[2] Fife Flyers' first game was on 1 October 1938 versus Dundee Tigers, with the first goal scored by Norman McQuade and the first club captain being Les Lovell Snr.

[citation needed] The Flyers won the Scottish element of the Autumn Cup for the first time in 1948, felling Falkirk Lions in the Final.

Fife won the Scottish Autumn Cup back in 1950, this time against the Ayr Raiders, which formed a Double as they retained the SNL title.

In the 1984–85 BHL season, the Flyers won the Scottish section of the now-national Autumn Cup, before losing the Final at Streatham Ice Rink against Durham Wasps.

[citation needed] The BNL did away with regional conferences for 1998–99, and Fife Flyers finished fifth in the first round, with Slough Jets top of the nine-strong league.

Defending their title in 1999–2000, the Flyers finished first both in the regular season and their playoff group before winning the semi-final, and the Final itself, against Basingstoke Bison.

[citation needed] Searching for a three-peat in 2000–01, the Flyers delivered their worst BNL performance yet, failing to reach the semi-finals for the first time at this level.

The Flyers found the going tough in their first season back in Britain's top flight ice hockey league, finishing in last place and missing the play-offs entirely.

The team, led by key players Casey Haines, Derek Keller, and Bryan Pitton, won at home, but struggled to win games away from Kirkcaldy.

In the 2013–14 season, a squad overhaul meant that only two foreign players, Bobby Chaumount and Danny Stewart, returned from the previous year.

[15] On 15 February 2023, Fife reached the final of the Challenge Cup for the very first time, with a 7-6 aggregate win (after the shootout) against the Sheffield Steelers.

[16] However, the Flyers would lose 9–3 at a sold out SSE Arena on 1 March to the hosts Belfast, who claimed their fourth Challenge Cup title in five seasons.

Coolen, a one-time former Buffalo Sabres assistant, had most recently coached Romanian side HSC Csíkszereda, and moved to Kirkcaldy having also worked behind the bench in Slovakia, Poland, Germany, Austria, Italy, Switzerland and Finland.

However, after a number of player departures, and with a 2-15-2 record through 19 league games in the 2024–25 season, Coolen parted company with Fife on 20 December 2024.

[22] In February 2025, Fife's owners and directors Tom Muir and Jack Wishart announced their intention to step down from their roles after close to 30 years involved with the Flyers.

†† Note: The 2020–21 Elite League season – originally scheduled for a revised start date of 5 December – was suspended on 15 September 2020, because of ongoing coronavirus pandemic restrictions.

The EIHL board determined that the season was non-viable without supporters being permitted to attend matches and unanimously agreed to a suspension.