“Outfits with duck boots” may not top Google searches, but when bad weather hits, they’re a go-to essential. Designed with a sturdy rubber sole and leather upper, these boots—also known as Bean Boots—have stood the test of time for over a century.
Originally crafted in 1911 by Maine outdoorsman Leon Leonwood Bean, duck boots were born out of frustration with wet, soggy feet. His smart blend of lightweight leather and a rugged rubber outsole revolutionized footwear, offering durability without bulk.
Today, duck boots remain a cold-weather staple, beloved by celebrities and everyday wearers alike. They pair effortlessly with chunky cardigans—but what else can you wear with them? Let’s explore the best easy-going outfits with duck boots.
1. Duck boots, fleece-lined leggings, and a button-down

Starting with the most casual, easy-to-wear outfit out there, duck boots combined with fleece-lined leggings and a button-down are guaranteed to keep you warm and comfortable.
Whether you’re running errands or grabbing a coffee with friends, fleece-lined leggings and a button-down can make you look polished and put-together within minutes.
On the off chance that you’ve been living under a rock, fleece-lined leggings have been a thing for quite some time thanks to TikTok. They’re super easy to style considering they’re warmer than regular leggings, which also means you can combine them with whatever you want without freezing to death.
Our favorites at the moment are Aday Layered Up Thermal Leggings, L. L. Bean Women’s Primaloft ThermaStretch Fleece Tights (yes, that L. L. Bean), and UGG Ashlee Double Knit Legging.
Throw on a simple tee, a denim button-down, and a quilted coat with your favorite duck boots, and you’re good to go.
2. Duck boots, leather leggings, and a chunky cardigan

Whenever you don’t know what to wear, leather leggings are the safest way for you to look like a million dollars (ask Hailey Bieber, Gigi Hadid, and Emily Ratajkowski). We would go as far as to argue that duck boots combined with leather leggings and a chunky cardigan deserve a Vogue column of their own.
What better way to elevate something as simple as duck boots than to add a dash of leather?! Our favorite leather leggings at the moment are Wolford x Amina Muaddi Stirrup Leggings, Commando Mid-Rise Faux Leather Split Flared Leggings, and Rag & Bone Nina Faux Leather Skinny Pant.
Another great way to make your outfit pop – combine leather leggings with duck boots of the same shade for a monochromatic look. Add a chunky cardigan for a pop of color (or stick with the same palette) and you’re pretty much set for the rest of the day.
3. Duck boots, skinny jeans, a cashmere sweater, and a quilted vest

Oh, the love story between duck boots and quilted vests! Whenever you’re wondering what outfits with duck boots and leggings to wear during the winter, don’t forget about the preppiest of them all – duck boots, denim leggings, a cashmere sweater, and a quilted vest are always the right choice.
Of course, you can always swap the denim leggings with actual denim. But, there’s no reason why you would need to be uncomfortable and restrained for the sake of wearing something that’s not stretchy. We definitely got used to wearing stretchy things during the lockdown and we’re not coming back.
Cashmere sweaters can add a dash of “I’m wearing expensive things” to every outfit and a quilted vest attests to that fact. Whether you opt for a cashmere sweater or not, do not compromise on a high-quality, structured quilted vest.
Lauren Ralph Lauren Quilted Crest Vest, Barbour Betty Fleece Lined Quilted Vest, and Free People We the Free Billy Quilted Vest are the best, but you can go for whichever brand you prefer.
4. Duck boots, tights, and a knitted dress

Outfits with duck boots and leggings can be pretty basic and boring, right? Whenever you Google search them, you’re presented with a bunch of outfits consisting of black leggings, sweaters, and puffers – but, you’re looking for something a little more eye-catching and fashion-forward.
Turns out you don’t have to give up leggings to achieve a look that says “I know what I’m doing, fashion-wise!” Sheer leggings are exactly what you need because you can combine them with knitted dresses, chunky cardigans that go past your bottom, and oversized coats.
Simple, black (sheer) leggings are great, but you can also go for whichever color works better with your outfit. Don’t be scared to experiment with color combinations, patterns, and fabrics.
5. Duck boots, black leggings, and a checkered shacket

But, what do you do when the only leggings you own are black? Black leggings are a wardrobe must-have, regardless of what your style preferences are. Black leggings go with pretty much everything which happens to be the reason why they’re one of the best things to combine with duck boots.
On the other hand, checkered shackets have been everywhere for the past couple of months which makes them the perfect statement piece for your outfit. Shackets combine two of the best wardrobe must-haves out there – a shirt (preferably an oversized one) and a woolen or quilted coat.
Our favorites at the moment are Apparis Graham Flannel Shirt Jacket, Brunello Cucinelli Checked Brushed Knitted Jacket, and Stand Studio Sabi Plaid Sherpa Shirt Jacket. But, Zara, Mango, and H&M carry similar styles, too.
6. Duck boots, flared leggings, a knitted sweater, and a shearling coat

Duck boots aren’t necessarily basic or boring when you observe them on their own. Sure, they’re not as out there as some of the other footwear styles we’ve been seeing on runways.
But, they’re a fashion-forward statement, nonetheless. And, they work great with simple, subdued pieces that make them stand out.
On the other hand, there’s no reason why you wouldn’t be able to experiment with different patterns and textures (maybe even styles) when you’re wearing duck boots. Patterned leggings, for example, can add je ne sais quoi to an otherwise monotonous ensemble.
Throw on a knitted sweater and a shearling coat (Acne Studios Oversized Twill-Paneled Fleece Half-Zip Sweatshirt, for example) and you’re guaranteed to look like you stepped off the runway a moment ago. Why would you want to look boring when you can look fabulous, right?!
7. Duck boots, teddy coat, and black jeans
Wrapped in warmth and effortless style, this outfit is a winter dream. A plush teddy coat in a neutral caramel tone adds instant coziness, while the cropped brown sweatshirt keeps things modern and laid-back.
Sleek black leggings provide a streamlined silhouette, balancing the oversized outerwear. The true stars of the look? Those shearling-lined duck boots, blending rugged practicality with chic winter charm.
Paired with chunky socks peeking out, this outfit is perfect for everything from city strolls to cozy cabin weekends.
8. Duck boots, sweater, and cropped pants
This cozy, nature-inspired look is the definition of effortless outdoor chic. A chunky cable-knit sweater in a soft, neutral hue sets the tone for a relaxed yet stylish ensemble.
Paired with wide-leg cropped pants, it creates a modern silhouette while keeping things casual and comfortable. The classic duck boots add a rustic, outdoorsy touch—perfect for a crisp fall day spent exploring or cozying up by a campfire.
A matching knit beanie completes the look, ensuring warmth and an extra dose of charm. Whether you’re headed for a weekend getaway or just embracing the season, this outfit is a go-to for laid-back elegance.
9. Duck boots, fleece jacket, and black leggings
Effortlessly blending practicality with seasonal charm, this outfit is the perfect go-to for crisp autumn days. A plush olive green fleece pullover adds warmth and texture, making it an ideal layering piece for chilly weather.
Styled with sleek black leggings, the ensemble strikes the perfect balance between comfort and style. The classic black duck boots with contrasting laces bring a rugged yet polished touch, ensuring you’re ready for any fall adventure—whether it’s a coffee run or a walk through golden-leaved streets.
A structured tote adds an elevated element, making this look both functional and effortlessly chic.
10. Duck boots, faux leather leggings, and teddy coat
This cozy-meets-edgy winter outfit is the ultimate blend of warmth and style. The rust-colored teddy coat adds a rich, autumnal touch, making it the perfect statement piece for chilly days.
Paired with sleek black faux-leather leggings, the outfit gains a modern, city-chic appeal while staying ultra-comfortable. The UGG Adirondack boots with plush fur lining not only elevate the cozy factor but also provide serious winter-weather protection.
A coordinating beanie and an iconic designer tote complete the look, striking the perfect balance between casual luxury and effortless cool. Whether you’re grabbing coffee or strolling through the city, this ensemble proves that warmth and fashion can go hand in hand.
11. Duck boots. jeans, and an oversized teddy
This winter-perfect outfit is all about cozy-meets-chic dressing for snowy adventures. A plush, oversized teddy coat brings both warmth and elegance, while light-wash jeans keep the look effortlessly casual.
The graphic tee adds a fun, laid-back element, making it clear that style doesn’t take a backseat—even in freezing temperatures. A pop of color from the red knit beanie adds a playful touch, tying the whole ensemble together.
Sturdy duck boots with fur lining ensure warmth and traction, making them the ideal companion for winter walks. With mustard gloves adding an extra hint of contrast, this outfit is the perfect balance of practical and stylish for any cold-weather getaway.
12. Duck boots, turtleneck sweater, and skinny jeans
A rich brown wool coat drapes effortlessly over a classic white turtleneck, creating a sophisticated contrast that feels both cozy and polished.
Dark skinny jeans balance the structured layers, offering a sleek and flattering silhouette. The sturdy duck boots add a practical yet stylish edge, making this ensemble perfect for chilly winter strolls. A matching leather tote ties the earthy tones together, enhancing the overall warmth of the look.
With red lipstick adding just the right amount of seasonal cheer, this is the ultimate outfit for festive outings or weekend escapes.
13. Duck boots, button-up shirt, and wide-leg pants
A long, black wool coat adds drama and contrast to the crisp white wide-leg pants, creating a striking monochrome effect.
Underneath, a structured button-up shirt is layered with a beige vest and a cropped jacket, adding dimension and warmth without sacrificing style. The classic duck boots ground the look in practicality, making it perfect for braving the winter streets with confidence.
A simple canvas tote completes the ensemble, while bold red lips inject a dose of effortless cool. This is street-style perfection with a functional twist.
14. Duck boots, cable-knit sweater, and skinny jeans
This cozy autumn outfit is a perfect blend of classic and practical style. A chunky cable-knit turtleneck sweater adds warmth and texture, while a red plaid shirt peeking from underneath brings a festive, layered touch.
Black skinny jeans keep the look sleek and balanced, making them a great base for the rugged yet stylish LL Bean duck boots. Thick wool socks add an extra layer of comfort, peeking out just enough to enhance the cozy, cold-weather aesthetic.
With effortless layering and functional footwear, this look is ideal for crisp fall walks, apple picking, or sipping a pumpkin spice latte on a golden autumn afternoon.
15. Duck boots, black leggings, and cropped teddy jacket
A plush teddy coat in a cozy caramel hue wraps around like a hug, making it the perfect layering piece for chilly days. Underneath, sleek black leggings provide contrast while keeping the look polished and comfortable.
The real statement comes from the faux fur-lined duck boots, which add a functional yet stylish touch, ready to take on any snowy sidewalk. A simple cup of coffee in hand and soft waves cascading over her shoulders complete the relaxed, festive vibe.
Whether you’re strolling through a holiday market or catching up with friends over cocoa, this outfit is an easy winter win.