Are you struggling with the question: How to style a varsity jacket to get the ultimate casual look? No worry! Whenever you’re going for classic preppy vibes or laid-back fit, this iconic jacket is a must-have item in any wardrobe. In this article, JacketWow wil show you the best ways to rock your varsity jacket with confidence and flair!
1. What Makes a Varsity Jacket Unique?
Fast forward to the early 1900s, and the sweater evolved into a jacket. It kept its wool core but got a stylish upgrade with leather sleeves. Over time, that Varsity look stayed tied to athletic greatness. But by the 1950s, it started doubling as a fashion statement for both guys and gals.
Varsity jackets catch attention because they unite wool fabric with leather sleeves together with ribbed trimmings and embroidered decorations. If you’re wondering how much is a varsity jacket, the price can vary depending on the materials used, customization options, and brand..
The unique design doesn’t stop there! The jacket functionality is enhanced by practical snap buttons that also create a stylish appearance which the sporty diagonal lines on the collar or cuffs or the hem execute effectively. A letterman jacket adorns one of the front, back or sleeve sections to establish its status as an iconic piece.

2. How to Style a Varsity Jacket for a Casual Everyday Look? 18 Inspired- Ideas You Can Try
Jacket trends are constantly changing, especially regarding varsity style, and we’re here to help you curate the latest and most up-to-date ideas. Check out these 18 great ideas below to get more mindset for your clothes!
2.1 With Straight-Leg Jeans – A Classic, Effortless Vibe
Putting on a varsity jacket with straight-leg jeans gives off a laid-back, cool vibe. This combo brings a classic look that seems put-together without much fuss. To balance things out, pick medium to dark jeans for a sleek touch, or go lighter for an old-school feel. Also, layers make a big difference in the overall look. So If you’re wondering how should a varsity jacket fit? The short trick is to throw on a plain crew-neck tee or a snug hoodie underneath to keep things chill but sharp.

2.2 With Wide-Leg Pants – Trendy and Streetwear-Inspired
This pair works great because the loose pants create a contrast with the jacket’s shape, giving you a balanced yet hip look. For the best effect, go for plain or single-color wide-leg pants. They set up a versatile base that lets the varsity jacket’s bold details or stitching grab attention.

2.3 With Joggers – Sporty and Comfortable
Choosing the perfect fit of joggers will achieve this sporty look. Your outfit choice should be a slim or slim-fit jogger in a solid color with no pattern. This outfit choice allows you to maintain a classy look while preventing unwanted sloppy looks. The jacket needs to have a suitable lining.

2.4 With Chinos – A Smart-Casual Balance
If you want to look more polished but still comfortable, try pairing a varsity jacket with chinos. This combination works well when you want to look nice but not too fancy. If possible, stick to neutral chinos like beige, navy, or olive. These colors work well with most varsity jacket designs. What you wear underneath can change the whole outfit. A plain polo or sweater will make this look smart.

2.5 With a Button-Up & Dress Pants – Semi-Formal Yet Relaxed
In particular, your outfit will be more formal when you have dark or light-colored trousers that fit well. The wearing still maintains a professional look because its appearance is always neat. The choice of shirt also plays an important role. A classic white button-down shirt always brings an elegant look, but a patterned shirt allows you to express yourself creatively.

2.6 With a White Tee & Ripped Jeans – Cool and Edgy
For a casual rebellious look, you need to combine a varsity jacket with a white T-shirt and ripped jeans. The combination of ripped jeans gives the outfit a personality, but the varsity jacket still maintains a neat look. Choose a white T-shirt that fits well or is loose. The white T-shirt will create a great contrast to mix with denim, showing its rough texture.

2.7 With a Hoodie – Warm, trendy layering
A varsity jacket paired with a hoodie creates a cool yet casual outfit. In cold weather, this hoodie provides extra warmth, which is perfect for this combination. Therefore, you should choose a loose hoodie in a natural or dark tone to create a street-like outfit when worn with the jacket.

2.8 With Shorts – Sporty and Fresh
True fashion points out that the varsity jacket pairs well with shorts to create a both sporty and stylish look. These two elements are extremely suitable for seasons with frequent temperature changes. Choosing between traditional denim shorts and athletic shorts will determine your style between casual or sporty.

2.9 With a Mini Skirt – Chic with an athletic touch
The varsity jacket looks feminine when combined with a miniskirt. The tennis skirt and mini leather version pair to create a fashion-forward relationship between energetic sportswear and elegant fashion. Eventually, you should wear either a fitted top or cropped sweater to maintain outfit equilibrium. You can achieve a casual appearance with sneakers but elevate your look with knee-high boots for a strong fashion highlight.

2.10 With Leggings – Casual and Comfy
A varsity jacket provides ultimate comfort when worn with leggings. You will feel polished yet relaxed in this outfit combination, which suits casual events. Wear basic black leggings, and you’ll obtain a sophisticated style, yet those who desire more flair can select printed or textured styles for individual style.

2.11 With a Turtleneck – Cozy and Stylish
Wearing a varsity jacket on top of a turtleneck creates an elegant yet comforting appearance. A turtleneck’s high neck supplies elegance to offset the varsity jacket’s casual sports characteristics. The choice of neutral shades will keep your ensemble subtle, while the brave color selection produces an eye-catching style.

2.12 With a Baseball Cap – Sporty Finishing Touch
A baseball cap serves as the perfect addition to varsity jackets because it expresses their sporting nature. The simultaneous use of these items produces a chill and athletic ensemble suitable for everyday casual activities. Besides, thick fabrics work best in solid caps for minimalist style, but logo caps bring attention when worn for dramatic effect.

2.13 With High-Top Sneakers – Retro and Athletic
The varsity jacket and high-top sneakers make a great streetwear duo. This outfit pair exudes retro-cool through a classic aesthetic, maintaining a dynamic style. To maintain the look, keep the measurements in check as the oversized varsity jacket pairs well with skinny or tapered jeans.

2.14 With a Scarf – Warm and Fashionable
As you probably know, the varsity jacket outfit can be warmed up by adding a scarf to maintain its style appeal. The sporty design of the varsity jacket allows for two styling approaches from a choice of scarves that will either match or contrast your chosen style. In short, a clean and trendy look can be a school-themed plaid or striped scarf with matching or contrasting tones.

2.15 With a Crossbody Bag – Practical and Trendy
An urban look is achieved by carrying a compact leather or nylon crossbody bag in colors like black, brown, or olive. As you can see, the neutral color spectrum from these bags works well with diverse varsity jackets while still maintaining the unity of the outfit. The bold street style goal can be achieved through a crossbody bag with a bold logo, vibrant color, or a utilitarian aesthetic with multiple compartments.

2.16 Cozy with a Sweater – Stay Warm, Stay Stylish!
Next, you should layer your varsity jacket with either a chunky knit sweater or fitted turtleneck for the ultimate blend of warmth and style. Indeed, the combination serves as an exceptional choice throughout cold days that enables you to maintain both warmth and a fashionable appearance.

2.17 Y2K with Cargo Pants – Go Bold and Nostalgic
People who enjoy traditional vintage fashion should definitely explore Y2K retro style designs. You know what? the combination of varsity jackets with baggy cargo pants forms an effortlessly cool streetwear appearance. The casual silhouette of cargo pants enhances the structured elegance of the jacket because of their loose fit for a balanced appearance.

2.18 Denim-on-Denim – A Bold Move That Just Works!
Get it! Trying on denim will give you the perfect outfit. This transformation happens exactly when you master the art of mixing and matching denim pieces in your varsity jacket outfit. The initial skepticism is understandable, but it turns out to be a style move that instantly creates polished and trendy outfits.

5. Celebrity Outfit Inspirations: How the Stars Style Varsity Jackets
In fact, more and more celebrity and KOLs are going out with the letterman jacket. Now, let’s check out how they are clothing:
Hailey Bieber’s Iconic Varsity Jacket Looks
Hailey Bieber’s fusion of street style and high fashion has taken her varsity jacket to the next level. Her oversized choices work perfectly with her athletic wear to elevate her look for both casual and work settings.

Simone Biles’ Custom Varsity Jacket Moment
World-renowned gymnast Simone Biles looks like she could be a style icon of the future as she continues her legendary athletic career. She showed off her signature style and laid-back style in a custom varsity jacket. The jacket was custom-made for her, and the designers incorporated bold prints and intricate embroidery to compliment her stunning figure.

Taylor Swift’s Vintage-Inspired Varsity Jacket Outfit
It’s no surprise that everyone’s favorite singer-songwriter Taylor Swift always makes sure to wear her favorite classics. It seems her version of the varsity jacket is no exception. Unlike other celebrities who often wear oversized jackets, Taylor prefers a classic, almost chic style.

FAQs
1. Is The Varsity Jacket Still Trendy?
Varsity jackets maintain their current trend status and will continue to be stylish in the year 2025. Fashion enthusiasts together with designers have chosen these classic jackets because of their ability to match any style.
2. How Do You Rock A Varsity Jacket?
When wearing a varsity jacket you have multiple outfit options which include pairing it with jeans and trousers as well as turtleneck tops. Apart from leather belts you should also wear nice shoes when dressing with a varsity jacket.
3. What Do You Put On A Varsity Jacket?
A vast array of items complements the varsity jacket successfully. People typically put their patches along with owner names and graduation years when they decorate varsity jackets.
4. What To Wear Under A Varsity Jacket Men?
When dressing in a varsity jacket, most male fashionistas select a base layer that fits well to achieve a smooth silhouette. Men typically select fitted t-shirts along with crewneck sweatshirts as their base for warmth and dress shirts as a professional touch in addition to polo-shirts.
Conclusion
In short, we cover the detailed guide on how to style a varsity jacket. Once a symbol of prestige reserved for top college athletes, the varsity jacket has evolved into a must-have fashion staple for everyone. Its adaptability allows it to seamlessly complement a variety of styles, making it suitable for nearly any occasion.
If you haven’t found the perfect one yet, explore the diverse selection at Jacketwow.com, where you’ll discover many varsity designs to showcase your unique personality and style.