The Best Fashion Moments of Robert Redford on Screen

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It’s a sad day as we say goodbye to Robert Redford, who passed away at 89. This man wasn’t just a fantastic actor and Oscar-winning director; he was also fiercely dedicated to independent film and environmental issues. But let’s not overlook his undeniable sense of style!

While his cinematic achievements are certainly noteworthy, many fans remember him for the way he looked on screen—from authentic western outfits to sleek white suits aboard luxury yachts. His films brim with style inspiration, and here’s a look at some of his most stylish roles.

Butch Cassidy and the Sundance Kid (1969)

This iconic film featuring Redford alongside Paul Newman is rightfully hailed as one of the greatest westerns ever made. Redford’s on-screen chemistry with Newman is legendary, but let’s not forget his fashionable barn jackets, denim, and tailored looks that helped define the film’s visual appeal.

Robert Redford and Paul Newman in Butch Cassidy and the Sundance Kid.
Robert Redford and Paul Newman featured in Butch Cassidy and the Sundance Kid.

Downhill Racer (1969)

Watching Redford in this film about a frayed Olympic ski hopeful is a sight to behold, particularly because of his technical ski gear. The combination of his stylish suede cowboy boots, trendy shades, and chic turtlenecks—not to mention his sleek 1968 Porsche 911—set an enviable standard for ski fashion.

Robert Redford in Downhill Racer.
Robert Redford in dramatic action during Downhill Racer.

The Way We Were (1973)

Although this flick revolves around a couple navigating the complexities of their relationship, it’s also a visual feast for fans of vintage fashion. From cozy varsity to Fair Isle and classic sailor sweaters, Redford absolutely nails every look.

Robert Redford and Barbra Streisand on the set of The Way We Were.
Barbra Streisand and Robert Redford on the set of The Way We Were.

The Great Gatsby (1974)

With Ralph Lauren dressing him, Redford’s portrayal in this adaptation of F. Scott Fitzgerald’s novel was nothing short of glamorous. That chocolate brown pinstripe three-piece suit with oversized lapels? Absolutely unforgettable.

Robert Reford in The Great Gatsby.
Robert Redford showcasing his charm in The Great Gatsby.

Three Days of the Condor (1975)

This thriller from the Watergate period, which revolves around a detective unraveling a conspiracy, is best known for its intelligent story and Redford’s sharp Ivy League-inspired wardrobe. His style features refined tweed jackets and casual jeans, contributing to the film’s overall coolness.

Robert Redford in Three Days of the Condor.
Robert Redford taking center stage in Three Days of the Condor.

Sneakers (1992)

In this underrated conspiracy thriller, Redford plays an aging rebel filled with charisma and style. From varsity jackets to laid-back sweatshirts and stylish loafers, his wardrobe genuinely encapsulates the vibe of the ’60s era.

Sidney Poitier and Robert Redford in Sneakers.
Sidney Poitier and Robert Redford in Sneakers; a classic fashion mix.

Indecent Proposal (1993)

The subject of this film may stir up controversy due to its uncomfortable premise, but one reason to drop in on it is to soak up Redford’s expert tips on how to rock a double-breasted suit with confidence.

Robert Redford and Demi Moore in Indecent Proposal.
Robert Redford in a compelling moment with Demi Moore in Indecent Proposal.

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