Their first aircraft, a Piper Aztec, was received in June 1994. Further Aztecs were added but the family business sought larger aircraft to allow for longer distance passenger and freight charter work. , whose back into Charter work.
The fleet increased with a Britten Norman Islander shortly followed by a couple of Trislanders, and then two Embraer EMB-110 Bandeirantes. In April 2000, Keenair announced they were becoming a scheduled service airline, with regular flights connecting Liverpool and Cork, and regular night flights to Dublin and Belfast. Following a number of small airline collapses at Blackpool in late 2001, Keenair inherited the Blackpool routes to Belfast and the Isle of Man. A new family company, Flykeen, was introduced to carry out the Blackpool sector towards the end of 2001.
Following a decline in the Liverpool contract work, Keenair Charter Ltd was placed into administration and a receiver appointed on 22/10/2003. Although Keenair Charter Ltd had ceased trading, the other family businesses were unaffected and Liverpool Flying School Ltd and Keenair Ltd’s maintenance operations at Liverpool continued.