Hmmm... only 1 comes to mind... rest are runnerups
A OMGstory with Keiichi Morisato as a pilot after leaving the bike scene.
OMG 'Ah My Goddess Haloes' by Davner - [Dld Date=01/05/2011] - [Dld Size=1507kb] - [Dld Files=37] - [Status=Not Complete]
Plenty of runner ups though.
Ranma in at least a couple Macross Crossovers is a test pilot.
I remember Ryoga being a navigator in a Star Trek Crossover. Also in a multi crossover.
I remember a story with Usagi being murdered on a commercial flight.
There was a Babylon 5 crossover with Ranma 1/2 with Ukyo as a starfury pilot, and a different one with Ranma as a Starfury pilot
There is a robotech multi cross with Usagi and senshi as pilots
There were at least two where Ranma became bonded to spaceships and became their master/pilot
In another him and Nabiki own a spaceship building company and designed ships, and piloted them
In one he was a captain of a all female crew and Tylor was his rival.
In one he was a commander of an entire star destroyer fleet, but not really a pilot of them. In a different one it was a combined Star Trek/Star Wars fleet.
In one Ranma is a fighter pilot for Japan in a multicross involving Sliders and OMG.
Ranma and Nabiki command a intersteller vessel in a sort of XCOM/Stargate/Ranma triple crossover
Ranma gets a pilot license on a dare using the danger room in a XMEN crossover. But it is not really for commercial flights so much as to be able to fly the blackbird.
I believe Ranma and /or Birdy can pilot spaceships for the galaxy police in a Ranma/Birdy/Tenchi multicross
Tenchi becomes a Starfury pilot and later a commander of a ship in a Tenchi crossover with Babylon 5.
Shinji/Asuka/Rei/Misato all become licensed and approved pilots of Imperial fighters and bombers in a multiarc multicross SI.
Kanako Urashima can pilot earth fighters in a Love Hina/Star gate multicross