[2] In 1998, Mountain Air added two Britten-Norman Islanders and two Piper Aztec aircraft to its fleet and extended its services to provide New Zealand-wide charter flights.
[4] Fly My Sky attempted to restart Whangarei operations in October 2018, however the service failed due to lack of patronage and frequent cancellations and ceased in June 2019.
[4] In November of the same year, the airline started daily flights to Matamata for tours of the Hobbiton movie set.
[5] On 20 March 2020, the company operating Fly My Sky, Commercial Helicopters Limited, was sold.
[4] During the COVID-19 pandemic and subsequent lockdown, Fly My Sky was operating an extended daily schedule into Okiwi Airfield as an essential service.