Chanel Vintage Black Caviar CC Chain Tote

Long before trend-bucking creative director Alessandro Michele brought his hallucinatory “Utopian Fantasy” campaign to Gucci, it was a modest Italian leather shop. Today, it’s an internationally renowned luxury house with an iconic logo, and vintage Gucci clothing, handbags and shoes are among high fashion's most covetable goods.

Guccio Gucci (1881–1953) admired the stylish suitcases he saw wealthy guests arrive with at the Savoy Hotel in London, where he worked as a bellhop. So, in 1921, after a stint at Franzi, a luggage company in his hometown of Florence, he opened a leather goods shop of his own.

At first, Gucci’s Florence business specialized in equestrian accessories. But as its reputation flourished, particularly among the English aristocracy, so too did its footprint. In 1938, he brought three of his sons — Aldo, Vasco and Rodolfo — into the business and expanded it to Rome and later Milan. In the mid-1930s, a League of Nations embargo against Italy pushed Gucci to experiment with alternatives to imported leather. Its woven hemp fabric from Naples, adorned with the brand’s signature diamond print, was a hit, especially among A-list celebrities. The material was first used on suitcases before finding enduring popularity on handbags. (No list of revered designer purses would be complete without Gucci.)

In the 1950s, Elizabeth Taylor carried one of Gucci’s bamboo-handled tote bags, another adaptation to material rationing. After Jackie Kennedy was seen sporting a slouchy Gucci tote in 1961, it was renamed for the First Lady. Then Grace Kelly, on a visit to the boutique in Milan, inspired Rodolfo Gucci to work with Italian illustrator and Gucci textile designer Vittorio Accornero on the Flora print in 1966. Taking cues from Sandro Botticelli’s Primavera, with its pattern of flora and insects, it was painted entirely by hand and featured no fewer than 37 colors.

In 1953, just 15 days after opening his first store on New York’s 5th Avenue, Guccio passed away at 72. The early 1970s saw store openings in Tokyo and Hong Kong, but by the late 1980s, Gucci was floundering. Rodolfo Gucci took charge in 1982, but family drama and lawsuits ensued. In 1993, Rodolfo’s son, Maurizio, transferred his shares in the company to Investcorp, ending the family’s involvement in Gucci. Dawn Mello, then-president of Bergdorf Goodman, joined as creative director in 1989. But it was Tom Ford, who took over as creative director in 1994, who ultimately revived the brand.

Ford’s racy ads, shot by photographers such as Mario Testino, stirred controversy. And his potent vision of sexed-up femininity — with “jewel-toned satin shirts unbuttoned to there,” as Vogue described his breakthrough 1995 runway show — was wildly successful. The new millennium brought new ownership — Pinault Printemps Redoute in 2004 — and a more toned-down vision from Frida Giannini, who became sole creative director in 2006. Alessandro Michele was named creative director in 2015, and the storied brand took a giant leap forward.

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In the years following the opening of her modest millinery shop, Gabrielle "Coco" Chanel became a pivotal designer of both fashionable casual wear and Paris haute couture as well as an icon and arbiter of 20th-century style with her bob haircut and pearls. Today vintage Chanel handbags, jackets and evening dresses are among the most sought-after clothing and accessories for fashion lovers all over the world.

The first Chanel shop was established in 1910 in Paris on rue Cambon by the young milliner Gabrielle Chanel (1883–1971), who had picked up the nickname “Coco” while working as a club singer. The boutique drew the attention of the Parisian fashion elite who popularized her wide-brimmed Chanel Modes hats. Soon she added a sportswear store in the Normandy resort town of Deauville, where Coco set the tone for her defining sense of style — traditionally masculine garments reimagined for feminine shapes, made from simple jersey fabric.

Effortless and elegant, Chanel's designs promoted comfort and grace in women’s wear that had been dominated in the previous century by complicated layers of fabric and cumbersome corsets. She followed this success with a couture house, opened in 1915 in Biarritz.

But Chanel was not born into a life of glamour. Following the death of her mother, her father left her in an orphanage where she lived until the age of 18. It was there that she learned to sew as well as appreciate the classic pairing of black and white as worn by the nuns. In 1926, she introduced her first little black dress, reclaiming a color that had once been reserved for mourning and working-class women. That same decade, she debuted her perfume, Chanel No. 5, as well as the Chanel suit with a fitted skirt, inspired by the boxy lines of men’s clothing and employing a sporty tweed. 

Chanel closed her fashion operations during World War II, then returned to the industry in 1954 to design for the functional needs of modern women. Structure and wearability endured in all of Chanel’s clothing and accessories, like the quilted leather 2.55 handbag introduced in 1955 with its gold-chain shoulder strap that freed up a woman’s hands. Chanel's collarless jacket reacted against the constricting styles of Christian Dior's New Look, replacing them with a design that was timeless, an instant classic. The 1957 two-tone slingback pumps had a practical heel height while offering a bold statement in the black tip of the shoes.

After Coco Chanel died in 1971, the brand underwent several changes in leadership, including fashion designer Karl Lagerfeld, who took over as artistic director in 1983. Over the years, the company has continued to innovate, such as expanding into ready-to-wear fashion in 1978 and, in 2002, establishing a subsidiary company — Paraffection — dedicated to preserving the heritage skills of fashion artisan workshops. The House of Chanel still operates its flagship on rue Cambon in Paris, where it all began.

Browse vintage Chanel bags, evening dresses, shoes, jewelry and other clothing and accessories on 1stDibs.