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As one of those people who starts thinking about travel outfits many days in advance, I’m constantly bookmarking inspiration when I see it because coming up with the perfect travel outfit isn’t easy. No matter what season it is, you’re probably going to be hot and cold at some point within the same day, so layers are important. There are also other factors to consider, such as being comfortable, looking polished, and your destination when you exit the plane (or train or automobile).
Selfishly, I started off by compiling these outfit ideas for myself with upcoming 2026 trips in mind. Now, I’m sharing my favorite outfit findings with the internet so we can all have an easier time prepping for travel. No matter what curveballs your travel day throws at you, if you look and feel good, I strongly believe that your day will be better. So yeah, travel-day outfits are important. Scroll on to plan yours along with me, starting with a few of the most wearable 2026 outfit trends we have so far (yes, already). And just for fun, I added some of my go-to travel gear at the end.
The Outfit: Trench Coat + Leggings + Ballet Flats
This polished legging outfit is appropriate for travel days year-round. If you’re heading somewhere warm, wear it as is and layer a tee under the trench. For a cooler destination, just throw on an oversize wool coat.
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Shop the Key Pieces
Polo Ralph Lauren Double Cloth Woven Jacket
Le Bop Maris Ponte Leggings
The Outfit: Half-Zip Pullover + Button-Down Shirt + White Pants + Sneakers
Half-zip pullovers are poised to be the number one basic of 2026 thanks to Chanel, and this is the perfect way to wear one for a travel day. (Tip: If white pants on a plane seem scary to you, swap them for a more forgiving khaki pair to achieve the same oufit results.)
Shop the Key Pieces
Sporty & Rich NY Crest Embroidered Quarter Zip Sweatshirt
Parke Classic Straight Jeans
The Outfit: Oversize Blazer + Hoodie + Baggy Jeans
A great way to make a hoodie look more elevated is by wearing it with an oversize blazer—layers, layers, layers.
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Anine Bing Quinn Blazer
Aritzia Cozy Sweatfleece Boyfriend Boxy Zip Hoodie
The Outfit: Trench Coat + Sweatshirt + Jeans + Colorful Sneakers
No matter how casual the outfit, if you put a trench coat on over it, you’ll look chic. And I (and everyone else) am loving trenches with sneakers lately.
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Abercrombie & Fitch Classic Trench Coat
PUMA Speedcat Sneakers
The Outfit: Sweater + Collared Shirt + Jeans + Pointed-Toe Flats
If you want to look elegant, put a collared shirt on under your sweater and opt for pointed-toe flats.
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J.Crew Relaxed Crewneck Pullover
Reformation Andy Oversized Shirt
The Outfit: Cool Coat + T-Shirt + Track Pants + Chunky Sneakers
For the longest travel days, do yourself a favor and wear your most comfortable pants and sneakers. I love the idea of dressing up a pair of track pants with a cool coat (that you can remove when you land, if it’s somewhere that doesn’t require one).
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Toteme Fringed Scarf Wool-Blend Jacket
perfectwhitetee Claud Travel Track Pant
The Outfit: Suede Jacket + Long-Sleeve Tee + Jeans + Boots
I don’t typically love to wear suede or leather jackets on travel days, but this outfit is so good that I couldn’t resist including it. If you’re worried about damaging the jacket, a barn jacket or a darker-colored suede jacket would make great swaps.
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Veda x Reformation Lincoln Suede Shirt Jacket
Levi’s 501 90s Jeans
The Outfit: Button-Down Shirt + Tank Top + Pull-On Pants + Flats
The perfect swap for jeans when traveling is a pair of black pull-on pants—hands down. Throw a button-down on over a tank or tee, add a pair of cool flats, and you’re done.
Shop the Key Pieces
Zella Oversized Poplin Shirt
Varley The Wide Leg Pants
The Outfit: Oversize T-Shirt + Midi Skirt + Ballet Flats + Baseball Cap
If you want to be comfortable without wearing pants, this is the perfect simple outfit formula. You won’t look out of place in the airport during winter, and you won’t look out of place when you land if you’re lucky enough to be heading somewhere tropical.
Shop the Key Pieces
Nordstrom Relaxed Fit Pima Cotton Crewneck T-Shirt
Reformation Lily Knit Skirt
The Outfit: Leopard-Print Coat + Black Tee + Leggings + Flats
This travel outfit may look striking, but it doesn’t get easier. Just throw on a leopard-print coat over a black tee and leggings. For an even more polished look, opt for chic flats instead of sneakers.
Shop the Key Pieces
Rixo Jacoba Jacquard Coat
SKIMS The Essential Collection High Waist Leggings
Shop Fashion-Person Travel Gear
Away Travel The Carry-On Flex in Cherry Red
It’s sure to stand out in a sea of black bags.
Calpak Mini Clear Cosmetic Case
It may be “mini,” but this bag holds a shocking number of products.
NAGHEDI Jetsetter Large Tote
No other travel tote compares.
Loop Experience 2 Ear Plugs
Yes, they’re actually earplugs.
Bembien Lia Laptop Case
You know you need one.
Aerotrunk Compression Packing Cubes for Travel
Not all packing cubes are created equal.
slip Lovely Lashes Pure Silk Contour Sleep Mask
An elite sleep mask.