
If there’s one thing about fashion that’s changed in the last few decades, it’s the way people dress at the airport. But we get it, the way we travel has changed, and with that comes the need to prepare to be comfortable for long lines and cramped flights. But you don’t have to sacrifice style to be comfortable.
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The Flight to a Business Meeting
We know the grind — 6 a.m. flight, 8 a.m. meeting. When life throws you one of these work curve balls, hit it head-on with wrinkle-free, easy-to-match pieces likeย this peplum tee and stretch work pant from J.Crew. A textured jacket brings some life and interest to an otherwise plain business outfit, as does a pop of color on your feet in the form of a red pump. If you’re worried about bare feet in the security line and don’t have TSA pre-check, we suggest tucking a pair of socks into the top pocket of your suitcase or handbag. An oversized carry-all tote can hold a pretty, functional jewelry roll, from which you can easily pluck all your outfit finishers once you’re at the gate.
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H&M Textured Weave Jacket
J.Crew Minnie Pant
Topshop Ladder Tee
Salvatore Ferragamo Vara Pumpย
Elizabeth and James Moore Ring
Gigiย New Yorkย Jewelryย Roll
Rebeccaย Minkoffย Studded Tote
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The Flight to a Family Function
Luxe and casual, this outfit will make you want to cocoon yourself and never leave the plane. A sleeveless tunic and loose-fitting pants make sitting for hours on end infinitely more comfortable, while a cashmere wrap can double as a blanket. Lace-up flats can be loosened if your feet swell, and sunglasses double as an eye mask. Neutral accessories help bring it all together, although it might be hard to wake you for that family reunion when you’re feeling this comfortable.

H&M Loose Fit Pant
Brouchuย Walker Cashmere Tunic
Coach Thompson Double Wrap Watch
Loeffler Randall Ambra Flats
Minnie Rose Fringe Cashmere Wrap
Ilesteva Palm Beach Sunnies
Club Monaco Cabas Tote
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The Flight to a Rehearsal Dinner
This one is one of the trickiest — how to get from a long plane ride straight to an event is always a challenge. Try going ’90s with a wrinkle-free, cotton flowered dress and denim jacket, which you can ditch once you reach your final destination. A colorful bucket bag brings some life to the outfit, and an adorable eye mask will help you get a little rest so you can roll into the venue fresh-faced.

Tory Burch Birdie Denim Jacket
Oh La La! Sleep Mask
Rebecca Minkoff Camila Huarache Slides
Dolce and Gabbana Bucket Shoulder Bag
See by Chloe Floral Print Twill Dress
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The Flight to a Tropicalย Escape
Layering is the the name of the game here. A bikini setย can be layered under a thin tank as a bralette, and elastic casual pants will make that prop plane ride a lot more comfortable. Turkish towel sarongs can also make a great plane blanket, all which are easily stuffed in a large tote. Once you’ve hit sand, peel it all off and dive right into the water.

Kiiniย Ro Crocheted and Neoprene Bikini Set
T by Alexander Wang Jersey Racerback Tank
Forever21 Round Sunglasses
Sensiย Studio Maxi Beach Tote
Hammamasย Turkish Towels
SunBum Cool Down Aloe Spray
H&M Patterned Jersey Pants
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The Flight to a Chilly Adventure
Again, here is a place to be a true master of layering. By day, if you’re going from a warm location to a hot one, try wearing this Rag and Bone tank with a pair of white denim skinniesย — a touch of metallic in a sneaker helps keep the outfit casual yet fun. When on the plane, layer a body heat-trapping t-neck like this one from Uniqlo under the tank, and add a thick cardigan for the plane and beyond. A brightly colored tote will help keep your mood cheerful until you can fully unearth your parka from your luggage.

Uniqlo HEATTECH Turtleneck
Equipment Sullivan Cashmere Cardigan
Clareย Vivierย Mick Tote
Loefflerย Randall Cora Sneaker
M.i.H. Jeans Nikki Ankle Skinny
Rag and Bone Knit Mesh Sweater
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The Flight Home
Why not go full-out and do casual luxe at it’s best? We love taking a girly, more conservative jacket like this one from IRO and adding a totally funky Fendi sweatshirt. A pair of lush, soft and top-of-the-line cashmere pants combined with the hottest sneaker of the season from Golden Goose will give you that easy, laid-back thrown together SoCal style. Add a memorable duffle and some cheeky jewelry and people will be confusing you with your favorite celebrity — don’t forget to block the camera flashes as you exit the terminal.

Elder Statesman Cashmere Sweatpants
IRO Boucle Jacket
Alison Lou Love You Earrings
Eddie Harrop Duffle
Fendiย Sweatshirt
Golden Goose Deluxe Brand High Tops