| Date Filed | Type | Ordinance | Map Status | Notes |
| 2025-01-31 | Annexation
(TIFF) (PDF) | O-2022-13 | IN PROGRESS | Located on Holly Drive, adjacent to the present city limits, and owned by Sabrina Thornbury. Total acreage: 1.22 |
| 2020-10-23 | Annexation
(TIFF) (PDF) | O-2020-13 | MAPPABLE | Tract owned by the City of Pikeville located on the west side of US 23 on the watershed of Ford's Branch: 46.77 acres. |
| 2020-10-23 | Annexation
(TIFF) (PDF) | O-2020-12 | MAPPABLE | Green Meadow Country Club, Inc., & Commonwealth of Kentucky Drainage Easement located on the south side of US 23 near the mouth of Harmons Branch along the Levisa Fork of Big Sandy River: 29.962 acres. |
| 2020-05-21 | Population Estimate | | | U. S. Census Bureau Population Estimate as of July 1, 2019: 6,551 |
| 2019-05-23 | Population Estimate | | | U. S. Census Bureau Population Estimate as of July 1, 2018: 6,638 |
| 2018-05-24 | Population Estimate | | | U. S. Census Bureau Population Estimate as of July 1, 2017: 6,685 |
| 2017-08-31 | Notification of Resignation
(TIFF) (PDF) | | | City Commissioner Keith Coleman resigned effective August 28, 2017. |
| 2017-08-24 | Annexation
(TIFF) (PDF) | O-2017-015 | MAPPABLE | Tract located within the Deskins Hollow Area: 0.62 acres |
| 2017-08-24 | Annexation
(TIFF) (PDF) | O-2017-017 | MAPPABLE | Tract located within Deskins Hollow Area: 1.18 acres |
| 2017-08-24 | Annexation
(TIFF) (PDF) | O-2017-016 | MAPPABLE | Tract extends city boundary along Vera Drive: 4.50 acres |
| 2017-02-23 | Annexation
(TIFF) (PDF) | O-2017-001 | MAPPABLE | Casebolt Tracts located off Casebolt Mountain Rd: 1.08 acres, 5.75 acres, & 4.75 acres. Commonwealth of Kentucky right-of-way along US 23 South: 12.55 acres. Total annexed: 24.13 acres. |
| 2016-11-10 | Annexation
(TIFF) (PDF) | O-2016-016 | MAPPABLE | Lela Maynard Tract: adjoins Stonehenge Drive (0.91 acres) |
| 2016-07-21 | Annexation
(TIFF) (PDF) | O-2013-032 | MAPPABLE | Deskins Tract: near Stonehenge Drive (4.15 acres) |
| 2016-05-19 | Population Estimate | | | U. S. Census Bureau Population Estimate as of July 1, 2015: 7,012 |
| 2015-05-21 | Population (2010) | | | Population Total per 2010 U.S. Decennial Census: 6,903 |
| 2014-12-04 | Declaration
(TIFF) (PDF) | pursuant to HB 331 (2014) | | Acknowledgment of Reclassification (Home Rule), Statement of Form of Government (City Manager), Name of City, & Year of Incorporation |
| 2014-08-25 | Declaration
(TIFF) (PDF) | pursuant to HB 331 (2014) | | Acknowledgment of Reclassification (Home Rule), Statement of Form of Government (City Manager), Name of City, & Year of Incorporation |
| 2012-12-26 | Administration of Oaths of Office | | | City Commissioners: James A. Carter, Eugene "Gene" Davis, Jerry Keith Coleman, & Barry Chaney |
| 2011-10-10 | Legislative Research Commission Filing
(TIFF) (PDF) | KRS 81.036 | | City Documents Requesting Reclassification |
| 2011-03-10 | Reclassification | Senate Bill 76 | | Transferred from 3rd to 4th Class. Effective June 8, 2011. |
| 2011-02-16 | Annexation | O-2011-005 | MAPPABLE | Tract adjoins Coal Run Village & the south side of Tollage Creek. Extends to Buckley Ck: 491.14a |
| 2009-12-23 | Annexation | O-2009-021 | MAPPABLE | Tract located on or near Lykins Branch Road: 17.84 acres |
| 2009-07-20 | Annexation | O-2009-016 | MAPPABLE | Lykins Branch Tract: 350.21 acres |
| 2009-06-19 | Annexation | O-2009-014 | MAPPABLE | First Baptist Church Island Creek Mission: 4.90 acres |
| 2008-12-18 | Annexation | O-2008-026 | MAPPABLE | Sword Fork of Fords Branch Tract: 153.67 acres |
| 2008-10-16 | Annexation | O-2007-024 | MAPPABLE | Lackens Creek Tract: 394.02 acres |
| 2008-10-16 | Annexation | O-2007-036 | MAPPABLE | Venters Lane Rd, Harmon Branch & the airport: 622.86 acres |
| 2008-07-03 | Annexation | O-2008-15 | MAPPABLE | US 23 North at the Pike/Floyd County Line & head of Penn Hook Branch (163.95 acres) |
| 2007-10-12 | Annexation | O-2007-026 | MAPPABLE | Old Wagner Station Rd, Ky 2061, & US 23N (crossing Mossy Bottom Bridge): 136.18 acres. |
| 2006-10-20 | Annexation | O-2006-015 | MAPPABLE | Big Shoal Tract: 713.59 acres |
| 2004-11-12 | Annexation | O-2004-014 | MAPPABLE | Marion & Long Branches: 896 acres |
| 2003-09-16 | Revised Census Totals (4/1/2000) | U.S. Dept. of Commerce | | Population: 6390; Housing Units: 3017 |
| 2001-09-20 | Deannexation | 95-CI-01269 (Circuit Court) | MAPPABLE | Boundary Reduction: 95-005. No map filed. |
| 2001-09-14 | Annexation | O-2001-021 | MAPPABLE | |
| 1995-09-06 | Annexation | O-95-005 | MAPPABLE | |
| 1991-01-18 | Annexation | O-90-030 | MAPPABLE | Certification included |
| 1991-01-18 | Annexation | O-90-031 | MAPPABLE | Certfication included |
| 1990-10-25 | Annexation | O-90-031 | MAPPABLE | Certification omitted |
| 1990-10-25 | Annexation | O-90-030 | MAPPABLE | Certification omitted |
| 1986-09-24 | Annexation | O-86 | MAPPABLE | |
| 1986-08-06 | Annexation | O-86-011 | MAPPABLE | |
| 1986-02-06 | Annexation | O-85 | MAPPABLE | |
| 1984-12-26 | Annexation | O-84 | MAPPABLE | |
| 1983-10-21 | Annexation | O-83 | MAPPABLE | |
| 1983-01-17 | Annexation | O-80-002 | MAPPABLE | |
| 1980-11-21 | Annexation | O-80-015 | MAPPABLE | |
| 1980-07-03 | KRS 81.045 Filing
(TIFF) (PDF) | | MAPPABLE | |
