For all the talk of moon missions and James Bond endorsements, the real joy of Omega lies in its vintage catalogue. This is a brand that’s been quietly turning out handsome, reliable automatic watches for well over half a century – from bombproof dive watches to gold-rimmed dress pieces, and a few experimental curveballs in between. The good news? Many of them are still surprisingly attainable. No auctions, no waitlists, no spreadsheets. Just great design, proper mechanics, and the kind of quiet confidence that doesn’t need announcing. Here are ten vintage Omega watches worth tracking down.
Omega Seamaster 300
The classic tool watch, with just enough military DNA to feel hard-wearing without being costume-y. The later 165.024 reference offers everything you’d want from a vintage dive watch: sword hands, a matte dial, and real-world functionality. Prices are creeping up, but this is still one of the more attainable vintage divers with serious pedigree.
Omega Speedmaster Professional
Yes, it went to the Moon, but that’s not the point. The early Speedmaster Pro models (particularly the -69) are beautifully made, incredibly wearable, and still just about within reach. The stepped dial and applied logo give it a richness missing from later models. It’s the one vintage chronograph every man thinks about owning at least once.
Omega Seamaster Cosmic
A low-key, slightly space-age dress watch that often flies under the radar. With its one-piece case and minimalist dial layout, the Seamaster Cosmic captures that late-‘60s optimism in wearable form. Prices are friendly, and good examples are easy to find. It won’t shout, but it will quietly impress anyone paying attention.
Omega Genève Dynamic
This is what Omega was doing while the world lost its mind over Woodstock. The Genève Dynamic is a design experiment in the best possible way: big elliptical case, bold dial graphics, and a leather strap system that looks like it came off a lunar rover. Very ‘60s, very fun, and still remarkably affordable.
Omega Constellation Pie Pan
The watch equivalent of mid-century Danish furniture. With its signature stepped dial and applied hour markers, the ‘Pie Pan’ Constellation is a masterclass in restrained elegance. Look for stainless steel versions to keep things wearable (and reasonably priced), but don’t be surprised if you start eyeing the gold ones too.
Omega De Ville
Before De Ville became a slightly stuffy dress watch line, it was a clean, contemporary spin-off from the Seamaster range. The earlier models, especially from the late ‘60s, offer sharp lines, solid automatic movements and a quietly confident look. No frills, no hype – just a very good vintage watch.
Omega Seamaster Chronograph
Want a Speedmaster with a twist? Try this. The Seamaster chronos from the late ‘60s often use the same calibres as the Moonwatch, but come in funkier colours and cushion cases that wear beautifully on the wrist. Still underappreciated, but that just makes them better value.
Omega Chronostop
One pusher. One hand. One of the most elegant takes on a sports chronograph ever made. The Chronostop was designed to time short bursts – perfect for espresso shots, or laps of the local velodrome. Sleek, simple, and still flying under the radar.
Omega Seamaster ‘Jumbo’
Most vintage Seamasters sit around 34mm, which can feel a touch polite. The rare 36mm-plus “Jumbo” variants hit the modern sweet spot while keeping all the vintage charm. Clean dials, bulletproof automatic calibres, and cases that wear better than you'd expect. Quietly one of the best everyday vintage Omegas going.
Next up: The best vintage Rolex watches to add to your collection.
