Editor’s Note: We’ve updated our favorite pilot’s watch picks to include the best 2015 has to offer.
IWC Spitfire Chronograph

IWC’s development of pilot’s watches can be traced as far back as the 1930s, and they haven’t budged in their focus — covetable pilot’s watches with a signature style — since. With its beautiful gray dial and instrument-like legibility, the Spitfire Chronograph ($10,700) has the easy appeal of a nicely broken-in bomber jacket. The Spitfire’s 43mm steel case houses IWC’s in-house 89365 automatic chronograph movement with a 60-minute maximum measure, flyback functionality and 68 hours of power reserve; on its brown alligator strap, it’s also a stunning spin on the Big Pilot style. And then there’s its $10k price tag, which proves that 80 years of experience doesn’t come cheap.
Archimede 42 B Automatic

While you’ll find a Swiss automatic movement at the heart of the 42 B Automatic, the case was made just outside Stuttgart, and all Archimede’s watches are assigned and assembled in Germany. The watch features a classic design, with an arrow at 12 o’clock, an inside hour track, and an outside minute track on the dial, read by prominent, lumed hands; each hour is clearly marked, as are the minutes, in segments of 5. At 42mm in diameter, the 42 B strikes the right balance between the pilot watch’s traditionally large size and modern everyday wearability. Better yet, it’s priced well under $1,000.