| July 1995 | Thunderstorm Wind | Monticello | 1 hurt, $240,000 | no account filed |
| July 2010 | Flood | Monticello | $15,000,000 | Along the Maquoketa River, about 50 homes and 20 businesses in Monticello were flooded due to record flooding. A printing company was flooded for the second time in 11 months, this time even worse than the last. Even with advance preparations, the company sustained losses estimated at $850,000. Similarly, a building company sustained $200,000 after 4 feet of water inundated their facilities. The local paper reported that the CEO of the company knew there was a possibility of flooding, but not 4 feet of water.||The county fairgrounds were also heavily impacted by the floods, putting a damper on the ongoing fair events that typically see more than 250,000 visitors. East of Monticello, the historic Corbett's Mill bridge washed away in the record flood and still had not been found several days after the river crested. ||Although the Lake Delhi dam failure was upstream of Monticello (and other flooded Jones County communities), the bulk of the flood damage can be attributed to the record flooding of the river itself rather than the dam failure because of the relatively slow progression of the breach and the timing of the flood crest. |
| July 1995 | Thunderstorm Wind | Monticello | $1,500,000 | no account filed |
| July 2016 | Flash Flood | Monticello | $1,000,000 | The emergency manager reported water up to 1.5 feet in depth on the outdoor track at the fairgrounds. |
| July 2011 | Thunderstorm Wind | Monticello | $1,000,000 | Wind gusts estimated to be 60 mph destroyed the JumboTron and sound system at the Jones County Fair in Monticello, IA at 1000 pm CDT July 22. In addition, some vendor tents were blown down and an awning on the Jones County Mobile EM Unit was destroyed. |
| August 2009 | Flash Flood | Monticello | $500,000 | Heavy rains resulted in flash flooding across parts of Jones County on August 27. Some areas particularly hard hit were Anamosa, Monticello, and Center Junction. Several roads were closed due to the flood waters. Highway 151 was closed between Anamosa and Monticello due to flooding of Kitty Creek. Buffalo Creek flooded out of its banks flooding low lying areas. Bear Creek flooded 140th Avenue and Madison Road near Center Junction. The flood waters were 1.5 feet deep. |
| April 2013 | Flash Flood | Monticello | $250,000 | Several rounds of heavy rains resulted in flash flooding across much of Jones County from the evening of April 17 through the early morning of April 18. |
| July 2011 | Thunderstorm Wind | Monticello | $50,000 | Wind gusts estimated to be 65 mph blew down a tree onto a house in Monticello, IA at 950 pm CDT July 22. Power lines and branches were also blown down across much of the town. |
| September 2010 | Thunderstorm Wind | Monticello | $50,000 | Wind gusts estimated to be 70 mph snapped some large trees off at the base in a mobile home park about 1 mile north of Monticello, IA around 155 pm CDT September 21. Some of the trees fell onto some cars. |
| July 2003 | Thunderstorm Wind | Monticello | $50,000 | 2 to 3 inch limbs down |
| July 2003 | Hail | Monticello | $50,000 | no account filed |
| June 2009 | Thunderstorm Wind | Monticello | $25,000 | Wind gusts estimated to be 75 mph snapped a power pole in half about 2 miles north of Monticello, IA around 800 am June 19. In addition, numerous area trees were damaged and several tree limbs were blown down. |
| July 2006 | Thunderstorm Wind | Monticello | $25,000 | Numerous trees down with one on a mobile home that temporarily trapped a woman inside. The woman was not injured. |
| April 2008 | Thunderstorm Wind | Monticello | $15,000 | Winds estimated to be 60 mph blew a power pole over slightly and downed some power lines. Time estimated. |
| July 2003 | Hail | Monticello | $10,000 | no account filed |
| September 2010 | Thunderstorm Wind | Monticello | $5,000 | Wind gusts estimated to be 65 mph blew a power pole and large tree down in Monticello, IA around 155 pm CDT September 21. |
| July 1994 | Thunderstorm Wind | Monticello | $5,000 | no account filed |
| July 1994 | Thunderstorm Wind | Monticello | $5,000 | no account filed |
| April 2010 | Thunderstorm Wind | Monticello | $2,000 | Wind gusts estimated to be 60 mph caused a horse trailer to flip over on Highway 38 near Sam Springs or about 5 miles southeast of Hopkinton, IA around 1027 pm April 5. |
| July 1995 | Tornado (F0) | Monticello | $2,000 | no account filed |
| July 2006 | Thunderstorm Wind | Monticello | $1,500 | large section of a tree down at the corner of Maple & Second streets. |
| August 1998 | Thunderstorm Wind | Monticello | $1,000 | no account filed |
| May 2014 | Hail | Monticello | $500 | Golf ball sized hail fell in Monticello, IA at 532 pm CDT May 20. The hail broke the windshield of a squad car. |
| July 2025 | Thunderstorm Wind | Monticello | - | Widespread tree damage in town that extended northward along Highway 38 to near Sand Springs in Delaware County. |
| July 2024 | Thunderstorm Wind | Monticello | - | A public report of larger than 3 inch diameter tree branches down by thunderstorm winds. |
| July 2023 | Thunderstorm Wind | Monticello | - | Several trees and large branches downed by the wind. |
| July 2023 | Thunderstorm Wind | Monticello | - | Several trees downed throughout town. |
| July 2020 | Thunderstorm Wind | Monticello | - | Corn field flattened by thunderstorm winds. |
| June 2019 | Thunderstorm Wind | Monticello | - | Widespread wind damage over the county, with trees blown down and a roof off a shed in Olin. |
| August 2018 | Thunderstorm Wind | Monticello | - | Broadcast Media reported that a large tree branch was snapped. The time of the event was estimated using radar. |
| August 2017 | Thunderstorm Wind | Monticello | - | The emergency manager reported a tree down in the center of town. The time of the event was estimated using radar. |
| March 2017 | Thunderstorm Wind | Monticello | - | An AWOS measured a wind gust of 55 kts. |
| March 2017 | Thunderstorm Wind | Monticello | - | This measurement was at the Monticello AWOS site. |
| June 2017 | Tornado (EF2) | Monticello | - | A narrow EF2 tornado with winds estimated at 120 mph touched down in a field about 4 miles north of Monticello and tracked east northeast from Jones County crossing into Delaware County. The tornado struck neighboring farmsteads at the junction of 148th Ave. and Jones-Delaware County Road. Two grain bins and seven outbuildings were destroyed. Two garages had the doors blown in and five wooden power poles were snapped, including three larger transmission lines. The most unusual damage was an 18 foot missile that was formed from four sections of a grain bin roof that were folded into a narrow cone shape and propelled into the garage attic over 100 yards away. This EF2 tornado began in Jones County, and moved into Delaware County. |
| July 2016 | Thunderstorm Wind | Monticello | - | A public report of several tree limbs over 3 inches in diameter down within town. Also, one large tree was also down north of town on Highway 38. This report was relayed by KCRG. |
| June 2016 | Thunderstorm Wind | Monticello | - | Local emergency management reported a large tree blown down in the city of Monticello. |
| May 2014 | Hail | Monticello | - | Quarter sized hail fell about 2 miles west of Monticello, IA around 633 pm CDT May 20. |
| May 2014 | Hail | Monticello | - | Ping pong ball sized hail fell about 1 mile north northwest of Monticello, IA around 635 pm CDT May 20. |
| May 2013 | Thunderstorm Wind | Monticello | - | Emergency manager reported two trees down in Monticello. |
| June 2013 | Flash Flood | Monticello | - | A car was stranded on County Road B62 at Silver Creek due to flash flooding. The only rainfall report was 1.20 inches in Wyoming. |
| July 2011 | Thunderstorm Wind | Monticello | - | Wind gusts estimated to be 60 mph blew down some tree limbs and partially blew down an entire tree in Monticello, IA at 950 pm CDT July 22. |
| July 2011 | Thunderstorm Wind | Monticello | - | Wind gusts estimated to be 60 mph were observed at the fairgrounds in Monticello, IA at 950 pm CDT July 22. |
| July 2011 | Thunderstorm Wind | Monticello | - | Wind gusts estimated to be up to 60 mph were observed at the Jones County Fairgrounds in Monticello, IA between 1000 pm and 1015 pm CDT July 22. |
| September 2010 | Thunderstorm Wind | Monticello | - | Wind gusts estimated to be 60 mph were observed in Monticello, IA at 154 pm CDT September 21. |
| September 2010 | Thunderstorm Wind | Monticello | - | Wind gusts estimated to be 60 mph blew down several 2 inch diameter tree branches in Monticello, IA at 154 pm CDT September 21. |
| June 2010 | Thunderstorm Wind | Monticello | - | Wind gusts estimated to be 65 mph blew a tree down in Monticello, IA around 405 am June 23. |
| June 2010 | Flash Flood | Monticello | - | Water flooded streets in town. |
| June 2008 | Flash Flood | Monticello | - | Heavy rains resulted in the flash flooding of Kitty Creek in Monticello, IA during the evening of June 8. Some roads were closed until the flood waters receded. |
| June 2008 | Hail | Monticello | - | Quarter-sized hail fell in Monticello, IA at 3:26 pm June 12. |
| August 2008 | Thunderstorm Wind | Monticello | - | Wind gusts estimated to be 60 mph were observed in Monticello, IA at 455 pm August 4. |
| July 2008 | Hail | Monticello | - | Penny-sized hail fell in Monticello, IA at 630 pm July 10. |
| July 2008 | Hail | Monticello | - | Two inch diameter hail fell in Monticello, IA at 637 pm July 10. |
| July 2008 | Hail | Monticello | - | Two inch diameter hail fell just west of Monticello, IA at 642 pm July 10. |
| July 2008 | Thunderstorm Wind | Monticello | - | Wind gusts estimated to be 60 to 70 mph were observed 6 miles southeast of Monticello, IA at 110 pm July 10. This report was relayed by Jones County Emergency Management. |
| July 2008 | Hail | Monticello | - | Quarter-sized hail fell just north of Monticello, IA at 642 pm July 10. |
| July 2008 | Tornado (EF0) | Monticello | - | A brief tornado was photographed near Monticello. No damage was reported. |
| January 2008 | Hail | Monticello | - | Law enforcement reported dime to nickel size hail near Monticello, which lasted for 4 minutes. |
| July 2006 | Heavy Rain | Monticello | - | water ponding on parking lots & low lying areas. |
| May 2004 | Tornado (F0) | Monticello | - | Rated F0 |
| April 2002 | Thunderstorm Wind | Monticello | - | Trees and power lines blown down along County Road D62. |
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