Top 10 Ways to Style Your Men’s Designer Varsity Jackets for Rainy Day Fashion

When the weather takes a turn for the worse and rain clouds roll in, finding the perfect balance between staying dry and looking stylish can be a challenge. Fortunately, the men’s designer varsity jacket is the perfect solution to rainy day fashion dilemmas. With its timeless appeal, versatile design, and athletic aesthetic, a varsity jacket can effortlessly transition from chilly mornings to damp evenings while keeping you looking polished and ready for whatever the day brings.

Though varsity jackets are often associated with sportswear or casual street style, their designer iterations bring a sophisticated flair to rainy day wardrobes. With a range of fabrics, colors, and design elements, the men’s varsity jacket can be worn in countless ways to elevate your rainy-day look, whether you’re heading to work, meeting friends, or navigating a spontaneous adventure through the city.

1. Layer with a Hoodie for Ultimate Comfort

When the rain is coming down, comfort should be your priority but that doesn’t mean sacrificing style. Pair your designer varsity jacket with a simple hoodie underneath for the ultimate layered look. The cozy hoodie creates a comfortable foundation that works perfectly with the jacket’s sporty appeal, while the varsity jacket’s sleek structure gives the outfit a more refined finish.

Stick to neutral colors like grey, black, or navy for the hoodie, or mix things up with a pop of color if you want to stand out in the rain. A pair of joggers or slim-fit jeans complete this ensemble, offering both warmth and flexibility. Finish off with some classic high-top sneakers or waterproof boots to ensure your feet stay dry while looking effortlessly cool.

This combination strikes the perfect balance between sporty and casual, making it an ideal outfit for running errands, grabbing coffee with friends, or even just strolling through the city on a rainy day.

2. Pair with Slim-Fit Jeans for a Polished Casual Look

If you're looking for something a bit more polished but still casual enough for rainy days, pairing your varsity jacket with slim-fit jeans is the way to go. The sharp lines of slim jeans complement the tailored cut of the varsity jacket, creating a clean, well-balanced outfit. You’ll look put-together without feeling over-dressed, which is perfect for a rainy day outing.

For footwear, opt for leather boots or stylish rain boots to add a touch of sophistication while keeping your feet dry. A simple t-shirt or lightweight sweater underneath the jacket will complete the look without overloading the outfit. You can even add a scarf or beanie for an extra layer of warmth and style. This look works well for both casual events and low-key dinners, ensuring that you stay comfortable and chic no matter what the rain brings.

3. Go Monochrome for a Sleek, Streamlined Aesthetic

When in doubt, opt for a monochrome look. This approach takes the guesswork out of outfit pairing and ensures that your ensemble is cohesive and stylish. Pair your designer varsity jacket with pieces in similar tones think all-black or grey for a sleek and streamlined aesthetic.

A black t-shirt or turtleneck underneath the jacket, combined with black or grey jeans, will create a visually balanced outfit that’s simple yet eye-catching. The varsity jacket serves as the statement piece, and its contrast against the dark colors makes it pop without looking too flashy. For footwear, go for black boots or classic black sneakers to keep the monochrome theme going strong.

This look is perfect for those rainy days when you want to look effortlessly chic without overdoing it.

4. Dress It Up with a Button-Down Shirt

For a more elevated rainy-day look, try layering your varsity jacket over a button-down shirt. This combination takes the classic sporty jacket and adds a layer of sophistication. Opt for a fitted button-down shirt in a neutral color like white or light blue to create a sharp contrast against the varsity jacket’s casual feel.

Pair it with chinos or slim-fit trousers for a smart-casual vibe that’s perfect for work, lunch meetings, or any occasion where you want to maintain a polished look while staying comfortable. For footwear, leather loafers or stylish sneakers will work well, and you can top it off with a sleek leather belt or a watch to add a refined touch.

The beauty of this look is that it elevates the varsity jacket beyond street style, transforming it into a piece that can be worn in more formal settings, even in rainy weather.

5. Layer Over a Crewneck Sweatshirt for Warmth

When the temperatures dip and the rain keeps falling, layering your varsity jacket over a crewneck sweatshirt is the perfect way to stay warm while looking stylish. The crewneck adds another layer of comfort and insulation, while the varsity jacket’s structure keeps you looking sharp and ready for anything.

Pair this combination with black or grey sweatpants or dark jeans for a relaxed yet put-together vibe. For footwear, go for waterproof sneakers or high-top sneakers to maintain a sporty look while keeping your feet dry. This outfit is ideal for rainy-day relaxation, whether you’re lounging around at home or grabbing lunch with friends.

This look is a great example of how to balance casual style with functionality on rainy days. It’s all about layering smartly without compromising on comfort or flair.

6. Opt for a Graphic Tee for Bold Street Style

Music festivals and concerts often happen during rainy weather, but that doesn’t mean you have to sacrifice style. Pair your varsity jacket with a bold graphic tee to channel some street style energy while staying dry. The graphic tee adds a touch of personality and makes the varsity jacket feel more playful and expressive.

Pair the look with distressed denim jeans or cargo pants to enhance the streetwear vibe. Sneakers or waterproof boots will keep your feet dry without sacrificing style. Throw on some accessories like a cap or a chain necklace to complete the ensemble. This is the perfect look for festivals, casual meetups, or any event where you want to make a statement while keeping comfortable in the rain.

7. Combine with a Hoodie and Cargo Pants for a Rugged Look

For a more rugged, utilitarian look, style your varsity jacket with a hoodie and cargo pants. The hoodie adds extra warmth and comfort, while the cargo pants contribute to the practical, military-inspired vibe. This outfit is perfect for those rainy days when you want to look tough but still stay functional.

Go for neutral-colored cargo pants in shades of khaki or olive green, and pair them with a contrasting hoodie in dark tones like navy or grey. Finish the look with rugged boots or waterproof sneakers to ensure comfort on rainy days. The varsity jacket adds the perfect amount of structure to this outfit, keeping you warm without looking too bulky.

This rugged, utilitarian look is perfect for a day spent exploring the city or running errands in the rain.

8. Create a Casual Smart Look with a Polo Shirt

If you're looking to balance casual and smart styles, try pairing your varsity jacket with a polo shirt. The clean lines and sharp collar of the polo shirt give the look a preppy feel, while the jacket adds a touch of street style. This combination works well for a variety of occasions, from casual days at work to meetups with friends in the rain.

Opt for a fitted polo shirt in classic colors like navy, white, or burgundy, and pair it with chinos or slim-fit jeans. Leather sneakers or loafers will keep the look polished, while still ensuring comfort in the rain. This outfit strikes the perfect balance between sporty and smart, making it an excellent choice for any occasion.

9. Layer Over a Bomber Jacket for Extra Warmth

If you’re dealing with a particularly cold, rainy day, layering your varsity jacket over a bomber jacket adds both style and warmth. The bomber jacket provides additional insulation, while the varsity jacket adds a touch of street-smart flair. The contrast between the two jackets creates a visually dynamic look that’s perfect for layering in cooler weather.

Pair this combo with slim-fit jeans or thermal leggings and waterproof boots. This layered look is great for both rainy days and colder temperatures, offering warmth without sacrificing style. Whether you're heading out for a day of sightseeing or grabbing dinner with friends, this outfit will keep you looking stylish and cozy.

10. Pair with Dark Slim-Fit Jeans for a Sharp Look

For a sharp and clean look, pair your varsity jacket with dark slim-fit jeans. This pairing creates a sleek, streamlined silhouette that’s perfect for a more refined rainy day outfit. The fitted jeans contrast well with the jacket’s structure, and the result is an outfit that looks both polished and casual.

Add a simple t-shirt or henley underneath the jacket for an easygoing, comfortable vibe. Waterproof boots or loafers will keep the look grounded while ensuring your feet stay dry. This sharp, clean look works well for a variety of rainy-day events, from meetings to dates or casual outings in the rain.

Conclusion:

Elevating Your Rainy Day Fashion with a Varsity Jacket

The men’s designer varsity jacket is a versatile outerwear piece that can be styled in many ways to suit your rainy day fashion needs. Whether you're opting for a relaxed look with a hoodie and cargo pants or dressing up with a polo shirt and chinos, the varsity jacket adds a sporty, fashionable edge to any outfit. By pairing it with the right pieces whether it’s slim-fit jeans, graphic tees, or layered jackets you can create a range of looks that keep you comfortable and stylish, no matter the rain.

The key is to balance practicality with style, ensuring that your outfit is functional enough for wet conditions while still looking sharp. So, the next time the weather takes a turn, reach for your varsity jacket and create an outfit that combines the best of fashion and function.