Sweatshirt Combination for Men in 2025 Winter Season

Winter season is here, and it's time to upgrade your wardrobe with the perfect sweatshirt combination to stay fashionable and warm simultaneously. If you are looking for a casual look or layered ones, you will definitely get the best sweatshirt combination ideas here to stay sleek in this cold season.

The beauty of sweatshirts is that they adapt well to various styles, making them an indispensable choice in any winter outfit. Check out the combinations to try this winter:

1. Create a Timeless Piece With Jeans

A classic sweatshirt combination for men will be pairing it with just jeans. It is a timeless and effortless style. Dark-coloured denim, when paired with a neutral-toned sweatshirt, gives off that epitome of sleek, everyday fashion. This is great for casual outings, weekend get-togethers, or even low-key dinner dates.

Pair sneakers or loafers to further elevate your look to the next level and create the desired feel.

2. Sweatshirt Over Chinos Shorts

For those slightly warmer winter days or indoor settings, pairing a sweatshirt with chinos shorts is a smart and trendy option. Choose pastel or earth-toned chinos to contrast with a bold sweatshirt color. This look not only keeps you comfortable but also helps you stand out with its stylish and contemporary vibe.

This is one of the coolest sweatshirt outfit ideas. It bridges the gap between casual and semi-formal wear, keeping you comfortable and relaxed.

3. Look Stylish with a Jacket

Layering is quite important in winter fashion, and combining a sweatshirt with a jacket is the best way to stay warm and stylish. To achieve a rugged look, combine a zip-up jacket with a bomber or denim, while for a refined and classy look, layer a crew-neck sweatshirt under an already tailored coat.

A hoodie outfit for men is perfect for those who want to be warm without compromising on style, be it for a chilly morning commute or an evening hangout. Experiment with different textures, such as leather or shacket, to add more depth and character to your overall look.

4. Shirts under Sweatshirts

If you're wondering what to wear with sweatshirts for a smart yet casual vibe, try layering with a shirt underneath. A collared shirt peeking out from under a crew-neck sweatshirt adds structure and sophistication to your outfit, instantly upgrading your look.

This trend is perfect for office wear or semi-formal gatherings and showcases your creativity by allowing you to experiment with shirts under sweatshirts in unique ways. Choose checkered or solid shirts in contrasting colours to make them look more striking.

5. With Track Pants

For more comfort, wear a sweatshirt with track pants. This sweatshirt combination for men is perfect for lounging at home, running errands, or casual outings. Choose matching sets or mix contrasting colours to add some extra vibe.

This outfit idea has been popularly taken to a whole new level because of its sporty yet relaxed feel. It is one of the most trending winter sweatshirt ideas in 2025. Sporty shoes and minimal accessories can enhance this attire effortlessly.

6. Sweatshirt with Cargo Pants

Cargo pants are returning to fashion these days and look quite excellent when combined with a sweatshirt. When teamed up with the casual touch of sweatshirts, cargo pants create a very stylish and almost practical look. Pockets add a more rugged look while also being functional.

This combination is ideal for outdoor activities and adventurous winter weekends. It pairs perfectly with hiking boots or combat boots and is a great outfit for every terrain or weather condition.

7. Sweatshirt and Joggers

The final streetwear look is a sweatshirt with joggers—comfort combined with an edgy look. Choose fitted joggers and oversized sweatshirts for a fashionable silhouette. Stylish sweatshirt outfit ideas for guys can create a modern urban look that is both functional and fashionable.

Add sneakers, a beanie, and maybe a crossbody bag to complete this whole men's outfit, perfect for everything from gym sessions to coffee runs. You can also play with monochromatic colours or colour-blocking styles for added visual interest.

Our handpicked collection of sweatshirts features high-quality, unique designs and comfort, so you're sure to stay stylish during chilly days. 

Try these styling tips to level up your everyday dressing with sweatshirts:

• Accessories are the Key

Add scarves, beanies, or watches to elevate your sweatshirt outfit ideas effortlessly. These details can transform a simple look into a statement outfit.

• Layer Wisely

When layering a sweatshirt with a jacket or shirt underneath, make sure the fabrics go well together to maintain a balanced style.

• Fit Matters

Sweatshirts should fit your body type; oversized styles can work for streetwear but may not be suitable for every occasion.

• Play with Colors

Bold and pastel shades are trending in 2025. Experiment with these in your winter sweatshirt ideas while keeping neutral bottoms to balance the look.

• Footwear Forwards

Pair your sweatshirts with the right shoes—sneakers for casual looks, boots for rugged styles, and loafers for semi-formal outfits.

Sweatshirts are versatile and should be part of every winter wardrobe collection. On XYXX Crew, you can find the best winter outfit to pair with jeans, trousers or joggers. We offer sweatshirts that perfectly integrate comfort and style.

Our sweatshirts are brushed inside for the warmth and softness that winter clothes seek. Their ability to absorb moisture all day long keeps you smelling and feeling fresh.

1. What should we wear with a sweatshirt?

You can pair a sweatshirt with jeans, joggers, cargo pants, or chinos. Add jackets or shirts underneath for layering purposes and to enhance the look. Remember to experiment with your accessories to complete your sweatshirt outfit ideas.

2. Is the sweatshirt formal or casual?

Sweatshirts are mainly casual but can easily be dressed up for semi-formal occasions by layering with collared shirts or tailored jackets. This flexibility makes them a versatile choice for different occasions.

3. What types of pants go best with sweatshirts?

Depending on the event, jeans, joggers, chinos, cargo pants, and track pants can all be paired well with sweatshirts. Each pant style gives off a different vibe, making it perfect for wearing on various occasions.

4. Can a sweatshirt be worn over a shirt?

Yes, pairing shirts under sweatshirts is a great way to create a smart-casual outfit. Go for contrasting colours or textures to make it more interesting and classy.

5. What are some popular sweatshirt colours for winter 2025?

Some classics continue to this day, such as those in neutral colours like black, grey, or beige. But this year, there's a trend of mustard, teal, and burgundy for sweatshirts. You can easily stay on trend by experimenting with these colours.