| June 1999 | Tornado (F1) | Checotah | $1,600,000 | The F1 tornado described here was the first of two tornadoes to touch down in Checotah on the evening of June 1. Each tornado was spawned from the same parent thunderstorm. The first tornado travelled through a more densely populated area of Checotah and therefore caused more damage, even though the second tornado had a stronger intensity rating of F3 on the Fujita scale. The first tornado touched down at 646 PM CDT on the west side of Checotah near the intersection of US Hwys 69 and 266 (West Gentry Avenue). The tornado then moved southeast through town, eventually lifting near the 700 block of South Broadway Street at 649 PM CDT. Spotters described the tornado as having a rope-like appearance. Damage assessments in Checotah combined the effects of the first and second tornadoes. Overall for both tornadoes, there were a total of 75 homes that had some sort of damage. Here is the breakdown: six homes were destroyed, 21 homes sustained major damage, 48 homes sustained minor damage, three businesses sustained minor damage, and 28 head of cattle were killed. All of the business damage occurred with the first tornado. Most notably, a Wal-Mart near US Hwys 69 and 266 sustained roof and window damage, while a Pizza Hut on South Broadway Street sustained roof damage. In addition, numerous trees were blown down, with some trees falling onto vehicles and homes. |
| June 1999 | Tornado (F3) | Checotah | $700,000 | The F3 tornado described here was the second of two tornadoes to touch down in the Checotah area on the evening of June 1. Both tornadoes were spawned from the same parent thunderstorm. Even though this tornado had a stronger F-rating than the first, it caused less widespread damage since it travelled through a less densely populated area. The second tornado touched down on the southeast side of Checotah near I-40 and Grapevine Road at 650 PM CDT. The tornado travelled southeast for 4.5 miles and then lifted at 706 PM CDT.Damage assessments in Checotah combined the effects of the first and second tornadoes. For details of the damage assessment, see the third paragraph of the narrative for the Tornado entry immediately preceding this entry. This tornado, the second of the two, was rated an F3 based based on the near-complete destruction of a farm house 3 to 4 miles southeast of Checotah. |
| April 2014 | Hail | Checotah | $500,000 | Tennis ball size hail damaged businesses, homes, and vehicles. |
| May 2017 | Tornado (EF1) | Checotah | $125,000 | This tornado developed north of I-40 near the N 4230 Road where it snapped large tree limbs, damaged homes, and blew down privacy fences. It moved northeast snapping or uprooting trees and damaging outbuildings. A home was damaged, a large outbuilding was destroyed, power poles were blown down, and numerous trees were snapped or uprooted near the N 4270 Road. The tornado dissipated after crossing the N 4290 Road, to the north of the E 1020 Road. Based on this damage, maximum estimated wind in the tornado was 100 to 110 mph. |
| February 2018 | Flash Flood | Checotah | $100,000 | Portions of several county roads were reported flooded, some of which were washed out. |
| April 2016 | Tornado (EF1) | Checotah | $100,000 | This tornado damaged the roofs of numerous homes and businesses in Checotah, damaged outbuildings, snapped or uprooted numerous trees, and blew down power poles. Based on this damage, maximum estimated wind in the tornado was 90 to 100 mph. |
| April 2001 | Thunderstorm Wind | Checotah | $90,000 | Thunderstorm winds destroyed three mobile homes. |
| April 2017 | Flash Flood | Checotah | $75,000 | Many roads in town were flooded and impassable, and flood water inundated some homes. |
| March 2025 | Tornado (EF0) | Checotah | $50,000 | This tornado developed north of the E 1090 Road and west of New Texanna Road, where large tree limbs were snapped, the roof of a barn was blown off, and the roof of a home was damaged. The tornado moved northeast snapping large tree limbs as it crossed the S 4260 Road, and dissipated. Based on this damage, maximum estimated wind in the tornado was 80 to 85 mph. |
| October 2025 | Hail | Checotah | $50,000 | Golf ball size hail damaged homes and vehicles in Checotah. |
| September 2009 | Flash Flood | Checotah | $50,000 | Heavy rains caused county roads to be washed out around Checotah. |
| April 2011 | Flash Flood | Checotah | $25,000 | Checotah Middle School buildings were flooded. |
| August 2007 | Thunderstorm Wind | Checotah | $25,000 | Thunderstorm winds estimated at 80 miles an hour blew a tractor trailer off Interstate 40. |
| June 2023 | Thunderstorm Wind | Checotah | $20,000 | Strong thunderstorm wind uprooted several trees, snapped numerous tree limbs, and blew down power lines from near Checotah to near Eufaula. |
| September 2012 | Thunderstorm Wind | Checotah | $20,000 | Strong thunderstorm wind blew down privacy fences, tore the roof off of a shed, and damaged the roofs of several homes. |
| April 2020 | Hail | Checotah | $10,000 | Ping pong ball size hail damaged vehicles and the roofs of homes. |
| February 2009 | Thunderstorm Wind | Checotah | $10,000 | Thunderstorm winds estimated at 80 miles an hour blew the roof off a chicken house. |
| April 2001 | Thunderstorm Wind | Checotah | $10,000 | Thunderstorm winds blew a roof off an outbuilding and blew out a wall of a barn. |
| September 1999 | Thunderstorm Wind | Checotah | $8,000 | A tree was blown onto a car in Checotah. |
| May 2024 | Thunderstorm Wind | Checotah | $5,000 | Strong thunderstorm wind snapped large tree limbs and blew down power lines. |
| May 2010 | Thunderstorm Wind | Checotah | $5,000 | Strong thunderstorm wind damaged the roof of a tire shop. |
| January 2008 | Thunderstorm Wind | Checotah | $5,000 | Thunderstorm winds estimated at 60 miles an hour destroyed a carport. |
| April 2014 | Hail | Checotah | $5,000 | no account filed |
| March 2025 | Thunderstorm Wind | Checotah | $2,000 | Strong thunderstorm wind blew down power lines southeast of Checotah. |
| October 2025 | Thunderstorm Wind | Checotah | $2,000 | Strong thunderstorm wind blew down trees and power lines. |
| October 2019 | Thunderstorm Wind | Checotah | $2,000 | Strong thunderstorm wind snapped large tree limbs and blew down power lines. |
| April 2017 | Thunderstorm Wind | Checotah | $2,000 | Strong thunderstorm wind blew down trees and power lines on the north side of Checotah. |
| May 2010 | Thunderstorm Wind | Checotah | $2,000 | Strong thunderstorm wind blew shingles off a roof. |
| October 1997 | Thunderstorm Wind | Checotah | $2,000 | no account filed |
| December 2014 | Thunderstorm Wind | Checotah | $1,000 | A power pole was blown down by strong thunderstorm winds. |
| February 2001 | Thunderstorm Wind | Checotah | $1,000 | Thunderstorm winds blew down trees and power lines 1 mile west of the intersection of Interstate 40 and Highway 69. |
| June 1996 | Thunderstorm Wind | Checotah | $1,000 | no account filed |
| October 1998 | Thunderstorm Wind | Checotah | $500 | Several trees were blown across OK Hwy 72 on the Muskogee/McIntosh County line one mile south of Council Hill. |
| April 1999 | Thunderstorm Wind | Checotah | $100 | Several tree limbs were blown down in Checotah. |
| March 2025 | Thunderstorm Wind | Checotah | - | Thunderstorm wind gusts were estimated to 65 mph. |
| October 2025 | Thunderstorm Wind | Checotah | - | Thunderstorm wind gusts were estimated to 65 mph. |
| April 2024 | Thunderstorm Wind | Checotah | - | Thunderstorm wind gusts were measured to 63 mph in Checotah. |
| August 2024 | Thunderstorm Wind | Checotah | - | Thunderstorm wind gusts were measured up to 61 mph in Checotah. |
| June 2023 | Thunderstorm Wind | Checotah | - | Thunderstorm wind gusts to 59 mph were measured by a storm spotter. |
| August 2022 | Thunderstorm Wind | Checotah | - | Thunderstorm wind gusts were measured to 64 mph by a trained storm spotter. |
| May 2021 | Thunderstorm Wind | Checotah | - | Strong thunderstorm wind blew down several trees just east of Checotah. |
| October 2021 | Thunderstorm Wind | Checotah | - | Thunderstorm wind gusts were measured to 61 mph. |
| May 2020 | Flash Flood | Checotah | - | Roads were flooded in and around Checotah. |
| May 2020 | Thunderstorm Wind | Checotah | - | Strong thunderstorm wind blew down a tree onto a road in Checotah. |
| August 2019 | Thunderstorm Wind | Checotah | - | Strong thunderstorm wind snapped large tree limbs. |
| May 2017 | Flash Flood | Checotah | - | Significant flooding occurred in and around Checotah with several roads closed. |
| April 2017 | Flash Flood | Checotah | - | Numerous streets were flooded in town. |
| April 2017 | Thunderstorm Wind | Checotah | - | Strong thunderstorm wind snapped large tree limbs. |
| April 2016 | Thunderstorm Wind | Checotah | - | Thunderstorm wind gusted to 70 mph south of town. |
| April 2016 | Thunderstorm Wind | Checotah | - | Strong thunderstorm wind snapped large tree limbs southwest and west of town. |
| July 2016 | Thunderstorm Wind | Checotah | - | A storm spotter measured 59 mph thunderstorm wind gusts. |
| July 2015 | Flash Flood | Checotah | - | Roads around Checotah were flooded, some of which were impassable. |
| June 2015 | Flash Flood | Checotah | - | Several county roads were flooded. |
| May 2013 | Thunderstorm Wind | Checotah | - | A police officer reported thunderstorm wind gusts estimated to 65 mph. |
| August 2013 | Flash Flood | Checotah | - | Several low water crossings and streets were flooded in and around town. |
| June 2013 | Thunderstorm Wind | Checotah | - | Strong thunderstorm wind blew down large tree limbs. |
| June 2012 | Thunderstorm Wind | Checotah | - | Strong thunderstorm wind blew down large tree limbs. |
| October 2012 | Thunderstorm Wind | Checotah | - | A storm spotter estimated thunderstorm winds up to about 65 mph on Highway 69 at I-40. |
| April 2011 | Flash Flood | Checotah | - | Many roads in and around town were closed due to flooding. |
| May 2008 | Tornado (EF0) | Checotah | - | A tornado, witnessed by several trained storm spotters, touched down briefly in open country. |