Guides Style Watches

Pairing the Best Pilot Watches With the Fliest Aviation-Inspired Looks

Retro Aviation Outfit style shoot

From rugged bombers to sharp military separates, the uniform that comes with a life on the wing has long had enduring appeal. We take the fliest fashion and timepieces from the stratosphere to the street.

Oris ProPilot TLP Limited Edition

Shop the Look:

  • Watch: Oris ProPilot TLP Limited Edition, £1,850 at Oris.
  • Shirt: Sunspel classic T-shirt, £75 at Sunspel.
  • Jacket: Type B-3 LCSQUAD bomber jacket, €875 at Schott NYC.
  • Jeans: Rag & Bone slim fit organic jeans, £195 at MR PORTER.
  • Boots: ‘Aldershot’ Dark Brown Scotch Grain & Dark Brown Rough-Out Suede boots, £500 at Crockett & Jones.
  • Necklace: Army dog tag chain, £9 at Army Dog Tags.

Bell & Ross BR 03-92 Red Radar Ceramic

Oracle Time Style Shoot - Bell & Ross BR 03-92 Red Radar Ceramic
Bell & Ross BR 03-92 Red Radar Ceramic

Shop the Look:

  • Watch: Bell & Ross BR 03-92 Red Radar Ceramic, £3,600 at Bell & Ross.
  • Shirt: Sunspel classic T-shirt, £75 at Sunspel.
  • Jumpsuit: Snow Peak jumpsuit, £690 at Snow Peak.
  • Boots: Dr Martens 1460 Mono Smooth Leather Ankle Boots, £149, at Dr Martens.
  • Socks: Sackville cotton socks, £13 at Pantherella.
  • Necklace: Army dog tag chain, £9 at Army Dog Tags.

Longines Spirit Titanium 40mm Automatic

Oracle Time Style Shoot - Longines Spirit Titanium 40mm Automatic
Longines Spirit Titanium 40mm Automatic

Shop the Look:

  • Watch: Longines Spirit Titanium 40mm Automatic, £2,170 at Longines.
  • Shirt: Relax White T-shirt, £50 at Hamilton + Hare.
  • Overshirt: Polo Ralph Lauren Cuban-collar palm-print shirt, £179 at MATCHESFASHION.
  • Jeans: Frame clean straight jean, £305 at Harrods.
  • Boots: Classic Chelsea boots, $279.99 at Redwing.
  • Necklace: Miansai sterling silver chain, £155 at MR PORTER.
  • Bracelet: A.P.C. silver tone ID bracelet, £100 at MR PORTER.

Zenith Pilot Type 20 Chronograph Rescue Watch

Oracle Time Style Shoot - Zenith Pilot Type 20 Chronograph Rescue Watch
Zenith Pilot Type 20 Chronograph Rescue Watch

Shop the Look:

  • Watch: Zenith Pilot Type 20 Chronograph Rescue Watch, £6,700 at Zenith.
  • Shirt: Sunspel classic T-shirt, £75 at Sunspel.
  • Overshirt: Mr P. cotton chambray shirt, £135 at MR PORTER.
  • Jacket: Patched A-2 Flight jacket LCFLIGHTVINT, €475 at Schott NYC.
  • Jeans: Mr P. slim fit selvedge jeans, £215 at MR PORTER.
  • Necklace: Miansai sterling silver chain, £155 at MR PORTER.
  • Boots: ‘Aldershot’ Dark Brown Scotch Grain & Dark Brown Rough-Out Suede boots, £500 at Crockett & Jones.

Hamilton Khaki Aviation X-Wind Auto Chrono

Oracle Time Style Shoot - Hamilton Khaki Aviation X-Wind Auto Chrono
Hamilton Khaki Aviation X-Wind Auto Chrono

Shop the Look:

  • Watch: Hamilton Khaki Aviation X-Wind Auto Chrono, £1,890 at Hamilton.
  • Shirt: Relaxed-fit crest shirt, £125 at GANT.
  • Trousers: FRAME brown wide leg trousers, £265 at Harrods.

Team Credits – Photographer: Fraser Vincent | Stylist: Jessica Punter | Groomer: Tim Pateman | Model: Russell White | Location Manager: Gaz Hayden

About the author

Shane C. Kurup

Shane is a men’s style editor who has worked for a range of leading titles, including The MR PORTER Journal, Men’s Health UK, Esquire US, PORT, The Telegraph and Wallpaper*. He’s rather partial to a jazzy silk shirt, wide-leg trousers and a gin and Dubonnet (or three).

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