3 fashion documentaries to watch after The Devil Wears Prada 2

May 2, 2026

Legendary fashion editor Anna Wintour at the world premiere of The Devil Wears Prada 2 in New York, on April 20. Photo: AFP

The September Issue is a true account of working at Vogue, while Kingdom of Dreams and The Eye Has to Travel feature the larger-than-life personalities driving the industry

The highly anticipated sequel to The Devil Wears Prada is finally here, and if that’s got you on the lookout for even more fashion films to fill your weekend, we’ve got you covered.

While DWP was reportedly heavily inspired by Vogue and its long-time editor-in-chief Anna Wintour, The September Issue takes a real-life look at the inner workings of the magazine. Before Wintour, though, there was Diana Vreeland – another pivotal personality in fashion, whose life takes centre stage in the 2012 documentary Diana Vreeland: The Eye Has to Travel.

Whether you’re new to the worlds of fashion and fashion publishing, or you’ve always been a fanatic, you definitely must not miss these three docus.

The September Issue

Three years after The Devil Wears Prada, the documentary The September Issue offered a behind-the-scenes look at the making of Vogue’s all-important September issue. Along with fabulous quotes from the late and great André Leon Talley (“a famine of beauty”) it showed just how impressive Anna Wintour is and turned stylist Grace Coddington into an accidental breakout star.

Kingdom of Dreams

Beneath the dreams of fashion, there can be a darkness – wrapped up in power, ego and ambition. The four-part series Kingdom of Dreams charts the fashion, creativity – and in some cases downfall – of some of the industry’s brightest-burning talents: John Galliano, Alexander McQueen, Marc Jacobs and Tom Ford. It also looks at how luxury conglomerates changed the power structure of fashion and made LVMH owner Bernard Arnault, one of the world’s richest men.

Diana Vreeland: The Eye Has to Travel

You could really choose any one of the slew of fashion documentaries that came out post The Devil Wears Prada, each demonstrating an appetite for deconstructing the machinations behind the glamour. The inimitable Diana Vreeland was a true original though, and such idiosyncratic personalities are becoming sadly fewer.

Additional contributions by Gloria Tso