Our Highsnobiety Fall Style Guide is here to help you bring the heat as the weather cools down. From curated picks to trend forecasting, we have everything you need to season-proof your rotation.

Fall has returned so it's time to level up your seasonal wardrobe. Along with other fall basics like coach jackets, and new sneakers, checkered shirts have become synonymous with the changing of the seasons and very well might be the ultimate fall clothing item.

The history of checkered print is a long one dating back to nearly the 6th century when chess was invented. Since then it has seen countless iterations from being adapted through various parts of Americana, to Burberry even trading its own tartan check.

Typically short sleeved checkered shirts are geared towards spring and summer as you'd expect. Flannels on the other hand have carved its way into being an essential garment that can be worn just about anytime, and still remains in style year after year. These shirts are generally thicker and come in a variety of options that work well for layering too. Even Tremaine Emory is revisiting the now grailed Pyrex Vision flannels for a new collab with his Denim Tears imprint.

While there are countless ways to approach styling your checkered shirt outfit from pairing with workwear pants to sizing up and wearing a hoodie under it à la A$AP Rocky. Any way you choose to style it you can count on it being your go to shirt this fall.

Check out our roundup of the best checkered shirts with options from Polo and Ralph Lauren to workwear essentials by Woolrich and Dickies.

Cop the Best Checkered Shirts Below

NOAH Plaid Lightweight Flannel Shirt

Plaid Lightweight Flannel Shirt

Plaid Lightweight Flannel Shirt

$202

NOAH

Buy at Slam Jam

NYC based NOAH knows a thing or two about flannels as the shirts have become a go to item amongst skaters and streetwear enthusiasts throughout the city. The lightweight feel on this one allows you to layer up you please.

Highsnobiety Buffalo Check Zip Shirt

Buffalo Check Zip Shirt

$185

Highsnobiety

Buy at Highsnobiety

Buttons are cool but zippers are a teeny bit more practical when the weather starts to turn up. The navy and olive are nice options as well.

Needles Checked Ribbon Flannel Shirt

Checked Ribbon Flannel Shirt

Checked Ribbon Flannel Shirt

$260

Needles

Buy at Matchesfashion

Needles is well versed at executing its own style of plaid patterns though you may want to size up for a more relaxed fit. Pair this flannel with your favorite cargo's to complete the look.

Dickies New Sacramento Shirt

New Sacramento Shirt

New Sacramento Shirt

$64

Dickies

Buy at Slam Jam

By now we should all be well aware of Dickies and its built to last workwear staples. The Sacramento Shirt is a modern take on a classic, and will keep you cozy for the months ahead.

Acne Studios Sandros Oversized Cotton-Flannel Shirt

Sandros Oversized Cotton-Flannel Shirt

Sandros Oversized Cotton-Flannel Shirt

$350

Acne Studios

Buy at Mr Porter

Acne Studios is becoming a legacy brand in its own right by delivering ready to wear essentials year after year. Although the colder months are ahead of us, there's always room for a short sleeved flannel when the weather's just right.

Woolrich Oxbow Flannel Shirt

Oxbow Flannel Shirt

Oxbow Flannel Shirt

$250

Woolrich

Buy at Woolrich

Sure plaid is great, but this mini plaid gem stands out amongst other shirts. The tonal blue and red checks blend seamlessly into the Italian wool.

UNIQLO Flannel Long-Sleeve Shirt

Flannel Long-Sleeve Shirt

Flannel Long-Sleeve Shirt

$40

UNIQLO

Buy at uniqlo

As far as brands that do can it all, Uniqlo's roster of clothing has something for everyone. It's no surprise its autumn-ready Flannel is on this list since it's been updated with thicker fabric to hold you down until spring rolls around again.

GmbH Tahir Twill Tartan Shirt

Tahir Twill Tartan Shirt

$280

GmbH

Buy at Highsnobiety

Calling this shirt an optical illusion would be a stretch, but the subtle shift in the pattern along the chest deserves a double take.

Polo Ralph Lauren Logo-Embroidered Checked Oxford Shirt

Logo-Embroidered Checked Oxford Shirt

Logo-Embroidered Checked Oxford Shirt

$115

Polo Ralph Lauren

Buy at Mr Porter

Lo lifes and common folk alike can all agree that Polo and the Ralph Lauren brand is synonymous with quality. Anyway you decide to put your 'fit together, know that you're already wearing one of the best checkered shirts available.

Celine Camp-Collar Checked Woven Shirt

Camp-Collar Checked Woven Shirt

Camp-Collar Checked Woven Shirt

$840

Celine

Buy at Mr Porter

Celine's Checked Woven Shirt embodies the relaxed feel we should all be channeling as autumn nears. If you're looking to add a versatile luxury shirt to your collection this might be the one for you.

Isabel Marant Kervont Overshirt

Kervont Checked Wool-Blend Overshirt

Kervont Checked Wool-Blend Overshirt

$730

Isabel Marant

Buy at Matchesfashion

For the checked savants at heart, Isabel Marant's Kervont Overshirt is a dream come true. Made from mostly wool this workwear-inspired shirt investment is great for layering throughout the year.

Ralph Lauren Purple Label Checked Cotton Twill Shirt

Checked Cotton Twill Shirt

Checked Cotton Twill Shirt

$695

Ralph Lauren Purple Label

Buy at mytheresa

Another one for the Lo Lifes. Ralph Lauren Purple Label is amongst the cream of the crop when considering clothes that can be worn for any occasion. This particular Checked Cotton Twill Shirt comes with reinforced suede elbow patches to ensure you can wear it for seasons to come.

Loewe Patchwork Checked Shirt

Patchwork Checked Shirt

Patchwork Checked Shirt

$890

Loewe

Buy at mytheresa

If you're looking to stray away from the conventional checked pattern then Loewe's Patchwork Checked Shirt might be what you're closet's missing. Size up for a baggy fit or order your size to dial it in accordingly.

Carhartt WIP Hepner Check Shirt

Hepner Check Shirt

Hepner Check Shirt

$50

Carhartt WIP

Buy at Highsnobiety

A certified workwear staple when compared to brands inspired by the genre. It's hard to top the classics and Carhartt is as classic as they come.

Jacquemus La Chemise Jean Shirt

La Chemise Jean

La Chemise Jean

$321

Jacquemus

Buy at Highsnobiety

Jacquemus sticks to the basics with its La Chemise Jean Shirt made from 100% viscose. Perfect for those days when you're taking it easy or need some patterns to shake up your 'fit.

Want to keep browsing? Head to the Highsnobiety Shop for more products that we love. Highsnobiety has affiliate marketing partnerships, which means we may receive a commission from your purchase.

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