| April 2005 | Flash Flood | Jackson | $300,000 | Flash flooding destroyed several roads. Peg Fork, Walnut Fork, and Hunting Creek were hardest hit. Roads in the Highway 1098 area were impassable due to high water. Numerous culverts were washed out across the county. |
| June 1998 | Flash Flood | Jackson | $100,000 | Highway 30 near Cane Creek 3 miles west of Jackson was water covered. Water covered a nearby trailer park which residents had to evacuate due to the high water. More than forty homes and trailers sustained water damage. |
| June 2008 | Thunderstorm Wind | Jackson | $40,000 | Multiple trees and other debris were blown down and onto Highways 3193, 1812, and 205 north of Jackson. A tree also fell onto a powerline near Vancleve. |
| February 2011 | Thunderstorm Wind | Jackson | $20,000 | Numerous reports were received of downed trees from around the county, including Talbert and Jackson. |
| February 2012 | Thunderstorm Wind | Jackson | $10,000 | The roof was partially blown off a home 2 miles south of Jackson. The porch on the home was also damaged. The home was located on Robinson Rd. |
| August 2011 | Thunderstorm Wind | Jackson | $10,000 | Multiple trees were blown down in the city of Jackson. |
| May 2009 | Thunderstorm Wind | Jackson | $10,000 | The Jackson Police Dept reported trees and power lines down in Jackson. |
| May 2009 | Thunderstorm Wind | Jackson | $10,000 | Large limbs and small trees were blown down Railroad Street. Power lines were down along Quicksand Road. |
| June 2008 | Thunderstorm Wind | Jackson | $10,000 | Numerous large tree limbs were torn from trees throughout downtown Jackson by thundestorm wind gusts. |
| May 1996 | Thunderstorm Wind | Jackson | $10,000 | no account filed |
| January 2008 | Thunderstorm Wind | Jackson | $8,000 | Trees were blown down along Highway 30 West by wind gusts estimated at 62 mph. |
| July 2022 | Thunderstorm Wind | Jackson | $6,000 | Roof partially blown off the Frontier Gas building in Jackson. |
| July 2016 | Flood | Jackson | $5,000 | An NWS employee and dispatch reported flood waters covering portions of Highway 15 south of Jackson. Flooding was also observed on Cook Fork Road in Quicksand as nearly six inches of water was encroaching on a residence. |
| July 2016 | Flash Flood | Jackson | $5,000 | A citizen observed water quickly spilling out of the banks of a nearby creek and encroaching on a home on Kings Branch Road southeast of Jackson. |
| August 2010 | Thunderstorm Wind | Jackson | $5,000 | Multiple trees were blown down near Jackson. |
| May 2009 | Thunderstorm Wind | Jackson | $5,000 | Downed power lines caused 100 people to be without power in Jackson. |
| January 2008 | Thunderstorm Wind | Jackson | $5,000 | Trees blown down in the Wolverine community by wind gusts estimated at 61 mph. |
| June 2007 | Thunderstorm Wind | Jackson | $5,000 | Trees down along Highway 1098. |
| July 1999 | Thunderstorm Wind | Jackson | $5,000 | Strong winds blew portions of a roof off an apartment building. The roof pieces landed in an adjacent parking lot causing damage to a nearby vehicle. An off duty National Weather Service employee had significant water damage inside his apartment as well. |
| July 2022 | Thunderstorm Wind | Jackson | $3,000 | Multiple trees were blown down onto a power line and the ground near the intersection of KY-15 S and KY-30 (between the Shell Gas Station and Hutch Automotive). Power outage led to several hours of traffic disruption due to lack to traffic signals. The report stated that power was still out at the stoplight around 8 am and multiple highway department personel were managing traffic. |
| May 2010 | Thunderstorm Wind | Jackson | $3,000 | A tree was blown down along Hwy 30. Another large tree was also blown down onto a sign at the intersection of Hwy 30 and Airport Rd. |
| May 2001 | Lightning | Jackson | $3,000 | Lightning struck the top of the Hogg building in downtown Jackson, causing a large section of stonework and bricks from the cornice to fall. The debris fell on top of a metal awning causing it to collapse blocking the entrance to a restaurant. |
| May 1998 | Thunderstorm Wind | Jackson | $3,000 | Trees were downed. |
| June 1998 | Flash Flood | Jackson | $3,000 | State Route 541 covered with water. |
| February 1998 | Thunderstorm Wind | Jackson | $3,000 | A hanger at the Julian Carroll Airport was damaged. |
| February 1997 | Thunderstorm Wind | Jackson | $3,000 | no account filed |
| April 1996 | Thunderstorm Wind | Jackson | $3,000 | no account filed |
| January 2012 | Thunderstorm Wind | Jackson | $2,000 | Two trees were blown down on Highland Avenue in Jackson. |
| October 2010 | Thunderstorm Wind | Jackson | $2,000 | Trees were blown down on Railroad Street in Jackson. |
| August 2007 | Thunderstorm Wind | Jackson | $2,000 | Two trees down in neighborhood off of Quicksand Road. |
| April 2007 | Thunderstorm Wind | Jackson | $2,000 | Two large tree limbs blown down on Highway 30 east of Jackson. |
| March 1997 | Thunderstorm Wind | Jackson | $2,000 | no account filed |
| April 2011 | Thunderstorm Wind | Jackson | $1,500 | Three large limbs were blown down along KY Hwy 30 between mile markers 19 and 23 east of Jackson. |
| August 2016 | Flood | Jackson | $1,000 | An NWS employee observed as much as six inches of water over portions of Quicksand Road in Jackson, while a citizen reported several inches of water inside a portion of Breathitt County High School. |
| July 2015 | Flash Flood | Jackson | $1,000 | Flash flood waters impacted Kiwanis Park and Quicksand Rd. Over a foot of water was observed flowing across the road at the corner of Highland and Broadway in downtown Jackson. The road had to be closed. Water was also observed over the road on Hwy 15 in front of Hardees. |
| April 2015 | Flood | Jackson | $1,000 | Several inches of water were covering Smith Branch Rd on the south fork. |
| May 2013 | Thunderstorm Wind | Jackson | $1,000 | A tree was blown down 1 mile north of Hwy 30 on Airport Rd. |
| January 2012 | Thunderstorm Wind | Jackson | $1,000 | A 12 inch diameter pine tree was snapped off about 6 feet up from its base along Armory Drive in Jackson. |
| September 2012 | Flash Flood | Jackson | $1,000 | There were reports of high water on Old Quicksand Rd near Jackson. Flowing water at least 6 inches in depth was flowing across the road. Water was also coming up out of storm drains in the area. |
| June 2011 | Thunderstorm Wind | Jackson | $1,000 | A 48 mph wind gust brought down a tree near the Jackson weather office. |
| June 2011 | Thunderstorm Wind | Jackson | $1,000 | A tree was blown down on Hwy 30 near Jackson. |
| May 2010 | Thunderstorm Wind | Jackson | $1,000 | A tree about 2 feet in diameter was blown down and across Hwy 30 east near Round Bottom. |
| May 2010 | Thunderstorm Wind | Jackson | $1,000 | A large tree was blown down on Oakwood Dr in Wolverine. |
| August 2010 | Thunderstorm Wind | Jackson | $1,000 | A tree was blown down on Highway 30 W. |
| May 2008 | Thunderstorm Wind | Jackson | $1,000 | One large tree was snapped off near its base by thunderstorm wind gusts. |
| March 2008 | Thunderstorm Wind | Jackson | $1,000 | Shingles were blown off a building by thunderstorm wind gusts. |
| July 2008 | Thunderstorm Wind | Jackson | $1,000 | A tree was blown down by thunderstorm wind gusts near Jackson. |
| July 2008 | Thunderstorm Wind | Jackson | $1,000 | A tree was blown down near Jackson. |
| January 2008 | Thunderstorm Wind | Jackson | $1,000 | Siding was blown off a trailer near Jackson by wind gusts estimated at 61 mph. |
| August 2007 | Thunderstorm Wind | Jackson | $1,000 | One tree down on Oakwood Dr. in Jackson. |
| July 2006 | Thunderstorm Wind | Jackson | $1,000 | Few trees down in Lakeside subdivision. Shingles off of employees home. |
| July 2005 | Thunderstorm Wind | Jackson | $1,000 | In Kings Ridge subdivision, a tree blown down brought down a power line. Another tree down at Lakeside subdivision partially blocked a road. |
| July 1999 | Thunderstorm Wind | Jackson | $1,000 | Off duty National Weather Service employee reported a large limb fell on a power line. This pulled the power connection and meter off the home and started a small fire. |
| May 2022 | Hail | Jackson | - | A member of the public shared a picture of golf to egg-sized (1.75 to 2.00 inch) hail from the vicinity of the Jackson Ace Hardware. |
| July 2022 | Thunderstorm Wind | Jackson | - | Large tree limbs were reported down in the road on Washington Avenue in Jackson. |
| May 2022 | Hail | Jackson | - | A picture on social media showed approximately quarter-sized (1 inch) hail along Highland Avenue in Jackson. |
| May 2022 | Hail | Jackson | - | Pictures on social media showed up to ping pong ball-sized (1.50 inch) hail in the vicinity of Fire Station Rd. |
| May 2022 | Debris Flow | Jackson | - | A mudslide occurred along KY-15 just north of Walmart in Jackson. |
| May 2022 | Hail | Jackson | - | Pictures on social media show approximately half dollar-sized (1.25 inch) hail along Lakeside Drive. |
| July 2022 | Thunderstorm Wind | Jackson | - | A large redbud tree was uprooted and a 1-foot diameter white oak limb was snapped along Lakeside Drive. |