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As Fashion Editors and Regular Travelers, here are 8 Outfits We Rely On to Stay Stylish (and Comfortable).
As fashion editors who traverse the globe as part of our job, we are quite selective about our airport attire. Whether traveling for a personal getaway or an assignment, our team often finds itself on the move for international fashion week, runway shows, or brand events. This year, we've journeyed from Seoul to Marrakech and back again. While such extensive travel isn't an everyday affair, we frequently pack our bags, allowing us to develop strong preferences about what to wear—and what to avoid—when flying. Comfort and practicality are always crucial, but we each have our own stylish outfit combinations perfected for navigating TSA lines. Whether embarking on a four- or 14-hour flight, I asked our editors to share their ideal travel outfits, the occasions they wore them for, and what makes them a top choice. From trompe l'oeil sweatpants that mimic jeans to a tote bag that rivals a carry-on suitcase in capacity, witness how our team has mastered the art of looking cool yet comfortable while traveling.
**WHO: Bobby Schuessler, Market Director
WHERE: Madison, Wisconsin to Los Angeles, California**
"I know that some individuals have strong opinions about wearing jeans on flights, but unless I'm flying internationally, I always choose jeans—just opting for comfortable, relaxed styles. To maintain a polished look, I generally layer a jacket, blazer, or sweater over my T-shirt. It’s important to wear layers since flight temperatures can vary widely. This outfit exemplifies my typical choice with loose jeans, an oversized blazer, and sneakers."
**Shop the Look**
- COS Clean Cut Regular T-Shirt
- Citizens of Humanity Miro Relaxed Jean
- Miu Miu Plume Mesh Low Top Sneaker
- Gucci Emblem Maxi Tote Bag
**WHO: Kristen Nichols, Associate Director of Special Projects
WHERE: New York, New York to Nantucket, Massachusetts**
"For long journeys, I usually choose relaxed trousers or drawstring pants paired with a T-shirt and a crewneck knit for a polished yet comfortable look, particularly for red-eye flights. For shorter trips, I often wear a button-down shirt with well-worn vintage jeans and a flat shoe like a soft leather loafer. I love arriving in an outfit that can transition straight into a casual dinner."
**Shop the Look**
- Polo Ralph Lauren Oxford Long Sleeve Button Up Shirt
- KHAITE Billy Textured-Leather Loafers
**WHO: Anna LaPlaca
WHERE: New York, New York to Geneva, Switzerland**
"When my flight exceeds four hours, I rely on a go-to outfit combination that I adapt for every international trip. It starts with soft pants that feel like sweats yet look refined—right now, my favorites are the Éterne Brody Pants, luxurious silk drawstrings, and the Donni Rib Kick-Flare Pants made from an incredibly soft knit. I typically wear a fitted T-shirt and a sweater that I can also drape over my shoulders. Although sneakers are the obvious footwear choice for travel, I prefer ballet flats as they are equally comfortable and give me a more polished look. For carry-ons, I’m very attached to my Lululemon tote, which is incredibly functional and significantly contributes to my overall travel experience. It has a panel that secures over the handle of my roller board, a mini zip pocket for quick access to my phone, ID, and passport, and internal compartments for items like my laptop and an extra pair of shoes. It's light but surprisingly spacious."
**Shop the Look**
- NakedCashmere Sydney V-Neck Cashmere Sweater
- Brandy Melville Loreen Top
- Shopbop Aeyde Delia Nappa Leather Heels
- Lululemon Quilted Grid Tote Bag
- Away Travel The Bigger Carry-On in Jet Black
**WHO: Sierra Mayhew, Fashion Editor
WHERE: London, England to Barcelona, Spain**
"For a lengthy travel day, I always base my outfit around my sweatpant jeans—especially this pair from Rag & Bone that I rave about. They appear like real denim but feel like pajamas, which is the ultimate travel dream. I typically pair them with a white tank or tee and layer a sweater over my shoulders for easy access when the plane cools down. My footwear varies with the season, but I often choose my bulkier boots to save suitcase space. One trend I will never understand is wearing heels to the airport; I’ve tried it before, and it always slows me down."
**Shop the Look**
- Leset Laura Scoop Neck Tank
- J.Crew Ribbed Cashmere Oversized Sweater
- adidas Tokyo Low Top Suede Sneaker
**WHO: Allyson Payer, Senior Editor
WHERE: Raleigh, North Carolina to Los Angeles, California**
"My favorite travel outfit remains consistent any time of year and typically includes a boxy T-shirt with stretchy jeans—
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As Fashion Editors and Regular Travelers, here are 8 Outfits We Rely On to Stay Stylish (and Comfortable).
Applicable for both four-hour and fourteen-hour travel days.