554: George Sherard[6]
- 1555: Francis Mackworth[5]
- 1556: Andrew Nowell[5]
- 1557: Sir Anthony Browne[5]
- 1558: Edmund Brudenell[5]
- 1559: Anthony Colly of Glaston
- 1560: James Harington of Exton Hall
- 1561: Kenelm Digby of Stoke Dry
- 1562: George Sherard
- 1563: William Caldecot
- 1564: George Mackworth
- 1565: John Floure of Whitwell (1st term)
- 1566: Sir James Harington of Exton Hall
- 1567: Kenelm Digby of Stoke Dry
- 1568: Anthony Colly of Glaston
- 1569: John Floure of Whitwell (2nd term)
- 1570: Maurice Berkley
- 1571: Anthony Browne
- 1572: George Mackworth
- 1573: Thomas Coney
- 1574: Robert Sapcotes
- 1575: William Caldecot
- 1576: Anthony Colly
- 1577: John Floure (3rd term)
- 1578: Sir James Harington of Exton Hall
- 1579: Michael Catesby
- 1580: George Mackworth
- 1581: William Fielding
- 1582: Roger Smith of Leicestershire
- 1583: Anthony Colley II
- 1584: Thomas Coney
- 1585: Kenelm Digby of Stoke Dry
- 1586: Sir James Harington of Exton Hall
- 1587: Sir Andrew Nowell of Dalby, Leics. and Brooke
- 1588: George Sheffield of Seaton
- 1589: Robert Sapcotes
- 1590: Henry Harenten
- 1591: William Fielding
- 1592: Roger Smith
- 1593: Sir James Harington, 1st Baronet of Ridlington
- 1594: Sir John Harington of Exton Hall
- 1595: Sir Andrew Nowell of Dalby, Leics. and Brooke
- 1596: William Fielding
- 1597: Henry Ferrers
- 1598: Sir John Harington of Exton Hall
- 1599: Thomas Mackworth
1600–1700
- 1600: Sir Andrew Noel[7]
- 1601: Sir James Harington, 1st Baronet of Ridlington
- 1602: Sir John Harington of Exton Hall
- 1603: William Bodendin
- 1604: Sir William Boulstrode of Ridlington Park Lodge and Uppingham
- 1605: Basil Fielding of Martinsthorpe
- 1606: Henry Berkley
- 1607: Guy Palmes of Ashwell (1st term)
- 1608: Edward Noel, 2nd Viscount Campden of Brooke
- 1609: Thomas Mackworth
- 1610: William Halford of Leicestershire
- 1611: John Elmes
- 1612: Robert Lane
- 1613: Anthony Andrews
- 1614: Francis Bodenham of Ryhall
- 1615: Edward Noel, 2nd Viscount Campden of Brooke
- 1616: Richard Conway
- 1617: Guy Palmes of Ashwell (2nd term)
- 1618: Abraham Johnson
- 1619: Richard Halford of Wistow Hall, Leicestershire
- 1620: Anthony Colly III
- 1621: Sir Edward Harington of Ridlington
- 1622: Robert Lane
- 1623: Robert Tredway
- 1624: John Osborne
- 1625: Guy Palmes of Ashwell (3rd term)
- 1626: William Gibson
- 1627: Henry Mackworth
- 1628: Everard Fawkener
- 1629: John Huggeford
- 1630: Sir John Wingfield of Tickencote
- 1631: Richard Halford of Wistow Hall, Leicestershire
- 1632: Anthony Colly III
- 1633: Richard Hickson
- 1634: Sir Francis Bodenham of Ryhall
- 1635: Henry Mynne
- 1636: Sir Edward Harington of Ridlington
- 1637: Edward Andrews
- 1638: John Barker
- 1639: Thomas Levett, of Tixover
- 1640: Robert Horsman
- 1641: Thomas Waite
- 1642:
- 1645: John Osborne
- 1646: Abel Barker of Hambleton and Lyndon[8]
- 1647: Christopher Browne[9]
- 1648: Benjamin Norton[10]
- 1649: Bernard Walcott[11]
- 1651: Sir Thomas Hartopp[12]
- 1652: Salathiell Crew[13]
- 1654: Bennet Sherard[14]
- 1658–1660: William Hyde of Langtoft, Lincolnshire (for 2 years)
- 1662: William Palmes of Lindley, Yorks. and Ashwell
- 1663:
- 12 November 1665: Charles Halford,[15] of Edith Weston
- 7 November 1666: Sir Thomas Mackworth, 3rd Baronet,[16] of Normanton Hall
- 6 November 1667: Edward Horseman[17]
- 6 November 1668: Walter More[18]
- 11 November 1669: Andrew Broughton[19]
- 4 November 1670: Thomas Pilkington[20]
- 9 November 1671: Thomas Barker[21]
- 11 November 1672: John Newland[22]
- 12 November 1673: William Atkins[23]
- 5 November 1674: Richard Fancourt[24]
- 15 November 1675: Ezekiel Johnson[25]
- 1676: Sir Richard Wingfield, of Tickencote
- 10 November 1676: Ezekiel Johnson[26]
- 26 November 1676: Samuel Browne,[27] of Stocken Hall, Stretton
- 15 November 1677: John Weaver[28]
- 17 November 1677: Anthony Palmer, of Woolfox[29]
- 14 November 1678: Ezekiel Johnson[30]
- 13 November 1679: Henry Warren[31]
- 4 November 1680: Sir Thomas Barker, 2nd Baronet[32]
- 1681: Christopher Browne
- 1682: Richard Verney of Belton[33]
- 1683: Sir Andrew Noel[34]
- 1684: Edward Coney[35]
- 1685: John Bullingham[36]
- 1686: Bushwell Pelsant[37]
- 1687: Clement Bretaigne[38]
- 1688: William Stafford[39]
- 1689: Lawrence Peach[40]
- 1689: John Flavell[41]
- 1690: John Allen of Wing[42]
- 1691: Richard Peach[43]
- 1692: William Collins of Bolton[44]
- 1692: John Wingfield, of Tickencote
- 1693: William Johnson[45]
- 1694: Richard Halford[46] replaced by John Brown[47]
- 1695: Samuel Hunt[48]
- 1696: Edmond Harrison[49]
- 1697: Sir Thomas Mackworth, 4th Baronet of Normanton Hall[50]
- 1698: William Stafford[51]
- 1699: Christopher Clithero[52]
1700–1800
- 1700: Nehemiah Tookey[53]
- 1701: Bartholomew Burton[3][54]
- 1702: John Wingfield[55]
- 1703: Nicholas Bullingham[3][56]
- 1704: Thomas Burrell[3][57]
- 1705: Thomas Hubbard[3][58]
- 1706: William Edgson[3][59]
- 1707: Thomas Cox[3]
- 1708: Henry Smith[3]
- 1709: Samuel Barker[3]
- 1710: William Fancourt[3]
- 1711: John Sharpe of Wynne[3]
- 1712: William Exton[3]
- 1713: William Roberts[3]
- 1714: John Newbond[3]
- 1714: Charles Roberts[60]
- 1715: John Boyall[3]
- 1716: Robert Riddlington[3]
- 1717: John Sisney[3]
- 1718: Thomas Johnson of Tinwell[3]
- 1719: John Whiteing[61]
- 1720: Frances Wooton[3]
- 1721: Orlando Browne[3]
- 1722: Thomas Roberts[3]
- 1724: George Brushfield[62]
- 1725: William Scott[3]
- 1726: William Algar[3]
- 1727: Charles Tryon[63]
- 1728: Edward Wright[3]
- 1729: Kenelm Digby[64]
- 1730: William Tampion[3]
- 1731: George Marston[65]
- 1732: Lycester Baroden[66]
- 1733: William Goding[67]
- 1734: William Fowler[68]
- 1736: George Cooke[3]
- 1737: Redenhall Pearse[69]
- 1738: Thomas Bradgate of Uppingham[70]
- 1739: Richard Sharpe[3]
- 1740: Edmund Sisney[3]
- 1741: Kenelm Johnson[71]
- 1742: John Brown[72]
- 1743: John Cooke[3]
- 1744: Henry Shield[73]
- 1744: Thomas Davie[74]
- 1745: Anthony Lucas[75]
- 1746: John Mitchell[76]
- 1746: Thomas Wootton[77]
- 1747: John Morpoo[3]
- 1748: William Chisseldon, of Ridlington[3]
- 1749: Charles Smith[78]
- 1750: Richard Hotchkin[79]
- 1751: Thomas Riddlington of Glaston
- 1751: William Sharrard the Younger of Langham[80]
- 1752: Richard Marston of Belton[3]
- 1753: William Brushfield[81]
- 1754: James Sismey of Lyddington[82]
- 1755: John Maydwell, of Bart Gates in Oakham,[83]
- 1756: Robert Tomblin, cf Edith Weston[84]
- 1757: John Digby, of North Luffenham,[85]
- 1758: Thomas Trollop Brown, of Tolethorpe[86]
- 1759: Edward Ward of Preston[3]
- 1760: Charles Roberts of Belton[3]
- 1761: Henry Dove of Tinwell[3]
- 1762: Thomas Sharpe of Langhem[3]
- 1763: John Batson of Empingham[3]
- 1764: Edward Hunt of Glaston[3]
- 1765: William Lawrence of Preston[3]
- 1766: John Tiptaft of Braunston.[3]
- 1767: John Ridlington, of Edith Weston[3][87]
- 1768: Henry Shield, of Preston[3]
- 1769: Edmund Sismey of Liddington[3]
- 1770: John Boyale of Belmersthorpe[3]
- 1771: Thomas Bullivant of Ashwell replaced by Sir Gilbert Heathcote, of Normanton Hall, Bt.
- 1772: John Stubbins of Barrowden replaced by Frances Cheselden, of Ridlington
- 1773: John Palmer, of Seaton[3]
- 1774: Robert Walker, of Uppingham[3]
- 1775: John Cooke, of Uppingham[3]
- 1776: Henry Sharpe, of Wing[3]
- 1777: Robert Hotchkins, of S. Luffenham[3]
- 1778: George Godfrey, of Wardley[3]
- 1779: John Freer the younger of Oakham[3]
- 1780: Nedham Cheselden, of Manton[3]
- 1781: Thomas Sanders[88]
- 1782: Tobias Hippesley[88]
- 1783: John Bellars[88]
- 1784: John Hawkins[88]
- 1785: Thomas Falkner, of Morcott[89]
- 1786: Thomas Baines of Uppingham[90]
- 1787: George Belgrave of Ridlington[91]
- 1788: William Belgrave of Uppingham[92]
- 1789: Benjamin Cramp, of Oakham[93]
- 1790: Henry O'Brien[88]
- 1791: Thomas Woods the younger of Brook[94]
- 1792: James Tiptaft of Braunston[95]
- 1793: Thomas Barfoot[3]
- 1794: Thomas Forsyth[3]
- 1795: Sir Gilbert Heathcote, 4th Baronet of Normanton Hall[96]
- 1796: Robert Tomlin of Edith Weston[3]
- 1797: Thomas Hunt of Wing[3]
- 1798: William Sharrard of Langham[97]
- 1799: Samuel Reeve of Ketton[3]
1800–1899
- 5 February 1800: John Haycock, of Owston, Leicestershire[98]
- 11 February 1801: William Kemp, of Belton[99]
- 3 February 1802: William Gilson, of Burleigh[100]
- 3 February 1803: Joseph Cook, of Edith Weston[101]
- 1 February 1804: Cotton Thompson, of Ketton[102]
- 6 February 1805: John Hack, of Clipsham[103]
- 1 February 1806: Thomas Hotchkin, of Tixover[104]
- 4 February 1807: William Shield, of Wing[105]
- 3 February 1808: Thomas Bryan, of Stoke[106]
- 6 February 1809: Abel Walford Bellaers, of Bulmerthorpe[107]
- 31 January 1810: William Gillson, of Wing[108]
- 8 February 1811: Hon. George Watson, of Rockingham Castle[109]
- 24 January 1812: Gerard Noel Noel, of Exton Park[110]
- 10 February 1813: Stafford O'Brien, of Glaiston[111]
- 4 February 1814: George Fludyer, of Ayston[112]
- 13 February 1815: Samuel Barker, of Lyndon[113]
- 1816: John Cole Gilson of Berley[114]
- 1817: Thomas Faulkner Baines of Morcott[3]
- 1818: Robert Peach of Lyddington[3]
- 1819: James Tiptaft of Braunston[3]
- 1820: Robert Sheild of Wing[3]
- 1821: William Lawrence of Preston[3]
- 1822: Thomas Floar of Whissendine[3]
- 1823: Thomas Thompson of Tinwell[115]
- 1824: John Morris of North Luffenham[116]
- 1825: John Neal of Belton[117]
- 1826: Thomas Hill of Uppingham[118]
- 1827: Thomas John Bryan of Stoke Dry[119]
- 1828: Thomas Walker of Liddington[120]
- 1829: George Finch of Burley-on-the-Hill[3]
- 1830: John Eagleton, of South Luffenham[121]
- 1831: Thomas Birch Reynardson, of Essendine[122]
- 1832: William Gilford of North Luffenham[123]
- 1833: John Muxloe Wingfield of Market Overton[124]
- 1834: Edward Watson Smyth of Gunthorpe[125]
- 1835: Godfrey Kemp of Belton[126]
- 1836: Richard Wade of Uppingham[127]
- 1837: John Stokes of Caldecott[128]
- 1838: Matthew Laxton of Greetham[129]
- 1839: John Monkton of Seaton[130]
- 1840: Samuel Richard Fydell of Morcott[131]
- 1841: Joseph Tomblin of Leighfield[132]
- 1842: Richard Westbrook Baker of Cottesmore[133]
- 1843: George Fludyer of Ayston Hall[134]
- 1844: Charles Grantham of Ketton[135]
- 1845: Henry Bennet Pierrepont of Ryhall[136]
- 1846: John Gilson of Wing[137]
- 1847: Richard Lucas of Edith Weston Hall[138]
- 1848: Hon. Charles George Noel, Viscount Campden of Flitteriss Park[139]
- 1849: John Thomas Springthorpe of Manton[140]
- 1850: Hon. William Middleton Noel of Ketton[141]
- 1851: John Moore Paget of Clipsham[142]
- 1852: William de Capell Brooke of Martinsthorpe[143]
- 1853: John Parker of Preston[144]
- 1854: Robert Lee Bradshaw of Tinwell[145]
- 1855: Arthur Heathcoate of Pilton[146]
- 1856: Clarke Morris of Oakham[147]
- 1857: Ayscough Smith of Braunston[148]
- 1858: William Rudkin Morris of North Luffenham[149]
- 1859: Edward Henry Cradock Monckton, of Seaton[150]
- 1860: Samuel Hunt of Ketton[151]
- 1861: William Fludyer of Ayston Hall[152]
- 1862: William Evans-Freke, 8th Baron Carbery[153]
- 1863: Hon. Henry Lewis Noel of Exton Park[154]
- 1864: Charles Ormston Eaton of Tixover[155]
- 1865: William Gilford of North Luffenham[156]
- 1866: William Wing[157]
- 1867: Edward Nathaniel Conant of Lyndon[158]
- 1868: Robert Heathcote of North Luffenham[159]
- 1869: Richard Septimus Wilkinson of Manton[160]
- 1870: George Dawson Rowley, of Morcott[3]
- 1871: John Harry Lee Wingfield[55]
- 1872: Charles Cave John Orme of Oakham[3]
- 1873: Francis Heathcote of Pilton[3]
- 1874: Thomas John Stafford Hotchkin of South Luffenham[3]
- 1875: William Belgrave of Preston[3]
- 1876: Edward Frewen of Braunston[3]
- 1877: John Turner Hopwood, of Ketton[3]
- 1878: George Gerard Charles Fenwick of Morcott[3]
- 1879: Edward Sharrard Calcraft Kennedy of Whissendine[3]
- 1880: Westley Richards of Ashwell[3]
- 1881: The Hon Francis Pierremont Cecil of Stocken Hall on active naval service and replaced April 1881 by Richard Tryon of Oakham
- 1882: John William Handley Davenport-Handley of Clipsham[161]
- 1883: Edward Philip Monckton[162]
- 1884: William Gore Marshall of Hambleton[163]
- 1885: William Cunliffe Gosling of Oakham[164]
- 1886: Frederick Gordon Blair of Ashwell[165]
- 1887: Arthur Morrice Blake of Whissendine[166]
- 1888: Robert Neill of Wing[167]
- 1889: Blake Alexander Hankey of Essendine, Stamford[168]
- 1890: Edward Worrall of Wing Oakham,[169]
- 1891: George Fydell Rowley of Morcott, Uppingham[170]
- 1892: Evan Hanbury of Braunston, Oakham[171]
- 1893: Francis John Berry of Wing, Oakham[172]
- 1894: William Baird of Oakham[173]
- 1895: Colonel Charles Birch Reynardson of Essendine, Stamford[174]
- 1896: George Whyatt Worrall of Wing, Oakham[175]
- 1897: Henry Clarke Jervoise of Langham[176]
- 1898: The Honourable William Charles Wentworth Fitzwilliam, of Barnsdale, near Oakham.[177]
- 1899: Arthur Richard de Capell Brooke 1st and last Baron Brooke of Oakley[178]
1900–1973
- 1900: Sir Arthur John Fludyer, 5th Baronet of Ayston Hall, Uppingham[179]
- 1901: William Henry Neill of the Grange, Wing, Oakham[180]
- 1902: Ernest Lucas Braithwaite of Edith Weston Hall[181]
- 1903: Rodolf Alexander Hankey of Essendine[3]
- 1904: Thomas Henry Burroughes of Ketton[3]
- 1905: Richard Roger Hollins of Ketton[3]
- 1906: Hubert Francis Joseph Eaton[3]
- 1907: Ernest William Proby Conant[3]
- 1908: George Hunt, of Tinwell[3]
- 1909: William Belgrave of Preston[3]
- 1910: Sir Edward Geoffrey Broardley Palmer, 10th Baronet of Withcote[3]
- 1911: Major John Maurice Wingfield of Tickencote[3]
- 1912: Stafford Vere Hotchkin of Woodhall Spa[3]
- 1913: Seymour Pleydell Bouverie of Whissendine[3]
- 1914: Ernest Guy Fenwick of North Luffenham[3]
- 1915: Owen Hugh Smith of Langham[3]
- 1916–1919: John Edward Corby of Belton[3]
- 1920: Arthur William Hickling of The Old Hall, Wing, Oakham[182]
- 1921: Harry Simpson Gee of Teigh[3]
- 1922: Thomas Casswell Molesworth of Ketton[3]
- 1923: David Needham Royce of Oakham[3]
- 1924: Frederick Thomas Walker of Norton Lees, Sheffield[3]
- 1925: William James Baird of Oakham[3]
- 1926: Wilfred Henry Montgomery Finch of Burley-on-the-Hill[3]
- 1927: Roger John Edward Conant, Bt of Lyndon[3]
- 1928: John Burnaby-Atkins of Tolethorpe[3]
- 1929: John Davenport–Handley–Humphreys, of Clipsham[3]
- 1930: Cecil Gorham Gee of Rothley[3]
- 1931: Lawrence Kimball of Barleythorpe[3]
- 1932: Vere Finch of Manton[3]
- 1933: Lt Col Denis Plantagenet Tollemache of Manton[3]
- 1934: Major Charles Noel Newton of Ashwell Grange[3]
- 1935: Major William Willmott Mawson of Uppingham[3]
- 1936: Colonel Robert Evelyn Manners Heathcote of Manton[3]
- 1937: Captain Samuel Alexander Watt of Gunthorpe[3]
- 1938: George Kenneth Fordham Ruddle of Langham[3]
- 1939: Samuel Ernest Chesterman of Wing[3]
- 1940: Captain James Arthur Hornsby of Ashwell[3]
- 1941: Arthur Hawley of Lyndon[3]
- 1942: Dr Astley Clarke of Lyddington[3]
- 1943: W/Cdr James William Ogilvy Dalgleish of Barleythorpe[3]
- 1944: Cecil Allerton Greville Mawson of Belton[3]
- 1945: Vere Chaplin of Clipsham[3]
- 1946: Captain Clarence Campbell Whadcoat of Langham[3]
- 1947: William Melville Codrington of Preston[3]
- 1948: Colonel Rowland Pickering Spence of Braunston[3]
- 1949: Sir Henry Tate, 4th Bt of Withcote[3]
- 1950: Lt Col Mansell Halkett Jackson of Ashwell[3]
- 1951: Major Herbert Egerton Whaley of Ashwell[3]
- 1952: Captain Thomas Charles Stanley Haywood of Gunthorpe[3]
- 1953: Michael Auriol Buxton of Langham[3]
- 1954: David John Davenport-Handley of Clipsham[3]
- 1955: Air Marshall Sir John Eustace Arthur Baldwin of Ketton[3]
- 1956: Hon Robert Oliver Fitzroy of Stoke Dry (later 2nd Viscount Daventry)[3]
- 1957: Colonel Sir Eric Gore-Browne of Glaston[3]
- 1958: Rear Admiral Stuart Latham Bateson of Ridlington[3]
- 1959: Rupert Winwood Gossage of Whithcote[3]
- 1960: Sir John Ernest Michael Conant, 2nd Baronet[3]
- 1961: Henry Richard Hoare of Wardley[3]
- 1962: George Somerset Finch of Ayston[3]
- 1963: Major Robert Hoare of Hambleton[3]
- 1964: George Hamilton Boyle of Bisbrooke[3]
- 1965: Lt Col Stephen Theodore Eve of Ashwell[3]
- 1966: Michael Stafford Goddard Jackson of Tixover[3]
- 1967: Godfrey Charles Saxton Oliver of Manton[3]
- 1968: Giles Henry Charles Floyd of Tinwell[3]
- 1969: Charles Hugh Hoare of The Old Vicarage, Burley, Oakham.[183]
- 1970: Denis Sydney Player of North Luffenham Hall, near Oakham.[184]
- 1971: John Giles Charles Gore Browne of Cranford, Lyddington[185]
- 1972: Captain Richard Miles Micklethwait of Preston Hall, Preston, near Uppingham.[186]
- 1973: John Michael Moubray of Ridlington House, Ridlington, near Uppingham[187]
- For 1974 to 1996 inclusive – See High Sheriff of Leicestershire