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Oversized Varsity Jacket

Showing 1–25 of 26 resultsSorted by price: low to high

Royal Division RD Chenille Wool Leather Sleeve Letterman Varsity Jacket
-46%
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Royal Division RD Chenille Wool Leather Oversized Letterman Varsity Jacket

Original price was: $259.99.Current price is: $139.99.
Athletics SA Black Wool Leather Oversized Letterman Varsity Jacket
-46%
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Athletics SA Black Wool Leather Oversized Letterman Varsity Jacket

Original price was: $259.99.Current price is: $139.99.
Midnight Club MC Oversized Navy Wool Leather Sleeve Letterman Varsity Jacket
-42%
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Midnight Club MC Oversized Navy Wool Leather Sleeve Letterman Varsity Jacket

Original price was: $239.99.Current price is: $139.99.
Burgundy Wool and Cream Leather Hooded Letterman Varsity Jacket
-52%
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Burgundy Wool and Cream Leather Hooded Letterman Varsity Jacket

Original price was: $289.99.Current price is: $139.99.
Midnight Avenue Embroidered Cropped Varsity Jacket Women Cherry Red Satin
-44%
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Midnight Avenue Embroidered Cropped Varsity Jacket Women Cherry Red Satin

Original price was: $259.99.Current price is: $144.99.
Arc Division Oversized Wool Blue Leather Sleeve Letterman Varsity Jacket
-38%
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Arc Division Oversized Wool Blue Leather Sleeve Letterman Varsity Jacket

Original price was: $239.99.Current price is: $149.99.
Hot Pink and Black Hooded Wool and Leather Varsity Jacket
-48%
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Hot Pink and Black Hooded Wool and Leather Varsity Jacket

Original price was: $289.99.Current price is: $149.99.
Blue and White Half Zip Hooded Wool and Leather Varsity Jacket
-48%
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Blue and White Half Zip Hooded Wool and Leather Varsity Jacket

Original price was: $289.99.Current price is: $149.99.
Cream Wool Navy Leather Hooded Letterman Varsity Jacket
-42%
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Cream Wool/Navy Leather Hooded Letterman Varsity Jacket

Original price was: $259.99.Current price is: $149.99.
Green Wool Black Leather Hooded Letterman Varsity Jacket
-48%
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Green Wool/Black Leather Hooded Letterman Varsity Jacket

Original price was: $289.99.Current price is: $149.99.
Phantom Black Label Wool Leather Sleeve Letterman Varsity Jacket
-38%
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Phantom Black Label Wool Leather Oversized Letterman Varsity Jacket

Original price was: $289.99.Current price is: $179.98.
Forest Saint Embroidered Cropped Varsity Jacket Women Forest Green Cream Leather
-27%
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Forest Saint Embroidered Cropped Varsity Jacket Women Forest Green Cream Leather

Original price was: $259.99.Current price is: $189.99.
Buy Mocha Maison Embroidered Cropped Varsity Jacket Women Brown Cream Leather
-27%
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Verde Edition Embroidered Cropped Varsity Jacket Women Forest Green

Original price was: $259.99.Current price is: $189.99.
Noir Script Embroidered Cropped Varsity Jacket Women All Black
-27%
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Noir Script Embroidered Cropped Varsity Jacket Women All Black

Original price was: $259.99.Current price is: $189.99.
Cream Society Embroidered Cropped Varsity Jacket Women Cream Black
-27%
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Cream Society Embroidered Cropped Varsity Jacket Women Cream Black

Original price was: $259.99.Current price is: $189.99.
Navy Atelier Embroidered Cropped Varsity Jacket Women Navy Cream
-27%
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Navy Atelier Embroidered Cropped Varsity Jacket Women Navy Cream

Original price was: $259.99.Current price is: $189.99.
Noir Rose Embroidered Cropped Varsity Jacket Women Scarlet Burgundy
-27%
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Noir Rose Embroidered Cropped Varsity Jacket Women Scarlet Burgundy

Original price was: $259.99.Current price is: $189.99.
Saint Club Embroidered Cropped Varsity Jacket Women Black Cream Leather
-27%
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Saint Club Embroidered Cropped Varsity Jacket Women Black Cream Leather

Original price was: $259.99.Current price is: $189.99.
Apex Division Embroidered Cropped Varsity Jacket Women Pink White Leather
-27%
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Apex Division Embroidered Cropped Varsity Jacket Women Pink White Leather

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Original price was: $259.99.Current price is: $189.99.
Mocha Maison Embroidered Cropped Varsity Jacket Women Brown Cream Leather
-27%
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Mocha Maison Embroidered Cropped Varsity Jacket Women Brown Cream Leather

Original price was: $259.99.Current price is: $189.99.
Royal Poison Embroidered Cropped Varsity Jacket Women Purple Black
-27%
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Royal Poison Embroidered Cropped Varsity Jacket Women Purple Black

Original price was: $259.99.Current price is: $189.99.
Black Wool Leather Oversized Letterman Varsity Jacket
-25%
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Terracotta Wool/Black Leather Oversized Letterman Varsity Jacket

Original price was: $359.99.Current price is: $269.99.
Grey Wool Leather Longline Letterman Varsity Jacket Women
-35%
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Stone Grey Wool/Leather Longline Letterman Varsity Jacket

Original price was: $459.99.Current price is: $299.99.
Tan Wool Leather Longline Oversized Letterman Varsity Jacket
-33%
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Sand Wool/Tan Leather Longline Oversized Letterman Varsity Jacket

Original price was: $449.99.Current price is: $299.99.
Wool Black Leather Oversized Letterman Varsity Jacket
-33%
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Chartreuse Wool/Black Leather Oversized Letterman Varsity Jacket

Original price was: $459.99.Current price is: $309.99.

DearVarsity Oversized Varsity Jackets

Some silhouettes just hit differently. The oversized varsity jacket is one of them — dropped shoulders, a roomy body, and that effortless streetwear energy that no fitted jacket can replicate. At DearVarsity, our oversized varsity jackets are designed in-house with the same premium construction standards as every other piece in our collection. Heavyweight 24oz melton wool bodies, premium full-grain leather sleeves, and a relaxed silhouette that gives you room without sacrificing structure — this is the oversized letterman jacket built for daily wear, serious layering, and making a statement without overthinking it. Whether you are shopping for a mens oversized varsity jacket or a womens oversized varsity jacket, DearVarsity has the one built for you. Shop today before top styles sell out.

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The Fit That Owns the Room Without Trying

An oversized varsity jacket is not just a relaxed fit — it is a deliberate silhouette. Dropped shoulders sit naturally without pulling, a roomy body gives you real layering freedom without the bulk, and the boxy structure holds its shape through daily rotation without collapsing. At DearVarsity, every oversized letterman jacket is cut to give you room without slack — the kind of fit that moves with you rather than fighting against you. Layer it over a hoodie on colder days for that street-ready warmth that streetwear was built around, or throw it over a tee and joggers for an effortless look that works everywhere. This is the oversized varsity jacket silhouette done with intention, not just made bigger.

Built Separately for Men and Women

DearVarsity mens oversized varsity jackets are built with dropped shoulders, extended sleeve length, and a body width designed specifically for the oversized male silhouette — not just a larger version of a regular fit. Clean lines, bold presence, structured enough to look intentional without restricting movement.

DearVarsity womens oversized varsity jackets are designed with adjusted proportions that deliver the relaxed oversized look without overwhelming a womens frame. Balanced shoulder width, considered sleeve drop, and a body width that gives the oversized silhouette without looking shapeless. These are not unisex jackets scaled differently — they are built separately for how men and women actually wear the oversized fit. Explore our full range of mens and womens oversized varsity jackets and find the one built for you.

How to Wear It

The DearVarsity oversized varsity jacket works across more combinations than most outerwear pieces in your wardrobe. For men — pair with straight jeans and boots for clean structured lines, or layer over a hoodie and cargo pants for maximum streetwear layering energy. For women — throw it over a slip dress for that unexpected contrast streetwear does best, or pair with skirts and bold accessories for a statement-making look. The oversized varsity jacket outfit is your canvas — DearVarsity gives you the best one to work with.

Premium Construction Behind the Relaxed Fit

The relaxed silhouette of a DearVarsity oversized varsity jacket does not mean relaxed construction standards. Every jacket starts with a heavyweight 24oz melton wool body built for structure and warmth that holds its shape through years of heavy rotation. Premium full-grain leather sleeves develop character over time, ribbed collar, ribbed cuffs, and ribbed waistband resist shrinking and over-stretching, and snap button or zip closures keep the classic letterman jacket character intact. Quilted lining delivers warmth without bulk for all-season layering. Every jacket is quality checked before shipping — stitching accuracy, hardware strength, lining finish — so what arrives reflects genuine DearVarsity craftsmanship, not just a big fit with a premium label.

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Why DearVarsity Oversized Varsity Jackets

  • Dropped shoulders and roomy body built for real layering freedom without sacrificing structure
  • Separately designed mens and womens cuts — proportional oversized fits for male and female sizing
  • Heavyweight 24oz melton wool body and premium full-grain leather sleeves for warmth, structure, and long-term wear
  • Ribbed collar, cuffs, and waistband built to resist shrinking and over-stretching through heavy rotation
  • Snap button and zip closure options maintaining the classic letterman character
  • In-house designs with premium construction and elevated streetwear detailing
  • Black, navy, grey, brown, forest green, red, and bold colorways available
  • Quality checked before shipping — every jacket inspected before it leaves
  • Free delivery USA and worldwide with 14-day easy returns on every order
  • All sizes available for men and women

Explore our full range of wool and leather oversized varsity jackets to find your perfect match.

Ships Free. Fits Right. Statement Ready.

DearVarsity offers free delivery across the USA and international destinations so your oversized varsity jacket arrives without extra cost. Not the right fit? Our 14-day easy returns make every order completely risk-free. We carry all sizes because an oversized letterman jacket that does not fit right does not matter how good the silhouette is. Whether you want a classic black oversized wool leather letterman, a bold forest green two-tone cut, or a navy and white oversized varsity jacket that works with everything, DearVarsity has it ready to ship today. Explore the collection and find the oversized varsity jacket that matches your style, fit preference, and everyday wardrobe.