Jennifer Aniston's 1999 airport outfit formula continues to be favored by the most stylish travelers at LAX, CPH, and CDG.
In the late '90s, few exemplified effortless style like Jennifer Aniston. One of her airport ensembles from 1999 remains a source of inspiration for stylish travelers in 2025. The outfit was strikingly uncomplicated—a crisp white t-shirt, a long grey cardigan, classic chino trousers, and black clogs—but that's what made it enduring. I have always felt that the best travel attire achieves a comfortable yet polished look, and Aniston’s style continues to hit that mark even decades later. Whether it's nostalgia or the desire to appear presentable while rushing to a gate, this outfit still resonates. Whenever I spot someone at airports in Los Angeles, Copenhagen, Paris, and New York wearing a variation of it, I can’t help but think that Jen was truly ahead of her time. This is the vibe I aimed to capture in this piece: simple garments that feel just as relevant today as they did during the time Friends aired. The resurgence of clogs certainly contributes to this. And a long cardigan? It's basically a wearable blanket that also gives the impression of being organized. Combine these elements with chinos and a white tee, and you have a travel look that transcends decades. Below, I have compiled updated versions of each item to help you emulate Aniston’s iconic airport style.
(Image credit: Shutterstock) Re-Create Jennifer Aniston's Best '90s Airport Outfit
Quince
Australian Merino Wool Duster Cardigan in Heather Grey
SKIMS
Textured Knit Long Cardigan
Kindred Bravely
Cozyknit Long Cardigan
The North Face
Base Camp Voyager Sling
The North Face
Base Camp Tote Bag
Maison de Sabre
Large Leather Zipped Soft Tote
MANGO
Cotton Short-Sleeved T-Shirt
Nordstrom
Relaxed Fit Pima Cotton Crewneck T-Shirt
Wit & Wisdom
Sam High Waist Ankle Wide Leg Twill Pants
Vuori
Miles Straight Leg Pants
Dr. Martens
Zebzag Suede Casual Slingback Platform Mules
PAIGE
Helena Faux Shearling Clogs
Birkenstock
Boston Big Buckle Clogs
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Jennifer Aniston's 1999 airport outfit formula continues to be favored by the most stylish travelers at LAX, CPH, and CDG.
Here’s how to replicate it.