Winter travel season is here, and whether you’re jetting off for a holiday getaway or heading to visit family, your choice of footwear is more important than ever.
Airports are bustling hubs of activity where comfort, practicality, and style all collide. After all, you’ll be navigating security lines, walking long distances between terminals, and waiting in chilly lounges, so your shoes need to keep up with all of that — without sacrificing your fashion sense.
If you’ve ever watched travelers at the airport, you know that shoes are one of the first things that catch your eye. This winter, we’re seeing some exciting shoe trends that combine function with flair, making sure your feet stay warm and comfortable while you look effortlessly stylish. From boots that are tough enough to handle winter weather, to sneakers that add a retro twist, these shoes are about to take over airport terminals everywhere.
One of the biggest trends this winter is the rise of moto boots. These boots have a rugged, rebellious vibe thanks to their thick soles, buckles, and sturdy construction. But don’t let their tough look fool you — they’re also super practical.
Moto boots provide excellent grip on slippery sidewalks and are durable enough to handle winter’s unpredictable weather. Plus, they’re versatile enough to dress up or down, making them perfect for travel days when you want to look good but need shoes that won’t let you down.
Another surprising trend making a comeback is Mary Janes. Traditionally seen as a schoolgirl shoe, Mary Janes have been completely reinvented for the winter season. Today’s Mary Janes often feature chunky platforms, bold colors, and even embellishments like buckles or studs. Beyond their fresh style, they’re also great for travel because the strap offers extra support, and many designs are easy to slip on and off—handy when you’re going through airport security.
If you’re someone who values warmth and comfort above all else, platform Uggs are a must-see trend. Ugg boots have been a winter favorite for years, but the platform versions add a trendy edge while still offering the classic cozy shearling lining that keeps your feet toasty. Whether you’re walking through chilly terminals or waiting for your flight, these boots will keep you comfortable and stylish.
Penny loafers have also stepped up their game this winter. These classic shoes have been refreshed with chunkier soles and brighter colors, making them a fresh choice for travelers who want something easy to wear but still chic. Their slip-on design is a dream for airport security, allowing you to breeze through without fumbling with laces.
Last but not least, retro sneakers like the Adidas Samba and Onitsuka Tiger Mexico 66 are back and better than ever. These vintage-inspired shoes combine classic style with modern comfort, perfect for those long airport walks or casual days exploring your destination.
In this article, we’ll dive deeper into these five shoe trends you’re definitely going to see at the airport this winter. Whether you’re a dedicated fashionista or just want practical and cozy footwear, there’s something here for everyone. So, let’s take a closer look at what’s hot this season and why these shoes are perfect for your next trip.
1. Moto Boots: Edgy Meets Practical


Moto boots have surged in popularity this winter, combining rugged aesthetics with functionality. Characterized by their buckle details, chunky soles, and sturdy build, these boots are perfect for navigating airport terminals and enduring winter conditions.
Why They’re Trending:
- Durability: Designed to withstand harsh weather, making them ideal for winter travel.
- Comfort: Many styles feature cushioned insoles and supportive arches.
- Versatility: Pair them with jeans, leggings, or dresses for a chic, rebellious look.
Popular Picks:
- Frye Veronica Short Harness Moto Boots – Known for their timeless design and comfort.
- Vagabond Shoemakers Eyra Moto Boots – Sleek silhouette with a modern twist.
- Open Edit Rylan Zip Moto Booties – Affordable option without compromising on style.
2. Mary Janes: The Unexpected Revival


Mary Janes, often associated with school uniforms, have made a stylish comeback this winter. Modern iterations feature platform soles, buckles, and bold colors, making them a fashionable choice for travelers seeking comfort without sacrificing style.
Why They’re Trending:
- Comfort: The strap across the foot provides added support.
- Style: Available in various materials like leather and suede, often with embellishments.
- Ease: Slip-on designs make them convenient for airport security checks.
Popular Picks:
- Steve Madden Alisah Mary Jane Flats – Classic design with a modern twist.
- Vagabond Shoemakers Delia Mary Jane Flats – Minimalist style suitable for various outfits.
- Franco Sarto Tinsley Square Toe Mary Jane Flats – Elegant and versatile.
3. Platform Uggs: Cozy Meets Couture


Ugg boots have evolved from their early 2000s popularity, now featuring platform soles that add a touch of glamour. These boots offer warmth and comfort, making them a go-to choice for travelers facing chilly airport terminals.
Why They’re Trending:
- Warmth: Shearling lining keeps feet cozy during cold travels.
- Style: Platform designs add a contemporary flair.
- Celebrity Endorsement: Celebrities like Jennifer Lopez have been spotted wearing them, boosting their popularity.
Popular Picks:
- UGG Classic Mini Platform Suede Booties – A stylish and comfortable option.
- UGG Classic Ultra Mini Platform Boots – Compact design with added height.
- UGG Tasman Crafted Regenerate Genuine Shearling Lined Slippers – Perfect for lounging during layovers.
4. Penny Loafers: Classic with a Twist


Penny loafers have been reimagined this winter, featuring chunkier soles and bold colors. Their slip-on design makes them convenient for airport security, while their timeless style ensures they remain a staple in winter wardrobes.
Why They’re Trending:
- Ease: Slip-on design facilitates quick removal during security checks.
- Style: Available in various materials and colors, often with embellishments.
- Comfort: Many styles feature cushioned insoles and supportive arches.
Popular Picks:
- G.H. Bass Whitney Leather Loafers – Classic design with a modern twist.
- Madewell The Vernon Loafers – Sleek silhouette suitable for various outfits.
- Miu Miu Embellished Slip-On Loafers – Luxury design for fashion-forward travelers.
5. Adidas Samba and Onitsuka Tiger Mexico 66 Sneakers: Retro Revival


Retro sneakers like the Adidas Samba and Onitsuka Tiger Mexico 66 have made a significant comeback this winter. Their vintage appeal, combined with comfort and versatility, makes them a favorite among travelers.
Why They’re Trending:
- Comfort: Designed for all-day wear, making them ideal for long airport walks.
- Style: Classic designs that complement various outfits.
- Versatility: Suitable for both travel and leisure activities.
Popular Picks:
- Adidas Samba OG Leather Sneakers – Timeless design with modern comfort.
- Onitsuka Tiger Mexico 66 Sneakers – Retro style with a contemporary edge.
- Adidas Samba Suede Sneakers – Soft material with a classic look.
Final Thoughts
When it comes to winter travel, choosing the right shoes is about more than just style — it’s about comfort, practicality, and being prepared for whatever your journey throws at you.
Airports are unique environments where you spend hours walking, standing in lines, and navigating different weather conditions. This is why your footwear choice can make or break your travel experience, especially during the chilly winter months.
The five shoe trends we’ve covered—moto boots, Mary Janes, platform Uggs, penny loafers, and retro sneakers like Adidas Samba and Onitsuka Tiger Mexico 66—each offer something special for the winter traveler. They blend fashion-forward looks with the kind of comfort and functionality that airport journeys demand.
Moto boots, for instance, offer a perfect balance of edgy style and rugged durability. Their thick soles and sturdy construction mean you won’t have to worry about slipping on icy sidewalks or cold floors inside the terminal. Plus, they look great with just about anything, whether it’s casual jeans or a more polished outfit, making them versatile for your entire trip.
Mary Janes bring an unexpected charm to winter travel shoes. These aren’t the simple shoes you might remember from childhood—modern Mary Janes often come with platform soles and trendy finishes, giving them a fresh, contemporary feel.
Their strap design not only adds a cute detail but also provides added support, so your feet stay comfortable as you dash through terminals.
For those prioritizing warmth, platform Uggs are a top choice. They combine the classic cozy shearling lining with a trendy platform sole that adds height and style. You’ll stay snug during chilly airport waits and feel stylish stepping off the plane into cold weather.
Penny loafers are a timeless staple that has been given a modern update with chunkier soles and eye-catching colors. Their slip-on design makes security checkpoints easier to navigate, and they pair well with business or casual outfits, making them an excellent all-around travel shoe.
Finally, retro sneakers like Adidas Samba and Onitsuka Tiger Mexico 66 are perfect for those who want to stay comfortable and casual without sacrificing style. Their lightweight design and cushioned soles keep your feet happy during long walks through terminals, while their vintage appeal adds a cool, nostalgic touch.
No matter which trend suits your style, the key takeaway is this: prioritize comfort without giving up on style. Winter travel can be stressful, but the right pair of shoes can make it a lot smoother and more enjoyable. So next time you’re packing for a trip, consider these shoe trends—they’ll have you stepping confidently and comfortably through the airport and beyond.
Safe travels and happy shoe hunting!