Looking for cute and comfortably winter travel outfits? You’ll love my curated list of chic and cozy winter-approved looks for all kinds of travel – planes, trains, and automobiles!
Effortless Winter Travel Outfit Ideas
Have winter travel plans? In addition to packing and planning your trip, you’ll need a cute and comfy travel outfit to keep you warm on and off the plane. With all the other things on your list, there’s no need to stress about finding the perfect ‘fit. Up ahead, I’ve planned 12 winter travel outfits for women, all featuring pieces from one of my favorite affordable brands, Quince.
If you’re not already familiar with Quince, you’ll be glad to know about the brand now! Whether I’m shopping for cozy knits, leather handbags, or even suitcases, Quince has quickly become one of my go-to brands. Their factory-direct model skips the expenses of traditional supply chain retailers, meaning you get the same quality products as other luxury brands but for an affordable price.
The winter travel outfits below are the perfect blend of chic and comfortable to get you from point A to point B. Plus, they’re at an attainable price point. Talk about a wardrobe (and credit card) win!
Cashmere Set + Sneakers
Starting off strong, a matching cashmere set is the crème de la crème of winter travel outfits!
They’re as comfortable as pajamas, look effortlessly chic, and can be styled with other pieces throughout your trip. As a bonus, the knit material doesn’t wrinkle easily, no matter how long your flight or car ride is!
The oversized woven leather tote, minimal jewelry, stylish sneakers, and cozy wrap coat elevate the look while staying practical. Wearing varying shades of the same color, whether that be brown, blue, or gray, ensures you look extra polished.
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Athleisure Set + Parka
I always love wearing athleisure as a travel outfit. Not only is it comfortable for long days, but it’s also great for wearing on excursions, low-key days, or for squeezing in a workout at your hotel’s gym.
One of my biggest winter travel hacks is to wear your bulkiest coat (like this fluffy parka) rather than packing it. Not only does the coat add a much-needed warm layer, but it will also save you precious room in your luggage. Complete this ‘fit with cute but functional accessories like a quilted tote bag, aesthetic luggage, and Nike sneakers.
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Matching Sweatsuit + Fleece Jacket
If your travel aesthetic is casual, cozy, and effortless—this next look is right up your alley.
You can’t go wrong with wearing a sweat set, especially in winter! I’m currently obsessed with this sweatshirt and sweatpants set from Quince. Not only is it made from 100% organic cotton, but the fleecy material is ultra soft and warm for winter travel. The joggers have a boxier, boyfriend fit to give you extra breathing room, while the hoodie is easy to slip on and off as temperatures fluctuate.
I’d elevate this laidback look with stylish sneakers and a sherpa jacket I’ll be able to re-wear throughout my trip. Cool girl accessories like wireless headphones and a sling bag make for hassle-free travel.
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Cozy Stretch Knit Midi Skirt + Wool Coat
Need some less casual winter travel outfit inspiration? This next look is one of my favorites.
For short trips or if you need to step off the plane ready to go, I recommend a chic skirt and sweater set. Quince’s cashmere sweater and matching midi skirt look so elegant together but keep you comfortable throughout the day. In the colder months, I would also throw on a long coat since it works for both casual and dressy occasions.
Depending on the climate you’re headed to, you may want to opt for a thicker coat like this Italian wool one from Quince or a lighter trench coat. Since winter weather (and planes!) gets pretty chilly, wearing a tartan scarf will keep you warm and stylish.
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Scarf Coat + Stretchy Trousers
Whether you have a short drive or a long flight, this trusty outfit formula makes for the perfect travel uniform.
An easy pair of pants like stretchy trousers (that look business-casual but feel like leggings), satin pants, or trendy boxer pants, that can be dressed up or down can prove far more versatile than a pair of sweatpants. Pair with a cozy sweater and Mary-Janes for a chic travel ‘fit you can wear on the plane or out to dinner.
Keep it stylish with a scarf coat. This layered look instantly makes your travel outfit look more expensive and tailored. I have and love this scarf coat from Quince (or this one from Mango!).
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Stretchy Jeans + Warm Layers
Layers will be a huge fashion trend for 2025, which is great news for winter travelers who want to stay warm while looking chic. Get on board by starting with a base tank top or tee shirt and then throwing a half-zip sweater over top. A barn jacket (or this chore jacket from Quince) is perfect for transitional weather. Wear a pair of stretchy relaxed straight leg jeans to tie the whole look together and save space in your suitcase.
If you’re packing boots on your winter trip, see if they’ll go with your travel outfit! Wearing your heaviest shoes will save room for other must-haves.
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Cashmere Cardigan + Trousers
If your final destination is Europe or somewhere chic, make sure your travel outfit looks the part. These brown Frankie Shop trousers instantly give the impression that you’re stylish and have put effort into your outfit, while also having a relaxed silhouette that’s comfortable for long travel days. With a chic cashmere cardigan, you can wear this winter travel outfit on repeat.
Don’t forget a cashmere wrap that can double as a blanket!
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Leggings, Sneakers + Puffer Vest
If you’re heading somewhere warm, wearing lighter layers you can easily take on and off is key. A buttery soft pair of leggings (these Quince ones are a great Lululemon alternative!) is a travel essential, in my opinion. They’re so comfortable during a travel day and look surprisingly polished when paired with a matching zip jacket.
Supportive, comfortable sneakers are ideal for running around the airport and tackling all sorts of weather and activities once you’ve reached your destination. These Nike Pegasus sneakers check all the boxes. A puffer vest adds a layer of warmth but isn’t too bulky, so you can easily slip it off when you land.
Bonus points for matching your outfit to your luggage!
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Double Denim + Long Quilted Coat
If you’re traveling with only a carry-on, you’ll want your winter travel outfit to be ultra-versatile.
I love wearing jeans on a trip (only if they’re comfortable!) because it can be a real space saver. Plus, you’ll look just as good stepping off the plane as you did boarding it. Make this travel outfit cold weather appropriate by layering a lightweight turtleneck and a denim shirt. The key to successful layering is incorporating different textures and colors, as seen in this double denim ensemble.
Bring in more texture with this incredibly chic (and surprisingly affordable) suede tote bag and leather ballet flats(swap for Chelsea boots if you are dealing with now). A long-quilted jacket is another easy-to-style layer that goes seamlessly with other outfits you’ve packed.
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Cashmere Pants + Mary Janes
Whether you’re traveling by plane, train, or car, these cashmere sweats will be your go-to. I love them paired with a cropped cashmere tank for a lighter layer, but you could opt for a thicker knit if you’re heading somewhere cold.
The contrast of Mary Janes with cashmere lounge pants is such a chic combo. Accessories like sunglasses, a leather tote bag, and an aluminum suitcase that matches your earrings make this casual outfit feel more elevated.
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SuperSoft Sweatsuit + A Long Wool Coat
Sweats as a travel outfit isn’t groundbreaking, but sleek joggers and a matching hoodie look much more elevated than your old college sweatshirt and worn-in sweatpants. As the name suggests, these SuperSoft Fleece Joggers and Pullover Hoodie from Quince are super soft and come in a ton of different colors to suit your personal style.
Finish this cute travel outfit with a practical tote bag that fits all your essentials, slide-on shoes, and a wool coat for an elevated layer that doubles as a cozy blanket on the plane!
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Business Casual, But Cozy
If you want your winter travel outfit to look expensive but feel comfortable, this next look is for you. Tailored trousers are like the chic sister of sweatpants—they’re roomy but elevated. (These Quince trousers have an elastic waist for optimum comfort.) Styled with a warm but cozy cashmere tee, this OOTD is guaranteed to impress!
To dress down this travel look, throw on an oversized shacket for a chill but cozy layer. Suede clogs also add a laid back vibe and easily slip on and off as you pass through airport security.
If you don’t need a large personal item, opt for a crossbody bag that keeps travel essentials like your phone and passport within reach. This Quince crossbody is a personal favorite; it has several zipper compartments and a water-repellent material ideal for travel.
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I hope these easy and chic looks have inspired you for your travels during the holidays or getaways this winter season! Don’t miss this list of Winter Airport Outfits for even more inspo!
