Often seen as an emblem of achievement and distinction, the letterman jacket stands out as one of the most adaptable garments in anyone’s closet. Regardless of the styling, wearing a letterman jacket consistently exudes a sense of effortless high-fashion appeal, making it a timeless and versatile piece for both men and women.
These classic jackets often bring to mind iconic 90s films featuring both girls and boys donning them, or legendary artists like Michael Jackson and Elvis Presley who popularized the sporty look by wearing them in music videos. However, have you ever wondered about the origins of this enduring American tradition and how it became such a cultural staple?

The history and beginnings of the Letterman jacket
The origins of these legendary jackets date back more than 150 years to Harvard University’s baseball team in Cambridge, Massachusetts, where in 1865 they wore grey flannel pullovers adorned with patches featuring the letter H, marking the creation of the first letterman jacket—though technically, it was a thick-knit sweater. A decade later, Harvard’s football team adopted a similar tradition, creating their own lettered sweaters, further establishing the early roots of this enduring American sportswear tradition.
Following its initial adoption, the letterman jacket gained an aura of exclusivity and prestige. Although all team members received the sweaters, only those with outstanding performance were permitted to keep theirs permanently, while benchwarmers were required to return their sweaters at season’s end. This tradition elevated the jacket to a highly sought-after symbol of achievement and distinction.
As cardigans replaced traditional sweaters, the placement of the lettering moved from the center to the left chest, marking a subtle change in style. This evolution helped solidify the letterman jacket’s lasting influence on American culture, quickly extending beyond Ivy League schools to other colleges nationwide. Eventually, the tradition made its way into high schools across the country, becoming an iconic symbol of achievement and school spirit at all levels of education.
Modern Form of the Letterman Jacket
It wasn’t until 1930 that the letterman jacket evolved into the familiar collared, button-down style we recognize today. These wool jackets, often featuring leather sleeves and chenille lettering, were designed to provide better warmth for athletes on the field. Despite these changes, the jacket maintained its status as a symbol of prestige and authority within schools. Over time, it became an essential part of the varsity athlete’s wardrobe, cementing its place as a lasting emblem of athletic achievement.
Assimilation into Mainstream Culture
The 1980s marked a turning point when the letterman jacket surged into mainstream street fashion, gaining popularity beyond the athletic context. Various sports teams, including the New York Knicks, Boston Celtics, and Chicago Bulls, created their own distinctive versions of the jacket, showcasing team colors, logos, and mascots. Soon, manufacturers of fan merchandise started producing their own customized letterman jackets, featuring team insignias and symbols, further embedding the garment into popular culture and making it a symbol of team loyalty and style.
Contemporary Letterman Jacket
With a rich history spanning over a century, the letterman jacket has proven its enduring appeal. Nowadays, it’s worn by a diverse range of people—from athletes and sports enthusiasts to fashion-forward influencers and even dads out running errands—highlighting its versatile and timeless style.
Despite the changes over the years, from traditional to modern designs, one thing has stayed the same: letterman jackets continue to represent achievement and excellence. At EasyJackets, we take pride in upholding this proud American tradition and contributing to its legacy. Contact us today to see how you can fulfill the final step in securing your design your own bomber jacket.