Warmth and comfort are the most important factors in winter wear, but style doesn’t have to be sacrificed. Sweatpants may be a crucial component of an effortlessly stylish yet casual ensemble, whether you’re relaxing around the house, running errands, or meeting friends for coffee. Whether you want to wear them with fitted coats and bulky knits or layer them with sneakers or boots, these 40 winter-appropriate sweatpants outfit ideas for men will keep you warm without sacrificing style.
1. Sweatpants with Puffer Jacket & Beanie
Pair classic sweatpants, preferably in neutral colors like gray, black, or navy, with a puffer jacket to trap warmth. The beanie adds a casual, laid-back feel while keeping your head warm. Opt for chunky sneakers or casual boots to round off this look.
Top: Puffer jacket layered with a beanie.
Bottom: Neutral-colored sweatpants with chunky sneakers.
2. Hoodie with Sweatpants & Leather Jacket
The leather jacket adds an element of edginess and gives the outfit structure, while the hoodie and sweatpants provide comfort. Black or gray sweatpants work best to create a contrast with the leather, and adding a pair of white sneakers or combat boots completes the look. This is a versatile outfit perfect for casual outings or a relaxed night out.
Top: Hoodie under a sleek leather jacket.
Bottom: Fitted sweatpants with white sneakers or combat boots.
3. Crewneck Sweater & Fitted Sweatpants
Wear a crewneck sweater with slim or tapered sweatpants in coordinating colors for a more tailored effect. Tucking in a small portion of the sweater at the front can add definition to your waistline, giving the outfit more structure. Add sleek sneakers, like low-top leather trainers, to keep the look polished. This is ideal for casual Fridays at work or brunch with friends in colder weather.
Top: Cozy crewneck sweater for a comfy and sleek look.
Bottom: Slim sweatpants with low-top leather sneakers.
4. Sweatpants & Denim Jacket with Scarf
Denim jackets never go out of style, and when layered over sweatpants, they create a rugged yet relaxed look. Pairing the jacket with a T-shirt or a thermal shirt underneath keeps it simple, while a woolen scarf adds an extra layer of warmth and style. This look works well with either sneakers or casual boots, giving you flexibility based on your activity.
Top: Flannel shirt with a puffer vest.
Bottom: Casual sweatpants paired with boots or sturdy sneakers.
5. Sweatpants with Trench Coat & Turtleneck
For those who want to add sophistication to their sweatpants, pair them with a fitted turtleneck and a classic trench coat. Choose sweatpants that are slim and streamlined to keep the outfit from looking too casual. The trench coat adds a refined touch, while the turtleneck keeps things warm and classy. Finish the look with leather boots or high-quality sneakers for an unexpected but stylish combination.
Top: Fitted turtleneck with a trench coat.
Bottom: Slim-fit sweatpants with leather boots or high-end sneakers.
6. Oversized Hoodie, Sweatpants & Chunky Sneakers
This streetwear look is all about comfort and bold proportions. Chunky sneakers add height and give the outfit a contemporary street style vibe. Stick to monochromatic tones or experiment with contrasting colors to make the look stand out. Perfect for casual hangouts, weekend lounging, or a relaxed day in the city.
Top: Oversized hoodie.
Bottom: Matching sweatpants and chunky sneakers.
7. Sweatpants with Wool Overcoat & Boots
Wool overcoats bring an elevated touch to any outfit, and they pair surprisingly well with sweatpants. Leather boots or Chelsea boots give the outfit an upscale edge, making it suitable for semi-casual winter events where warmth and style are key. This outfit is great for more formal social gatherings or casual business meetings in winter.
Top: Stylish wool overcoat.
Bottom: Tapered sweatpants with leather or Chelsea boots.
8. Sweatpants with Bomber Jacket & Knit Beanie
Bomber jackets are timeless and can add a sporty edge to any outfit. Pair one with sweatpants for a casual, functional look. A knit beanie not only provides warmth but also complements the laid-back style. This combo works well with either sneakers or high-tops, depending on how casual you want to go. Ideal for weekend outings or casual dates in the winter.
Top: Bomber jacket with a knit beanie.
Bottom: Sweatpants with sneakers or high-tops.
9. Sweatpants & Cable Knit Sweater with Sneakers
A cable knit sweater adds texture and a cozy, winter-ready feel to your sweatpants look. Pair slim-fit or tapered sweatpants with a chunky, warm sweater to balance out the proportions. Finish the look with clean white sneakers to keep the outfit modern and sharp. This ensemble works great for laid-back office days or meeting friends at a café during colder months.
Top: Chunky cable knit sweater.
Bottom: Tapered sweatpants with white sneakers.
10. Sweatpants with Flannel Shirt & Puffer Vest
Flannel shirts are synonymous with warmth and ruggedness. Layer one over a long-sleeve thermal or T-shirt and pair it with sweatpants for an outdoorsy, comfortable look. The addition of a puffer vest keeps your core warm while allowing for more movement in the arms. Boots or sturdy sneakers are a great footwear option here, making it ideal for hiking, outdoor activities, or casual winter outings.
Top: Flannel shirt under a puffer vest.
Bottom: Relaxed sweatpants with boots or sneakers.
11. Monochromatic Tracksuit with Sneakers
Monochromatic tracksuits have become a stylish staple in modern menswear. Opt for matching sweatpants and a zip-up or pullover sweatshirt in the same color for a streamlined, cohesive look. Whether you go for black, gray, or something bold, this outfit is perfect for running errands or casual meetups. Pair it with minimalist sneakers to complete the sleek aesthetic
Top: Matching zip-up or pullover.
Bottom: Coordinated sweatpants with minimalist sneakers.
12. Sweatpants with Quilted Jacket & Chelsea Boots
Quilted jackets are perfect for adding a refined yet casual layer to your winter wardrobe. Pair them with slim-fit sweatpants for a sleek look, and finish with Chelsea boots to bring the whole outfit together. The structured design of the jacket contrasts nicely with the relaxed fit of the sweatpants, making this outfit suitable for casual evenings out or relaxed office settings.
Top: Quilted jacket.
Bottom: Slim sweatpants with Chelsea boots.
13. Sweatpants with Hoodie, Overcoat & Sneakers
Layering a hoodie under an overcoat is an unexpected yet stylish combination. Pair this duo with fitted sweatpants for a balanced look that blends casual and formal elements. Add some clean sneakers to keep it modern and functional. This outfit is perfect for urban environments where you need both warmth and style.
Top: Hoodie under a stylish overcoat.
Bottom: Fitted sweatpants with clean sneakers.
14. Sweatpants with Turtleneck & Bomber Jacket
The turtleneck adds a sophisticated touch to the typically casual sweatpants, while a bomber jacket brings in a youthful, modern edge. Choose sweatpants with a tapered or slim fit to complement the sleek lines of the turtleneck. Finish the look with combat boots or high-top sneakers for a winter-ready outfit that’s both comfortable and stylish.
Top: Turtleneck with a bomber jacket.
Bottom: Sweatpants with combat boots or high-tops.
15. Sweatpants with Varsity Jacket & High-Top Sneakers
Varsity jackets are a great way to add a sporty, nostalgic feel to your winter wardrobe. Pair them with sweatpants and high-top sneakers for a youthful, college-inspired look. Keep the sweatpants fitted to avoid overwhelming the silhouette and consider bold colors or logos on the jacket to make the outfit pop. Perfect for casual outings or a day of relaxing.
Top: Varsity jacket.
Bottom: Fitted sweatpants with high-top sneakers.
16. Sweatpants & Hoodie with Parka Coat
For colder days, a parka coat is essential. Layer it over a hoodie and sweatpants for a functional, winter-ready look that still feels stylish. A parka’s longer length and insulated design keep you warm, while the hoodie and sweatpants maintain comfort. Boots or winter sneakers are the perfect footwear choice to complete the outfit, ideal for braving the cold outdoors.
Top: Hoodie layered with a parka coat.
Bottom: Slim sweatpants with winter sneakers or boots.
17. Sweatpants with Sherpa-Lined Denim Jacket
Sherpa-lined denim jackets provide extra warmth and add a rugged, vintage feel to any outfit. Pair them with sweatpants for a cozy yet stylish winter look. Opt for earthy tones or dark neutrals for the sweatpants to complement the rugged jacket. Sneakers or work boots complete the look, making it ideal for casual winter outings.
Top: Sherpa-lined denim jacket.
Bottom: Earth-toned sweatpants with boots or sneakers.
18. Sweatpants with Longline Coat & Beanie
For a more tailored winter look, opt for a longline coat paired with tapered sweatpants. This combination strikes a balance between relaxed and formal, especially when paired with a neutral-colored beanie. Sneakers keep the outfit casual, while the coat adds a touch of elegance. Ideal for city strolls or casual meetings during the colder months.
Top: Tailored longline coat.
Bottom: Tapered sweatpants with casual sneakers.
19. Sweatpants with Hooded Flannel Shirt & Sneakers
Hooded flannel shirts offer both warmth and style, especially when layered with sweatpants for a laid-back winter outfit. The flannel adds a rugged, outdoorsy feel, while sneakers keep the look casual and functional. Ideal for casual outdoor activities or hanging out with friends.
Top: Hooded flannel shirt.
Bottom: Casual sweatpants with sneakers.
20. Sweatpants with Peacoat & Leather Sneakers
A peacoat paired with slim-fit sweatpants creates a polished yet relaxed winter look. The structured peacoat elevates the sweatpants, making this outfit suitable for more formal settings like dinners or casual office wear. Leather sneakers bring the look together with a clean, modern finish.
Top: Structured peacoat.
Bottom: Slim-fit sweatpants with leather sneakers.
21. Sweatpants with Hoodie & Puffer Vest
Layering a hoodie with a puffer vest creates a warm, sporty look. Opt for slim sweatpants to balance the puffer vest’s bulk and keep the silhouette streamlined. Sneakers, particularly in coordinating colors, help complete the laid-back but functional outfit. Ideal for running errands, casual walks, or a relaxed day out.
Top: Hoodie layered with a puffer vest.
Bottom: Slim sweatpants with coordinating sneakers.
22. Sweatpants with Quilted Shirt Jacket & Sneakers
Quilted shirt jackets add structure and warmth to a casual sweatpants outfit. Pair them with slim-fit sweatpants for a balanced, winter-ready look. Sneakers keep the outfit casual, while the quilted jacket adds a layer of sophistication. Perfect for weekend outings or outdoor activities.
Top: Quilted shirt jacket.
Bottom: Slim sweatpants with sneakers.
23. Sweatpants with Fleece Jacket & Knit Hat
A fleece jacket is both functional and cozy, ideal for pairing with sweatpants during the colder months. Add a knit hat for extra warmth and style. Finish the look with sneakers or winter boots for a versatile, outdoor-ready outfit.
Top: Cozy fleece jacket with a knit hat.
Bottom: Casual sweatpants with sneakers or boots.
24. Sweatpants with Bomber Jacket & Oversized Scarf
For a stylish winter ensemble, pair a bomber jacket with sweatpants and an oversized scarf. The scarf adds texture and warmth, while the bomber jacket keeps the look modern and street-style ready. Finish with sneakers or boots for a complete, layered winter outfit.
Top: Bomber jacket with an oversized scarf.
Bottom: Sweatpants with sneakers or boots.
25. Sweatpants with Mock Neck Sweater & Overcoat
Pairing a mock neck sweater with an overcoat and slim sweatpants creates a sleek, sophisticated winter look. This outfit balances formal and casual elements perfectly, ideal for winter events or semi-casual office wear. Complete the look with leather sneakers or boots for added polish.
Top: Sleek mock neck sweater under an overcoat.
Bottom: Fitted sweatpants with boots or leather sneakers.
26. Sweatpants with Henley Shirt & Quilted Vest
A Henley shirt layered with a quilted vest and sweatpants creates a functional, stylish outfit perfect for winter. The Henley adds texture, while the quilted vest offers warmth and structure. Sneakers or boots keep the outfit relaxed yet put-together, ideal for weekend outings or casual dinners.
Top: Henley shirt with a quilted vest.
Bottom: Relaxed sweatpants with sneakers or boots.
27. Sweatpants with Military Jacket & Hiking Boots
For a rugged, outdoorsy look, pair sweatpants with a military-style jacket and hiking boots. The jacket adds structure, while the boots ensure you’re ready for any winter adventure. Ideal for hiking, outdoor excursions, or simply embracing a tougher, utility-driven style.
Top: Military-style jacket.
Bottom: Rugged sweatpants with hiking boots.
28. Sweatpants with Turtleneck & Wool Coat
A slim turtleneck paired with sweatpants and a wool coat creates a sleek, sophisticated winter look. Opt for neutral tones in the turtleneck and sweatpants to complement the elegance of the wool coat. Finish the outfit with leather boots or polished sneakers for a refined touch.
Top: Turtleneck under a wool coat.
Bottom: Slim sweatpants with leather boots.
29. Sweatpants with Hoodie & Down Jacket
For those extra cold days, layering a down jacket over a hoodie and sweatpants ensures both warmth and style. The down jacket provides insulation, while the hoodie and sweatpants keep things casual. Athletic sneakers or boots complete the look, perfect for winter walks or running errands.
Top: Hoodie layered under a down jacket.
Bottom: Sweatpants with athletic sneakers or boots.
30. Sweatpants with Button-Up Shirt & Cardigan
Layering a button-up shirt with a cardigan and pairing it with slim-fit sweatpants creates a smart-casual winter look. The button-up adds structure, while the cardigan keeps things cozy. Loafers or sleek sneakers complete this look, making it perfect for casual office wear or a weekend brunch.
Top: Button-up shirt with a cozy cardigan.
Bottom: Slim-fit sweatpants with loafers or sneakers.
31. Sweatpants with Corduroy Jacket & Knit Beanie
Corduroy jackets add texture and warmth to a winter outfit, especially when paired with sweatpants. Add a knit beanie to complement the cozy vibe and opt for boots or sneakers to keep the look grounded. Ideal for casual outings or winter walks.
Top: Textured corduroy jacket with a knit beanie.
Bottom: Fitted sweatpants with boots or sneakers.
32. Sweatpants with Hooded Coat & Leather Boots
For a chic, elevated look, pair sweatpants with a hooded coat and leather boots. The tailored coat and boots add polish to the casual sweatpants, making this outfit suitable for semi-formal occasions or dinners. Opt for slim-fit sweatpants to maintain a sleek silhouette.
Top: Tailored hooded coat.
Bottom: Slim sweatpants with leather boots.
33. Sweatpants with Sherpa-Lined Hoodie & Sneakers
A sherpa-lined hoodie provides maximum warmth, making it a great match for sweatpants in the winter. This outfit is perfect for lounging at home or running casual errands. Add sneakers to complete the look, ensuring comfort and style all day long.
Top: Cozy sherpa-lined hoodie.
Bottom: Sweatpants with sneakers for a relaxed look.
34. Sweatpants with Knit Sweater & Vest
A knit sweater adds texture and warmth, while a quilted or puffer vest provides an extra layer of insulation. Pair them with fitted sweatpants for a stylish yet cozy winter outfit. Leather sneakers or boots complete the ensemble, perfect for winter get-togethers or casual events.
Top: Knit sweater layered with a vest.
Bottom: Fitted sweatpants with sneakers or boots.
35. Sweatpants with Hoodie & Camel Coat
For a more refined take on casual dressing, pair a hoodie and sweatpants with a camel coat. The coat elevates the relaxed fit of the hoodie and sweatpants, making this outfit a fashionable yet functional option for winter. Finish with sneakers for a modern twist.
Top: Casual hoodie layered with a camel coat.
Bottom: Fitted sweatpants with sneakers.
36. Sweatpants with Double-Breasted Coat & Beanie
A double-breasted coat brings a level of formality to an otherwise casual sweatpants outfit. Add a beanie for a more laid-back feel and pair the look with sneakers to balance the formality of the coat. Ideal for casual winter outings or even a date night.
Top: Double-breasted coat with a beanie.
Bottom: Fitted sweatpants with sneakers.
37. Sweatpants with Fleece Pullover & Beanie
For an ultra-cozy outfit, pair sweatpants with a fleece pullover and a beanie. This look is perfect for staying warm on chilly days without sacrificing style. Add boots or sneakers depending on your activity, whether it’s running errands or enjoying outdoor activities.
Top: Warm fleece pullover with a beanie.
Bottom: Sweatpants with boots or sneakers.
38. Sweatpants with Plaid Shirt & Puffer Jacket
A plaid shirt layered under a puffer jacket creates a warm, rugged winter look. Pair it with fitted sweatpants for balance, and add hiking boots for a cohesive, outdoor-inspired outfit. Ideal for winter hikes or casual outings in nature.
Top: Plaid shirt layered with a puffer jacket.
Bottom: Relaxed sweatpants with hiking boots.
39. Sweatpants with Longline Hoodie & High-Tops
A longline hoodie adds a contemporary streetwear vibe to sweatpants. Pair with high-top sneakers to complete the laid-back, modern look. Add a beanie or cap to keep it casual and cool. Perfect for a day in the city or hanging out with friends.
Top: Modern longline hoodie.
Bottom: Sweatpants with high-top sneakers.
40. Sweatpants with Henley Shirt & Shawl Cardigan
For a refined yet relaxed winter look, pair sweatpants with a Henley shirt and a shawl cardigan. The cardigan adds sophistication, while the Henley keeps things casual. Finish with leather sneakers or boots to create an effortlessly stylish winter outfit.
Top: Henley shirt layered with a shawl cardigan.
Bottom: Slim sweatpants with leather sneakers or boots.