All The Best Watches From The 2026 Oscars

The 2026 Oscars have been and gone for another year, and even if you still need to watch front-runners like Sinners and One Battle After Another, you can still appreciate the watches that Hollywood’s A-listers brought to the red carpet this year.

From Michael B. Jordan cementing himself as a vintage watch aficionado to Hudson Williams’ surprising choice of Bulgari, there was some serious horological heat on display. Let’s get into it.

Michael B. Jordan – Vintage Piaget Ref. 9297

Once again, Michael B. Jordan has shown he’s the GOAT of vintage watches on the red carpet, wearing what appears to be a Piaget ref. 9297 from the 1970s. In January, at the Golden Globes, he wore a genuinely rare Patek Philippe ref. 1593 “The Hour Glass” and last month at the BAFTAs, he was spotted with a charming Vacheron Constantin Prestige de la France on his wrist.

With the 2026 Oscars making it three in a row, this isn’t an accident: he’s either quietly become very interested in vintage watch collecting, or he’s working with a dealer of vintage watches who’s giving him some great advice.

With Jordan taking home the biggest gong of the night, and Sinners setting a new record for the most Academy Award nominations in history, 2026 is looking bright for this burgeoning watch enthusiast.

Timothée Chalamet – Urban Jürgensen UJ-2

Timothée Chalamet knows when he’s onto a good thing, which is why the Urban Jürgensen UJ-2 is the only watch he’s been spotted wearing on the red carpet this year. Produced by a little-known Danish independent watchmaking brand, it’s about as under-the-radar as beautifully made watches go in 2026.

Leonardo DiCaprio – Rolex 1908 Ref. 52506 In Platinum

At the Golden Globes and BAFTAs, DiCaprio was seen wearing the white-hot white gold Rolex Daytona “Le Mans” Ref. 126529LN, but for the Oscars (looking very good with a moustache), he’s taken a slightly more formal approach to the red carpet.

On his wrist was a Rolex 1908 ref. 52506 in platinum, which is a watch I was fortunate enough to see up close when it was released at Watches & Wonders back in 2024 (following the collection debut in 2023).

Delroy Lindo – Vintage Omega Constellation Ref. 168.005/6 Pie Pan

Delroy Lindo has taken a leaf out of Sinners co-star Michael B. Jordan’s book for the Oscars this year, spotted wearing what appears to be a vintage Omega Constellation ref. 168.005/6 Pie Pan with a spectacular gold bracelet.

It’s a very tough one to confirm exactly, both given the number of different Omega references from that era and the lack of clear photos of it, so if you think it’s something else, please let me know.

Kevin O’Leary – Cartier Crash “Burgundy” Skeleton & Rolex Daytona Ref. 126599TRU

Kevin O’Leary is back at it, making an unmissable statement with two watches and a necklace featuring a rare “Logoman” basketball trading card (complete with game-worn jersey patches and autographs from Michael Jordan and Kobe Bryant).

The watches in question are an ultra-rare “off catalogue” Rolex Daytona Ref. 126599TRU and a skeletonised Cartier Crash in platinum, both of which are likely to be at least a million dollars or more on the secondary market.

Kieran Culkin – Hublot Classic Fusion Chronograph King Gold

Kieran Culkin was looking the part at the 2026 Oscars, spotted wearing a black and brown suit with a King Gold Hublot that very nicely paired with his jacket and lapel detail. It’s a solid watch on the wrist, but paired with a formal leather strap, it more than belongs in any formal setting.

Pedro Pascal – CHANEL BOY·FRIEND

Cartier doesn’t have a monopoly on rectangular watches, and if you needed proof, Chanel’s BOY·FRIEND in the large size looks like an absolute treat on the wrist of Pedro Pascal. Cased in beige gold, powered by a manually wound mechanical movement, and featuring a seconds subdial at 6 o’clock, it’s a winner from every angle.

Hudson Williams – Bulgari Serpenti Tubogas

Following the debut of Heated Rivalry, Hudson Williams became a superstar in 2026. His choice of watches for this year’s Academy Awards was a bit of a surprise (given it’s generally marketed toward ladies), but he was spotted wearing a very chic Bulgari Serpenti Tubogas with a black dial and diamond bezel flanks.

Kumail Nanjiani – Vacheron Constantin Overseas Perpetual Calendar Ultra-Thin Skeleton

Vacheron Constantin has released more than its fair share of remarkable watches in recent years, but the Overseas Perpetual Calendar Ultra-Thin Skeleton remains one of its very best. Spectacular in its complexity, while also being genuinely wearable thanks to its Overseas form factor, it’s one of those rare watches you could show to anyone and leave them speechless.

Chris Evans – Chopard L.U.C. XPS

Chopard is a brand that doesn’t often get the attention it deserves on the red carpet (especially when it comes to watches), but Chris Evans was flying the flag high with a rose gold Chopard L.U.C. XPS on his wrist. Powered by the ultra-thin COSC-certified automatic L.U.C 96.12-L calibre with 65 hours of power reserve, it’s a sleeper hit in Chopard’s catalogue.

If you enjoyed this wrap-up of the best watches at the 2026 Oscars, you might enjoy some of Boss Hunting’s other watch-spotting content below:

• The Best Watches From The 2026 Australian Open
• All The Best Watches Of The Golden Globes 2026
• All The Best Watches At The BAFTA Film Awards 2026
• The Most Legendary Watches From F1 History
• The Watches Worn In ‘Heat’ Were Peak 90s Cool