20 Men’s Fall Outfits Styled with UGGs

Fall is one of those seasons that naturally brings a sense of comfort and change. The air turns crisp, the trees show their colors, and our outfits shift from light summer wear to layered pieces that keep us warm. With this change, shoes often become the focus of fall fashion. That’s when UGGs step in as the perfect option for men who want both comfort and style.

UGGs used to carry a reputation of being only for women or something you’d wear around the house. Today, that stereotype is gone. Many men are embracing them because they’re warm, versatile, and surprisingly easy to style with modern outfits. You can dress them down for casual days or pair them with coats and trousers for smarter looks.

In this guide, we’ll go through 20 men’s fall outfit ideas styled with UGGs. Each idea shows how to balance comfort and style without overthinking it. Whether you’re into relaxed streetwear or polished casual outfits, there’s a way to make UGGs work for you this season.

1. Classic Jeans and UGG Boots

One of the easiest ways to style UGGs is with jeans. A pair of slim or straight blue denim paired with chestnut UGG boots creates a simple but clean look. Adding a hoodie or a crewneck sweater in a neutral color finishes the outfit without making it look like you tried too hard.

This combo works well because it balances casual with structure. The jeans add some shape while the boots bring in comfort and warmth. If you roll the jeans slightly, it also highlights the UGGs and makes the outfit feel more styled rather than thrown together.

2. Joggers with a Puffer Jacket and UGGs

For a sporty and modern take, joggers work perfectly with UGGs. Add a puffer jacket on top, and you have an outfit that feels ready for chilly mornings. Black joggers and tan UGGs are a great pairing, and the puffer jacket gives it that extra seasonal edge.

This outfit works well for those casual moments when you want to stay comfortable but still look like you put thought into your style. It’s the perfect choice for quick coffee runs, relaxed weekends, or a day when comfort is your main goal.

3. UGGs with Chinos and a Crewneck

Chinos can easily dress up an outfit, and pairing them with UGGs creates a mix of casual and polished. A pair of khaki or beige chinos with a crewneck sweatshirt looks sharp without being overly formal. Darker UGGs, like black or chocolate brown, keep the outfit grounded.

The reason this look works so well is because chinos add structure, while UGGs bring in softness. It’s an outfit that shows you can be put together while still choosing comfort over stiff dress shoes. It works well for casual office settings or dinner with friends.

4. Hoodie, Denim Jacket, and UGGs

Layering is what makes fall fun, and UGGs fit right into a layered look. A hoodie with a denim jacket on top gives you a streetwear vibe that’s relaxed yet stylish. Add jeans and UGGs, and you’ve got an outfit that feels young and modern.

This style works best with darker denim for a sleeker finish, but lighter denim adds more of a vintage feel. The UGGs soften the outfit, making it look approachable instead of overly rugged. It’s one of those simple combinations that just works.

5. Plaid Shirt with UGG Slip-Ons

A plaid shirt is a fall staple, and pairing it with UGG slip-ons like the Tasman or Ascot creates a relaxed vibe. Dark denim or casual trousers complete the look. It’s effortless, comfortable, and fits the season perfectly.

The best part of this outfit is how it leans into the casual side of fall fashion. It’s perfect for days at home, small gatherings, or casual strolls. Slip-ons give a little more ease than boots, but they still carry the same cozy appeal.

6. Business Casual with UGG Chukkas

UGG makes chukka-style boots that fit right into business casual outfits. Pairing them with slim dress pants and a button-up shirt strikes a nice balance between professional and relaxed. The suede texture of UGGs adds warmth to the outfit without losing sophistication.

This combination is great for work environments that allow flexibility or for occasions where you want to look neat but approachable. The boots show personality while the rest of the outfit keeps things sharp and office-friendly.

7. Jogger Set with UGG Slippers

Coordinated jogger sets are both stylish and practical. Matching a sweatshirt and jogger in one color with UGG slippers creates a clean and modern lounge look. Neutral colors like gray or beige make this style versatile and timeless.

This outfit is especially good for staying comfortable at home while still being ready to step out. It shows that loungewear can look intentional when done right, and UGG slippers finish the look without taking away from comfort.

8. Leather Jacket with UGG Boots

For an edgier outfit, nothing beats a leather jacket paired with UGG boots. Slim black jeans complete the look, giving it a mix of tough and cozy. Dark UGGs like black or charcoal blend in naturally with this style.

The leather jacket adds structure and boldness, while the boots soften the overall effect. This mix creates a balanced look that feels stylish and unique without being too over the top. It’s a great outfit for evenings out in cooler weather.

9. Oversized Sweater with UGGs

Oversized sweaters are perfect for fall, and pairing them with UGGs makes the outfit even more comfortable. Slim pants underneath keep the outfit balanced and prevent it from looking bulky. Chestnut boots give the look a classic fall feel.

This style works because it plays with proportions. The loose sweater contrasts with the fitted pants, while the boots ground the outfit. It’s the kind of look that feels cozy at home but also works well outside.

10. Cargo Pants with UGGs

Cargo pants are back in style, and they pair surprisingly well with UGG boots. An olive or beige pair with a simple t-shirt and a bomber jacket makes the outfit functional and trendy. UGGs add comfort and give the outfit a seasonal finish.

The utility vibe of cargo pants pairs well with the softness of UGGs, creating an unexpected but stylish mix. This combination feels modern and practical, perfect for fall activities outdoors or casual weekends.

11. UGGs with a Wool Coat

A wool coat brings sophistication, and when styled with UGGs, it creates an outfit that feels balanced. Slim trousers or chinos underneath complete the look. Neutral tones like black, camel, or gray keep it classic.

This outfit proves that UGGs can work beyond casual settings. They add warmth and comfort to a polished look, making it suitable for city walks, dinners, or even semi-formal events.

12. Turtleneck with UGG Boots

A turtleneck sweater paired with UGG boots creates a timeless look. Slim-fit jeans or tailored pants keep the style sleek, while the boots add the comfort factor. Adding a peacoat or trench makes the outfit even more stylish.

The charm of this combination is in its simplicity. The turtleneck elevates the outfit, and the UGGs prevent it from feeling too formal. It’s the perfect balance between smart and casual.

13. Streetwear Hoodie with UGGs

Streetwear fashion pairs effortlessly with UGGs. Oversized hoodies, ripped jeans, and a pair of chestnut boots create a relaxed yet trendy outfit. It’s the kind of look that feels easygoing but stylish enough for everyday wear.

The mix of streetwear elements with UGGs works well because both share a casual foundation. The outfit feels approachable, and the boots keep it grounded in the season. It’s a go-to for men who want comfort without sacrificing style.

14. UGGs with Quilted Jacket

Quilted jackets add texture and warmth, making them a perfect match for UGGs. Chinos or jeans round out the outfit, keeping it balanced. Neutral UGG boots like tan or gray fit seamlessly into this style.

This outfit works because it brings together functional pieces that are also stylish. The quilted jacket feels very “fall,” while the boots add the cozy finishing touch. It’s a reliable outfit for everyday wear.

15. Sweatpants with UGG Classics

Sometimes simple is the best approach. Sweatpants paired with classic UGG boots and a hoodie create a comfortable outfit that works for travel, lazy weekends, or running errands. Stick to neutral colors to keep it polished.

This combination is proof that comfort doesn’t have to mean sloppy. The boots elevate the outfit just enough so it feels intentional. It’s the perfect balance of practicality and style.

16. Flannel Overshirt with UGGs

A flannel overshirt layered over a t-shirt pairs naturally with jeans and UGGs. The pattern adds a seasonal touch, and the boots keep the outfit casual and comfortable. It’s an easy outfit that feels timeless.

This style works especially well for weekends or relaxed outdoor settings. The flannel brings in the classic fall vibe, while the boots make the outfit ready for cooler weather. It’s a dependable choice that always works.

17. Puffer Vest with UGGs

Layering a puffer vest over a hoodie or sweater creates a cozy outfit that pairs perfectly with UGG boots. Slim pants underneath keep the look modern. The vest keeps you warm without being bulky, and the boots add to the comfort.

This outfit is perfect for transitional weather in fall. It shows how you can build layers without overcomplicating your look. The UGGs keep the outfit from feeling too sporty, giving it a more casual and stylish edge.

18. Corduroy Pants with UGG Boots

Corduroy pants are classic fall essentials. Dark shades like brown or navy paired with chestnut UGGs and a crewneck sweater make for a seasonal outfit that feels rich and textured.

This look works because corduroy brings depth while the boots keep it casual. It’s a great way to lean into fall fashion without looking like you’re trying too hard. Warm, stylish, and easy to wear.

19. UGGs with Layered Hoodie and Trench Coat

Layering a hoodie under a trench coat creates a smart, city-ready style. Slim trousers paired with UGG boots add comfort and uniqueness. It’s a modern way to mix casual with formal pieces.

This outfit works especially well for urban settings where you want to stay warm but still look stylish. The trench coat adds refinement, while the UGGs give it an approachable twist.

20. Monochrome Outfit with UGGs

A monochrome outfit always looks polished. Try all-black, all-gray, or all-beige clothing with matching UGG boots. The uniform color scheme makes the outfit feel intentional and modern.

What makes this look great is its simplicity. It doesn’t require effort, but it creates a clean and sharp result. Matching UGGs tie the whole outfit together, making it stylish with minimal work.

Extra Section: Tips for Styling Men’s UGGs

When styling UGGs, the key is balance. Slim or tapered pants work best because they keep the proportions clean. Baggy pants can overpower the boots, while fitted ones highlight them in a stylish way.

Another important tip is to stick with neutral colors. Shades like tan, gray, black, and navy pair easily with UGGs. They allow the boots to blend naturally into your outfit instead of standing out awkwardly.

Oversized tops like hoodies and sweaters can also work well, but pair them with fitted pants. This way, the outfit feels relaxed without being shapeless. And finally, don’t overthink styling UGGs. Their charm is in their comfort and ease.

Conclusion

Men’s fall outfits styled with UGGs show that fashion doesn’t have to be complicated. From jeans and hoodies to wool coats and chinos, UGGs can be the foundation of both casual and smart outfits. They bring comfort, warmth, and a timeless look when styled correctly.

This fall, consider giving UGGs a chance in your wardrobe. Whether you’re staying in, heading to the office, or going out with friends, these boots can adapt to the moment. With these outfit ideas, you’ll stay comfortable while looking effortlessly stylish all season long.