On one hand, the Cyclones hold the record for the worst defeat in Mid-Western "B" history: a 23–3 loss to the Waterloo Siskins on December 11, 1983.

Listowel came in third in the Sutherland Cup Round Robin, losing out to the Chatham Maroons and the eventual champion Thorold Blackhawks.

After a franchise best of 33 wins in 2015–2016 (this record was broken the following year in the 2016-2017 season), the Listowel Cyclones were swept 4–0 by the 6th seed Waterloo Siskins in the GOJHL playoffs.

[2] Tyler Fassl has moved on to the OJHL's Trenton Goldenhawks, defensemen Kade Landry is now with the OHL's Barrie Colts, Jordan Caskenette is with Walkerton Hawks (Jr.C), defensemen Scott Pederson is now playing in the CIS for Laurentian University and 2015-2016 leading scorer Jamie Huber has moved on to the Prince George Spruce Kings of the BCHL.

[3] Other notable losses from the 2015-2016 team that were key players in Listowel's record winning season include Tim Nauta, Ben Shelley, Ray McFalls, Corey Flemington and Austin Huizenga.

[5] Halfway through the 2016-2017 GOJHL season the Cyclones were in 1st place in the Midwestern division and look to break last year's franchise win record with a 20–2–2 start.

[6] On December 8, 2016, last year's leading scorer Jamie Huber returned from the BCHL to rejoin the team in their record setting season.

[7] Along with Huber, the Cyclones added more offensive power by welcoming 3 year OHL veteran and Exeter native Cullen Mercer to the line up on Jan 7th, 2017.

On Saturday December 9, 2017, the Cyclones played their first game in the new Steve Kerr Memorial Complex against the Statford Warriors.

The Cyclones lost several over-age players that played an integral role in the teams Cherrey Cup and Sutherland Cup championship season such as Blake Nichol, Caleb Warren, Cullen Mercer, Ben VanOtegham, Keaton Willis, Brady Anderson, Brett Primeau, Tommy Hoogars and Garrett Russell.

Several players also moved up the junior hockey ranks to others teams, including goalie Max Wright (Brooks Bandits, AJHL), Max Coyle (Prince George Spruce Kings, BCHL), Jakob Lee (Brooks Bandits, AJHL), Mitch Deelstra (Alberni Valley Bulldogs, BCHL) and Danny Skinner (Lasalle Vipers, GOJHL).

The Cyclones rallied around their previous round adversity and defeated the Elmira Sugar Kings 4-0 and won their 3rd franchise Cherrey Cup on April 4, 2018.

The Listowel Cyclones began the Sutherland Cup semi-finals as the 1st ranked team and faced the Western Conference champions London Nationals.

On Tuesday May 1, 2018, the Listowel Cyclones defeated the Caledonia Pro Fit Corvairs and completed the 4-game sweep (4–3, 6–3, 2–1, 4–1) to earn the organization's first-ever Junior B Sutherland Cup Championship.

Luckily after being eliminated the Cyclones qualified as the Wild Card team for the Sutherland but lost to the London Nationals in the semifinal 4 games to 2.