| August 2008 | Thunderstorm Wind | Freeport | $250,000 | Wind gusts estimated to be 65 to 75 mph caused widespread tree and structural damage in the vicinity of Freeport, IL between 630 pm and 655 pm August 4. On Rock City Rd, several trees and branches were blown down as well as a metal storage shed. In addition, twenty-five rows of corn on both sides of the road were flattened. Some buildings on the southwest side of town were damaged. On Fairview Rd, a tree was blown over onto a house. On Edwardsville Rd, some large tree limbs were blown down. A power outage was also observed across the county. |
| July 2003 | Thunderstorm Wind | Freeport | $150,000 | Mobile home overturned & limbs down |
| April 2010 | Thunderstorm Wind | Freeport | $100,000 | Wind gusts estimated to be 70 mph snapped some trees and utility poles in half and ripped some siding off of some houses along Pearl City Rd about 0.25 miles west of Highland Community College on the west side of Freeport, IL around 1155 pm April 5. This report was relayed by Stephenson County SKYNET. In addition, a 40 foot tall pine tree on the 1200 block of Lincoln Boulevard fell onto a house. Several Freeport streets were littered with downed trees, especially hard hit were South High Ave, Lemon Ave, Nursery Ave, Bauch Ave, West Pleasant St, and South Highland Ave. The Freeport Journal Standard also contributed to this report. |
| August 2010 | Thunderstorm Wind | Freeport | $50,000 | Wind gusts estimated to be 65 mph blew a limb down in Freeport, IL around 255 pm CDT August 20. The limb, which was 6 to 8 inches in diameter, fell onto some power lines which in turn caused a house fire. This report was relayed by WREX. |
| July 2003 | Thunderstorm Wind | Freeport | $50,000 | 8 inch limbs down |
| June 2009 | Lightning | Freeport | $25,000 | Lightning struck a Church in Freeport, IL around 945 am June 19. |
| June 2008 | Thunderstorm Wind | Freeport | $25,000 | Wind gusts estimated to be 65 mph blew down some 12 inch diameter tree limbs and caused structural damage to some buildings along Highway 20 south of Freeport, IL around 3:10 pm June 12. |
| August 2003 | Hail | Freeport | $25,000 | no account filed |
| September 2005 | Thunderstorm Wind | Freeport | $20,000 | 1 to 3 foot diameter trees were downed during a downburst on the north side of Freeport. One tree fell on a house causing unspecified damage. The Stephenson County Emergency Manager measured 48 knot (55 mph) winds 1 mile south of Freeport. The Freeport Albertus Airport (KFEP) further south of the city measured 46 knot winds during the 1615-1625 CST (2215-2225 UTC) time period. |
| June 2008 | Thunderstorm Wind | Freeport | $15,000 | Winds estimated to be 65 mph blew down several large tree limbs down onto power lines in Freeport, IL at 10:20 am June 8. A power outage resulted affecting a part of Freeport. The tree limbs were over six inches in diameter. |
| June 2008 | Thunderstorm Wind | Freeport | $15,000 | Winds estimated to be 65 mph blew down several trees onto power lines just southwest of Freeport, IL at 10:20 am June 8. A power outage resulted affecting a part of Freeport. |
| May 1999 | Thunderstorm Wind | Freeport | $15,000 | Severe thunderstorm winds downed trees and power lines from Freeport through Cedarville to Rock Grove, including several at the Cedarville Cemetery. Some trees fell onto and blocked Highway 26. At the Dornink Airport in rural Cedarville, 2 hangars were destroyed and a third hangar lost its roof. |
| June 2010 | Thunderstorm Wind | Freeport | $10,000 | Trees and power lines were downed by severe thunderstorm wind. |
| May 1999 | Thunderstorm Wind | Freeport | $8,000 | Severe thunderstorm winds downed 8 trees and a traffic signal. |
| July 2009 | Flash Flood | Freeport | $5,000 | Heavy rains caused some flash flooding of some streets in Freeport, IL during the late evening hours of July 27. Several traffic signals were disabled. |
| August 2008 | Thunderstorm Wind | Freeport | $5,000 | Wind gusts estimated to be 65 mph blew down several trees up to a foot in diameter 1 mile east of Freeport, IL at 630 am August 4. In addition, power lines were knocked down. |
| June 2008 | Thunderstorm Wind | Freeport | $5,000 | Wind gusts estimated to be 70 mph blew down numerous trees and power lines in the vicinity of Freeport, IL around 2:15 pm June 28. |
| July 2006 | Thunderstorm Wind | Freeport | $5,000 | 6 to 8 inch diameter braches down on some roads in the southwest part of the city. Some partially rotted whole trees also down. |
| July 2006 | Thunderstorm Wind | Freeport | $5,000 | Several trees & large limbs down across the city blocking some streets. One tree fell onto a house. |
| June 1999 | Thunderstorm Wind | Freeport | $5,000 | Roof partially torn off an apartment building. |
| October 2004 | Thunderstorm Wind | Freeport | $3,000 | Downburst leveled several trees 2.5 to 3 feet in diameter along with power lines. The trees were solid but had been weakened by severe storms back in August. |
| June 2006 | Thunderstorm Wind | Freeport | $2,000 | trees and power lines down |
| July 2003 | Heavy Rain | Freeport | $2,000 | Street flooding |
| July 2003 | Heavy Rain | Freeport | $2,000 | Small streams & ditches overflowing |
| July 2003 | Heavy Rain | Freeport | $2,000 | Street flooding |
| June 2000 | Thunderstorm Wind | Freeport | $2,000 | no account filed |
| June 1998 | Thunderstorm Wind | Freeport | $1,000 | Several trees were blown down and vents were ripped off a tire store after straight line thunderstorm winds up to 65 mph rushed across the county. |
| July 2017 | Thunderstorm Wind | Freeport | $250 | The local fire department reported a tree branch fell and brought down a power line. |
| August 2025 | Thunderstorm Wind | Freeport | - | A report of several small branches generally between 1 to 2 inches in diameter down in Freeport was received. |
| August 2025 | Thunderstorm Wind | Freeport | - | Several 6 to 7 inch diameter tree limbs were knocked down with some blocking a street in southern Freeport for a time. Time estimated by radar. |
| May 2024 | Thunderstorm Wind | Freeport | - | Trees were blown down in Freeport. Time estimated from radar data. |
| May 2024 | Thunderstorm Wind | Freeport | - | Several large trees blown down, blocking roads. |
| May 2024 | Thunderstorm Wind | Freeport | - | Also reported pea size hail for a minute. |
| May 2024 | Thunderstorm Wind | Freeport | - | Several 4 inch diameter tree branches down. Power lines damaged. Time estimated from radar data. |
| May 2024 | Thunderstorm Wind | Freeport | - | Tree branches down along with an uprooted hardwood tree. The time is based on radar data. |
| July 2024 | Thunderstorm Wind | Freeport | - | A public report of a tree down. Time of the event was estimated using radar. |
| July 2024 | Flash Flood | Freeport | - | A public report of street flooding in Freeport. |
| July 2024 | Thunderstorm Wind | Freeport | - | Law Enforcement reports tree limbs down. |
| June 2023 | Thunderstorm Wind | Freeport | - | An 18 inch diameter tree was blown down at Highland Community College. |
| July 2023 | Thunderstorm Wind | Freeport | - | Several 5 inch or larger tree branches downed by thunderstorm winds. |
| July 2023 | Thunderstorm Wind | Freeport | - | Trained spotter estimated 60 mph wind gusts with the thunderstorm. |
| August 2022 | Flash Flood | Freeport | - | The Emergency Manager reported flooded roadways with water over the tops of fire hydrants on some of the streets on the northwest side of the city. |
| November 2022 | Thunderstorm Wind | Freeport | - | Law Enforcement reported several trees and power lines down in the Freeport Metro area. |
| July 2021 | Thunderstorm Wind | Freeport | - | At least one tree reported down in Freeport. |
| August 2021 | Thunderstorm Wind | Freeport | - | A tree was reported down near the intersection of Illinois 26 and Stephenson Street. |
| December 2021 | Thunderstorm Wind | Freeport | - | A spotter reported a ten inch diameter tree uprooted and blown against a house. |
| July 2020 | Thunderstorm Wind | Freeport | - | A large and healthy limb fell onto two parked cars in Freeport. |
| August 2020 | Hail | Freeport | - | Reported in Freeport from a separate supercell before the derecho straight-line wind damage occurred. |
| March 2019 | Flood | Freeport | - | The Pecatonica River at Freeport rose above major flood stage of 16 feet around 545 PM on March 16th and fell back below major flood stage on March 20th around 9 AM. The river crested at 17.3 feet around midnight on March 19th. Homes along the Pecatonica River in Freeport needed to be evacuated. |
| June 2019 | Thunderstorm Wind | Freeport | - | A public report of a 6 inch tree limb down via Twitter. The time of the event was estimated using radar. |
| May 2019 | Hail | Freeport | - | A morning storm produced heavy rain and pea to penny size hail in Stephenson County. |
| May 2019 | Thunderstorm Wind | Freeport | - | Tree limbs were blown down. |
| July 2018 | Thunderstorm Wind | Freeport | - | The county emergency manager reported numerous trees and power lines were down within town. |
| August 2018 | Thunderstorm Wind | Freeport | - | The Emergency Manager reported isolated trees down. |
| May 2017 | Thunderstorm Wind | Freeport | - | The local law enforcement reported a large tree blown down and was blocking the road on the east side of Freeport. |
| May 2017 | Thunderstorm Wind | Freeport | - | A trained spotter estimated wind gusts of 60 mph. |
| May 2017 | Thunderstorm Wind | Freeport | - | A trained spotter estimated wind gusts up to 60 mph. |
| July 2017 | Thunderstorm Wind | Freeport | - | A trained spotter reported tree limbs down and power was out in the south portion of Freeport. Winds were estimated at 60 mph. |
| July 2017 | Thunderstorm Wind | Freeport | - | Winds were estimated at 60 mph and possibly gusting higher. |
| August 2016 | Thunderstorm Wind | Freeport | - | The Emergency Manager estimated winds of 55 to 60 MPH. |