The ultimate pilots watch must surely be the Omega Speedmaster (the 'moon watch') at about 1200 pounds. Or the new version the Omega X-33 which was developed with the help of pilots and astronauts. This has a conventional analogue display and an integrated digital display that is curved between about 11 and 3pm so that you can read it without turning your wrist. Apparently it is standard issue to Shuttle astronauts.
A great buy must be an Accurist watch from Argos (at around 90 pounds). This looks identical to the Citizen Navihawk in the Transair catalogue but without the E6 bezel, and at under half the price.