Button Up Shirts

  • Vintage Rocawear Shirt White Brown Spell Out Polyester Club Button Up Y2K Adult EXTRA LARGEVintage Rocawear Shirt White Brown Spell Out Polyester Club Button Up Y2K Adult EXTRA LARGE

    Vintage Rocawear Shirt White Brown Spell Out Polyester Club Button Up Y2K Adult EXTRA LARGE

    $44.95

    Vintage Rocawear Shirt White Brown Spell Out Polyester Club Button Up Y2K Adult EXTRA LARGE • Creamy off-white color. • 100% polyester. • Spell out Rocawear logo all over print. • Y2K (early – mid 2000s) men’s button up shirt. • Rocawear tag. • Short sleeve. • Single chest pocket. • Wrinkle resistant. • Includes…

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    Y2K
  • Vintage Manhattan Shirt Green Plaid Button Down 80s Adult MEDIUMVintage Manhattan Shirt Green Plaid Button Down 80s Adult MEDIUM

    Vintage Manhattan Shirt Green Plaid Button Down 80s Adult MEDIUM

    $27.95

    Vintage Manhattan Shirt Green Plaid Button Down 80s Adult MEDIUM • Green, red, and gray colors. • Cotton polyester blend. • All over Windowpane plaid pattern. • 1980s vintage men’s button up shirt. • Manhattan tag. • Short sleeve. • “The Natural” style. • Single chest pocket. • Single needle tailoring. • Made in USA….

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    Vintage
  • Vintage Arrow Dress Shirt Windowpane Plaid 80s Oxford Adult EXTRA LARGEVintage Arrow Dress Shirt Windowpane Plaid 80s Oxford Adult EXTRA LARGE

    Vintage Arrow Dress Shirt Windowpane Plaid 80s Oxford Adult EXTRA LARGE

    $29.95

    Vintage Arrow Dress Shirt Windowpane Plaid 80s Oxford Adult EXTRA LARGE • White, yellow, blue, green, and red colors. • Cotton polyester blend. • All over grid windowpane plaid pattern. • 1980s vintage men’s button up shirt. • Arrow tag. • Long sleeve. • Single chest pocket – pattern matched. • Made in USA. •…

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    Vintage
  • Mizzen Main Shirt Blue White Gingham Checker Leeward Trim Fit Adult LARGEMizzen Main Shirt Blue White Gingham Checker Leeward Trim Fit Adult LARGE

    Mizzen Main Shirt Blue White Gingham Checker Leeward Trim Fit Adult LARGE

    $44.95

    Mizzen Main Shirt Blue White Gingham Checker Leeward Trim Fit Adult LARGE • Blue and white colors. • Polyester spandex blend. • All over gingham checker pattern. • Modern men’s button up shirt. • Mizzen + Main tag. • Includes original spare buttons. • Long sleeve. • Great condition. SIZE & MEASUREMENTS Tag size LARGE…

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    Modern
  • Vintage Van Heusen Dress Shirt Green Hampshire House Bradley Half Sleeve 70s Adult LARGEVintage Van Heusen Dress Shirt Green Hampshire House Bradley Half Sleeve 70s Adult LARGE

    Vintage Van Heusen Dress Shirt Green Hampshire House Bradley Half Sleeve 70s Adult LARGE

    $29.95

    Vintage Van Heusen Dress Shirt Green Hampshire House Bradley Half Sleeve 70s Adult LARGE • Light green color. • Unknown material (material tag missing or faded). • 1970s vintage men’s button up shirt. • Hampshire House by Van Heusen tag. • Short sleeve. • Single chest pocket. • Great condition. SIZE & MEASUREMENTS Tag size…

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    Vintage
  • Vintage Bill Blass Shirt Plaid Button Down Long Sleeve 90s Adult 2XL XXLVintage Bill Blass Shirt Plaid Button Down Long Sleeve 90s Adult 2XL XXL

    Vintage Bill Blass Shirt Plaid Button Down Long Sleeve 90s Adult 2XL XXL

    $29.95

    Vintage Bill Blass Shirt Plaid Button Down Long Sleeve 90s Adult 2XL XXL • Navy blue, beige, gray, and red colors. • Cotton polyester blend. • 1990s vintage men’s button up shirt. • Bill Blass Mens Wear tag. • Long sleeve. • Pattern matched pocket. • Great condition. SIZE & MEASUREMENTS Tag size 2XL Big…

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    Vintage
  • Brooks Brothers Shirt Green Irish Linen Button Down Adult LARGEBrooks Brothers Shirt Green Irish Linen Button Down Adult LARGE

    Vintage Brooks Brothers Shirt Adult LARGE Green Irish Linen Button Down 90s

    $49.95

    Vintage Brooks Brothers Shirt Adult LARGE Green Irish Linen Button Down 90s • 90s vintage green 100% linen shirt • Brooks Brothers Irish Linen tag • Pointed collar with button-down points • Single chest pocket • Full button front closure with Brooks Brothers branded buttons • Great condition (please see pictures) SIZE & MEASUREMENTS Tag…

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    Vintage
  • Tommy Bahama ShirtTommy Bahama Shirt

    Tommy Bahama Shirt Blue Silk Club Hawaiian Adult EXTRA LARGE

    $29.95

    Tommy Bahama Shirt Blue Silk Club Hawaiian Adult EXTRA LARGE • Light blue color. • 100% silk. • Stitched vertical line pattern with chest logo. • Modern men’s button up shirt. • Tommy Bahama tag. • Short sleeve. • Great condition. Blemish area near bottom (please see pictures). SIZE & MEASUREMENTS Tag size EXTRA LARGE…

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    Modern
  • Woolrich Shirt Woolen Mills Blue Button Up Adult LARGEWoolrich Shirt Woolen Mills Blue Button Up Adult LARGE

    Woolrich Shirt Woolen Mills Blue Button Up Adult LARGE

    $29.95

    Woolrich Shirt Woolen Mills Blue Button Up Adult LARGE • Navy blue color. • 100% cotton. • Modern men’s button up shirt. • Woolrich Woolen Mills tag. • Short sleeve. • Dual chest pockets with button flap closures. • Great condition. SIZE & MEASUREMENTS Tag size LARGE MEASUREMENTS: Chest: 25 inches (Sleeve seam to sleeve…

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    Modern
  • Vintage Enro Shirt Brown Black Paisley 90s Long Sleeve Adult LARGEVintage Enro Shirt Brown Black Paisley 90s Long Sleeve Adult LARGE

    Vintage Enro Shirt Brown Black Paisley 90s Long Sleeve Adult LARGE

    $29.95

    Vintage Enro Shirt Brown Black Paisley 90s Long Sleeve Adult LARGE • Brown, black, and red colors. • 100% cotton. • All over paisley pattern. • 1990s vintage men’s button up shirt. • Enro tag. • Long sleeve. • Single chest pocket – pattern matched. • Great condition. SIZE & MEASUREMENTS Tag size LARGE MEASUREMENTS:…

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    Vintage
  • Mossy Oak Shirt Brown Camouflage Lined Heavyweight Shacket Adult LARGEMossy Oak Shirt Brown Camouflage Lined Heavyweight Shacket Adult LARGE

    Mossy Oak Shirt Brown Camouflage Lined Heavyweight Shacket Adult LARGE

    $59.95

    Mossy Oak Shirt Brown Camouflage Lined Heavyweight Shacket Adult LARGE • Khaki brown color. • 100% cotton. • Embroidered Mossy Oak chest logo. • Modern men’s button up shirt. • Mossy Oak tag. • Long sleeve. • Dual chest pockets. • Metal buttons. • Fully lined with camouflage. • Heavyweight. • Campire Shirt. • Great…

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    Modern
  • Vintage Five Brother Shirt Red Flannel Long Sleeve Union Made 80s Adult LARGEVintage Five Brother Shirt Red Flannel Long Sleeve Union Made 80s Adult LARGE

    Vintage Five Brother Shirt Red Flannel Long Sleeve Union Made 80s Adult LARGE

    $39.95

    Vintage Five Brother Shirt Red Flannel Long Sleeve Union Made 80s Adult LARGE • Red 100% cotton. • 1980s vintage men’s button up shirt. • Five Brother tag. • Long sleeve. • Dual chest pockets with button flaps. • Union made in USA. • Great condition. Some light overall fade, one blemish on the arm,…

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    Vintage
  • Hilo Hattie Hawaiian Shirt Blue Silk Bamboo Graphic Adult LARGEHilo Hattie Hawaiian Shirt Blue Silk Bamboo Graphic Adult LARGE

    Hilo Hattie Hawaiian Shirt Blue Silk Bamboo Graphic Adult LARGE

    $34.95

    Hilo Hattie Hawaiian Shirt Blue Silk Bamboo Graphic Adult LARGE • Dark blue. •100% silk. • All over bamboo graphics. • Modern men’s button up shirt. • Hilo Hattie tag. • Short sleeve. • Single chest pocket. • Great condition. SIZE & MEASUREMENTS Tag size LARGE MEASUREMENTS: Chest: 25 inches (Sleeve seam to sleeve seam)…

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    Modern
  • Vintage Guayabera Shirt Adult EXTRA LARGE Gray Cuban Wedding Embroidered Button 90sVintage Guayabera Shirt Adult EXTRA LARGE Gray Cuban Wedding Embroidered Button 90s

    Vintage Guayabera Shirt Adult EXTRA LARGE Gray Cuban Wedding Embroidered Button 90s

    $29.95

    Vintage Guayabera Shirt Adult EXTRA LARGE Gray Cuban Wedding Embroidered Button 90s • Gray cotton polyester blend. • 1990s vintage men’s button up shirt. • Tropicool tag. • Short sleeve. • Beautiful embellishments front and back. • Traditional 4 pockets. • Great condition. SIZE & MEASUREMENTS Tag size EXTRA LARGE MEASUREMENTS: Chest: 27 inches (Sleeve…

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    Vintage
  • Chive On Hawaiian Shirt Blue White Botanical Crown Tipsy Elves Adult 2XLChive On Hawaiian Shirt Blue White Botanical Crown Tipsy Elves Adult 2XL

    Chive On Hawaiian Shirt Blue White Botanical Crown Tipsy Elves Adult 2XL

    $29.95

    Chive On Hawaiian Shirt Blue White Botanical Crown Tipsy Elves Adult 2XL • Blue and white cotton rayon blend. • Classic all over print. • Modern men’s button up shirt. • Tipsy Elves tag. • Short sleeve. • Great condition. SIZE & MEASUREMENTS Tag size 2XL MEASUREMENTS: Chest: 25 inches (Sleeve seam to sleeve seam)…

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    Modern
  • Robert Graham Shirt Blue Yellow Stripes Button Down Adult EXTRA LARGERobert Graham Shirt Blue Yellow Stripes Button Down Adult EXTRA LARGE

    Robert Graham Shirt Blue Yellow Stripes Button Down Adult EXTRA LARGE

    $59.95

    Robert Graham Shirt Blue Yellow Stripes Button Down Adult EXTRA LARGE • Blue and yellow stripes – 100% cotton. • Modern men’s button up shirt. • Robert Graham tag. • Long sleeve. • Size of 47. • 18.5 neck. • Great condition. SIZE & MEASUREMENTS Tag size 47 – FITS LIKE A MODERN EXTRA LARGE…

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    Modern

That's All, Folks!

That's All, Folks!

Button Up Shirts

Browse our collection of casual and button-down shirts from the 70s, 80s, 90s, and beyond. Whether you call it button-up or button-down, these vintage shirts include everything from bold plaids and florals to soft solids and classic stripes.

You’ll also find Hawaiian shirts here and polo shirts here—a little something for every season and style.

Vintage sizing doesn’t always match the tag, which is why we include accurate flat measurements on every product page.

We post new stock every week—check back often to see what just rode in.

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