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How to Style a Varsity Jacket: The Ultimate Guide

May 31, 2025 by Taqi H.

Varsity jackets — once worn to show off school pride — are now a major fashion must-have. They mix old-school charm with modern style, and they’re super easy to dress up or down. Whether you’re into chill outfits or bold streetwear, we’ve got you covered.

Here’s how to wear your varsity jacket for every kind of vibe:

1. Casual Cool

Perfect for: Everyday hangouts, coffee runs, or walks in the park
Pair with:

  • Slim-fit jeans or joggers

  • A plain or graphic tee

  • White or colorful sneakers

Style Tip:
Roll up your sleeves for a laid-back look. Add a baseball cap or a simple chain to finish it off.


2. Streetwear Edge

Perfect for: Urban vibes, weekend outings, fashion-forward days
Pair with:

  • An oversized hoodie

  • Cargo pants or ripped jeans

  • Chunky sneakers or high-tops

Style Tip:
Choose a varsity jacket with cool details like leather sleeves or bold patches. Let your hoodie peek out from underneath. Top it off with a crossbody bag or a beanie.


3. Smart Casual

Perfect for: Casual Fridays, dinner dates, or laid-back meetings
Pair with:

  • Chinos or dark jeans

  • A polo or button-down shirt

  • Loafers or clean, low-key sneakers

Style Tip:
Pick a simple varsity jacket in a neutral color like black, navy, or gray. Keep it clean and logo-free for a sleek look.


4. Athleisure Vibes

Perfect for: Gym trips, casual days, or sporty style lovers
Pair with:

  • Joggers or track pants

  • A fitted athletic tee or long-sleeve top

  • Sporty sneakers

Style Tip:
Match your jacket color with your joggers for a coordinated set. Add a cap or smartwatch for extra sporty flair.


5. Winter Layering

Perfect for: Cold days when you still want to look cool
Pair with:

  • A turtleneck or thermal top

  • Fitted jeans and boots

  • A wool scarf

Style Tip:
Layer your varsity jacket under a long coat or over a hoodie. Mix different textures like leather and wool for a warm and stylish look.


Bonus Tips: Varsity Jacket Dos & Don’ts

✅ DO:

  • Choose jackets made of quality wool and leather

  • Mix old-school and modern pieces

  • Let the jacket be the main focus of your outfit

❌ DON’T:

  • Wear too many clashing patterns

  • Pick one that’s too tight (you want room for layers)

  • Ignore matching your colors

 

There’s no better time to own your style. Shop Letterman Jackets or browse our instagram for design references today and find your perfect fit—custom-built, fairly priced, and made to last.

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