Fall / Winter

15+ Fall Travel Outfit Ideas You’ll Love to Wear This Year

I once left for an October trip to Florence wearing a trench coat that looked perfect in the mirror but felt like dragging around an extra suitcase. Lesson learned mid–airport security line when I had to juggle it, my tote, and my boarding pass all at once. That’s when I realised a good airport outfit fall needs to be light enough for rushing between gates but warm enough for that first chilly breeze when you step outside at your destination.

Fall travel outfits are all about comfort without looking like you’ve given up. You want layers you can peel off when the sun hits and pile back on once the temperature drops again. And if you can manage a mix that feels stylish and practical, you’ve nailed it.

Planes are unpredictable little weather systems, so a smart airport outfit autumn means packing pieces that handle both the arctic AC mid-flight and the stuffy baggage claim on arrival. Bonus points if they still look fresh after a long-haul nap.

Here are my absolute favourite autumn travel outfit ideas I’m currently obsessed with – practical enough for walking tours, cute enough for spontaneous dinner plans, and tested in the real world.

Fall Travel Outfit Inspiration

Black Leggings + Beige Wool Pullover + Black Coat

Soft leggings, a warm pullover, and a classic coat — it’s the kind of outfit you can wear straight from a red-eye flight into brunch. I wore almost this exact combo in Lisbon last fall and felt ready for anything.

Bootcut Jeans + Ankle Boots + Black Long Wool Coat

The bootcut jeans give this a little retro charm, while the coat keeps things polished. Perfect for days that start with sightseeing and end with an unplanned evening out.

Brown Knit Cardigan Pullover + Navy Straight-Leg Jeans + Sneakers

Comfy but far from boring, this is what I wear when my day might involve a train ride, a park stroll, and dinner on a terrace. The cardigan feels like a portable hug.

Brown Faux Fur Jacket + Light Blue Jeans + Brown Top

There’s something about faux fur in autumn light — it catches just enough sun to make you feel a little glam, even if you’re just carrying takeaway coffee through a quiet square.

Brown Pleated Plaid Mini Skirt + Black High-Leg Boots + Burgundy Sweater

The skirt brings the playfulness, the boots keep it grounded. Ideal for exploring city streets before the winter chill fully sets in.

Camel Trench Coat + Big Mint Green Scarf + Straight-Leg Jeans

A trench is the ultimate fall travel layer. The scarf? That’s your plane blanket, picnic rug, and emergency hood all in one.

Grey Wool Cardigan + Black Suit Pants + Burgundy Shoulder Bag

Sharp enough for a business meeting, soft enough for an afternoon museum wander. I’ve worn this on trips where I needed both in the same day.

Chucks + Mom Jeans + Beige Wool Sweater + Black Wool Coat

For those aimless days where you just walk until you find something worth stopping for. The Chucks give it a casual twist, the coat keeps it smart.

Dark Grey Jeans + Uggs + Brown Wool Coat + Beige Knit Pullover

Yes, Uggs. They’re unbeatable for keeping your feet warm during early-morning pastry runs or long strolls along riverside paths.

Grey Jeans + Light Grey Wool Pullover + Black Wool Coat

Monochrome layers are my lazy-day secret. Everything matches, and you look put-together without even trying.

White Turtleneck Pullover + Beige Trousers + Brown Ankle Boots + Burgundy Wool Coat

This is your refined travel look — think cobblestone streets, candlelit dinners, and that one photo you’ll frame later.

Brown Faux Fur Jacket + Brown Bag + Dark Grey Jeans + Cream Longsleeve

All about the textures here — the softness of the jacket, the structure of the denim. Effortless style for those in-between days.

Suede Coat + Bootcut Jeans + Suede Ankle Boots + Cream Turtleneck Pullover

There’s something timeless about suede in the fall. It feels like stepping straight into a travel magazine spread.

White Jeans + Black Longsleeve + Camel Trench Coat + Ballet Flats

Proof that light colours work just as well in cooler seasons. This one’s a fresh take on fall city style.

Black Poncho Coat + Red Statement Scarf + High-Leg Boots

The scarf does all the talking here, while the poncho keeps things dramatic. Ideal for that one travel day you know will end in golden-hour photos.

FAQ:

What to wear on a plane in autumn?

Honestly, autumn flights are tricky – you can be sweating in the security line, then freezing under that tiny air vent twenty minutes later. I usually wear soft trousers (the kind that don’t cut into your stomach after two hours), a t-shirt or light knit, and a jacket I can shove under the seat if I get too warm. Always, always socks – because bare ankles at 30,000 feet? No thanks.

What to wear in Europe in fall?

It depends where – Paris in October is trench-coat heaven, but in Amsterdam you’ll want something you don’t mind getting rained on. Pack jeans, ankle boots, and a jumper that’s nice enough to wear to dinner but still cosy for walking around. And a scarf, obviously – not just for warmth, but for pretending you’re effortlessly European while eating a pastry in the street.

How to pack for fall travel?

Try to pack like you’re dressing one version of yourself (the calm, coordinated one) instead of the chaotic “I’ll just throw this in” version. A couple of sweaters, one coat that works with everything, shoes you can walk for hours in, and one outfit that makes you feel good in photos. Oh – and an umbrella you can actually fold without swearing.

What to wear to the airport in October?

Something you can survive both sitting and sprinting in – because you never know when the gate changes. Go for joggers or loose jeans, layered top, trainers, and a jacket with pockets big enough for boarding passes, snacks, phone, charger… and maybe that lip balm you lose every other day.

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