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  1. L.L.Bean/Labor Day Sale On Men's Shirts
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Labor Day Sale On Men's Shirts

Labor Day Sale on Men's Shirts is the perfect opportunity to refresh your wardrobe for seasons ahead. Explore a wide selection of comfortable, timeless shirts designed for everything from backyard barbecues to weekend adventures. Find great deals on styles made to keep you looking and feeling your best, wherever the day takes you.

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  • Men's Scotch Plaid Flannel Shirt, Traditional Fit
    Men's Scotch Plaid Flannel Shirt, Traditional Fit
    Price was from: $59.95 now: $44.99 $59.95 $44.99

    A soft, durable flannel shirt in authentic Scottish tartan, made from high-quality Portuguese cotton.

    Pros: Fits well Good quality Softness Warmth Comfortable

  • Men's Carefree Unshrinkable Tee, Traditional Fit Short-Sleeve
    Men's Carefree Unshrinkable Tee, Traditional Fit Short-Sleeve
    Price was from: $26.95 now: $20.99 $26.95 $20.99

    A soft green cotton tee that resists shrinking, fading, and wrinkles for lasting everyday comfort.

  • Men's Carefree Unshrinkable Tee, Traditional Fit, Long-Sleeve
    Men's Carefree Unshrinkable Tee, Traditional Fit, Long-Sleeve
    Price was from: $36.95 now: $29.99 $36.95 $29.99

    A resilient light mahogany long-sleeve tee made from 100% cotton that resists shrinking, fading, and pilling.

    Pros: Good workmanship Warmth High-quality fabric Resists shrinking Comfortable fit

  • Men's Premium Double L® Polo, Banded Short-Sleeve Without Pocket
    Men's Premium Double L® Polo, Banded Short-Sleeve Without Pocket
    Price was from: $44.95 now: $29.99 $44.95 $29.99

    A super-soft yellow cotton polo that resists wrinkles, fading, shrinking, and pilling for lasting comfort.

    Pros: Lightweight and breathable material Soft and comfortable fabric Durable and long-lasting quality Fits well and true to size Attractive color and appearance

  • Men's Chamois Shirt, Traditional Fit, Plaid
    Men's Chamois Shirt, Traditional Fit, Plaid
    Price was from: $84.95 now: $54.99 $84.95 $54.99

    A deep blue plaid shirt made of 7.5 oz. Portuguese cotton flannel, perfect for layering.

    Pros: Great fit High quality Warmth Durability Comfortable

  • Men's Chamois Shirt, Traditional Fit
    Men's Chamois Shirt, Traditional Fit
    Price was from: $79.95 now: $64.99 $79.95 $64.99

    A deep wine, heavyweight Portuguese cotton flannel shirt, perfect as a light jacket or essential layer.

    Pros: Nice colors Great quality Warmth Durable Comfortable fit

  • Men's Carefree Unshrinkable Tee with Pocket, Traditional Fit
    Men's Carefree Unshrinkable Tee with Pocket, Traditional Fit
    Price was from: $26.95 now: $12.99 $26.95 $12.99

    A soft spruce cotton tee that resists wrinkles, shrinking, fading, and pilling, with a comfortable traditional fit.

    Pros: High quality Durable construction Color retention Soft fabric Comfortable fit

  • Men's Scotch Plaid Flannel Shirt, Slightly Fitted
    Men's Scotch Plaid Flannel Shirt, Slightly Fitted
    Price was from: $59.95 now: $49.99 $59.95 $49.99

    A slightly fitted flannel shirt in authentic Scottish tartan, made from high-quality Portuguese cotton.

    Pros: Quality construction Perfect fit Softness Warmth Vibrant colors

  • Men's Two-Layer River Driver's Shirt®, Traditional Fit Henley
    Men's Two-Layer River Driver's Shirt®, Traditional Fit Henley
    Price was from: $79.95 now: $67.99 $79.95 $67.99

    A brown wool-blend Henley with duofold construction for warmth and a relaxed, traditional fit.

    Pros: Soft material Warm and cozy High quality and durable Versatile for cold weather Comfortable fit

  • Men's Sunwashed Canvas Shirt, Traditional Fit
    Men's Sunwashed Canvas Shirt, Traditional Fit
    Price was from: $69.95 now: $58.99 $69.95 $58.99

    A mist blue, 100% cotton canvas shirt with a relaxed fit, durable stitching, and button-flap pockets.

    Pros: High quality Durable construction Great color options Perfect for spring and fall Comfortable fit

  • Men's Premium Double L® Polo, Long-Sleeve Without Pocket
    Men's Premium Double L® Polo, Long-Sleeve Without Pocket
    Price was from: $54.95 now: $44.99 $54.95 $44.99

    A long-sleeve blue cotton polo that resists wrinkling, fading, shrinking, and pilling for lasting comfort.

    Pros: Great fit and true to size Retains shape and color after washing Durable and long lasting High quality material and construction Comfortable and soft

  • Men's Wrinkle-Free Kennebunk Sport Shirt, Traditional Fit Check
    Men's Wrinkle-Free Kennebunk Sport Shirt, Traditional Fit Check
    Price was from: $69.95 now: $58.99 $69.95 $58.99

    A wrinkle-free green check sport shirt made from 100% cotton poplin with moisture-wicking TrueCool® fabric.

    Pros: Fits well Good quality Wrinkle-free Lightweight Comfortable

  • Men's Unshrinkable Mini-Waffle Henley, Long-Sleeve Traditional Fit
    Men's Unshrinkable Mini-Waffle Henley, Long-Sleeve Traditional Fit
    Price was from: $69.95 now: $54.99 $69.95 $54.99

    A brown, 100% cotton thermal henley that resists shrinking, fading, and pilling wash after wash.

    Pros: Attractive design and color High quality material Warm and cozy Comfortable fit Resists shrinking and fading

  • Men's Fleece-Lined Flannel Shirt, Traditional Fit, Plaid
    Men's Fleece-Lined Flannel Shirt, Traditional Fit, Plaid
    Price was from: $99.95 now: $74.99 $99.95 $74.99

    A supercozy, fleece-lined flannel shirt in classic navy plaid, featuring a relaxed traditional fit.

    Pros: Perfect fit Comfort Warmth Softness True to size

  • Men's Premium Double L® Polo, Hemmed Short-Sleeve with Pocket
    Men's Premium Double L® Polo, Hemmed Short-Sleeve with Pocket
    Price was from: $44.95 now: $34.99 $44.95 $34.99

    A blue cotton polo with a no-roll collar, tonal herringbone pattern, and convenient chest pocket.

    Pros: Maintains shape and color Soft, natural fabric Convenient chest pocket High quality and durable Comfortable fit

  • Men's Wrinkle-Free Kennebunk Sport Shirt, Traditional Fit Short-Sleeve Check
    Men's Wrinkle-Free Kennebunk Sport Shirt, Traditional Fit Short-Sleeve Check
    Price was from: $59.95 now: $49.99 $59.95 $49.99

    A deep green, wrinkle-free short-sleeve shirt in 100% cotton poplin with moisture-wicking TrueCool® fabric.

    Pros: Wrinkle-free Great color Durable Comfortable Good fit

  • Men's Wrinkle-Free Pinpoint Oxford Cloth Shirt, Traditional Fit Tattersall
    Men's Wrinkle-Free Pinpoint Oxford Cloth Shirt, Traditional Fit Tattersall
    Price was from: $79.95 now: $67.99 $79.95 $67.99

    A wrinkle-free, bright blue tattersall shirt made from ultrasmooth, 100% cotton for all-day comfort.

    Pros: High quality Perfect fit Wrinkle-free Durable Comfortable

  • Men's Tropics Shirt, Short-Sleeve Print
    Men's Tropics Shirt, Short-Sleeve Print
    Price was from: $54.95 now: $34.99 $54.95 $34.99

    An extra-soft, breathable orange cotton shirt with a relaxed fit and casual printed design.

  • Men's Scotch Plaid Flannel Shirt, Slim Fit
    Men's Scotch Plaid Flannel Shirt, Slim Fit
    Price was from: $59.95 now: $44.99 $59.95 $44.99

    A slim fit flannel shirt in antique dress stewart tartan, made from high-quality Portuguese cotton.

    Pros: Rich colors Perfect fit Soft and comfortable Stylish design High-quality cotton

  • Men's Sunwashed Canvas Shirt, Traditional Fit Short-Sleeve
    Men's Sunwashed Canvas Shirt, Traditional Fit Short-Sleeve
    Price was from: $59.95 now: $50.99 $59.95 $50.99

    A soft, orange cotton canvas short-sleeve shirt with a relaxed fit and durable double-needle stitching.

    Pros: Soft and warm Versatile and stylish Durable and sturdy True to size fit Comfortable to wear

  • Men's Wrinkle-Free Kennebunk Sport Shirt, Slightly Fitted Check
    Men's Wrinkle-Free Kennebunk Sport Shirt, Slightly Fitted Check
    Price was from: $69.95 now: $58.99 $69.95 $58.99

    A yellow check button-down shirt made from wrinkle-free, moisture-wicking cotton poplin for lasting comfort.

  • Men's Signature 1933 Chamois Cloth Shirt, Slim Fit, Pattern
    Men's Signature 1933 Chamois Cloth Shirt, Slim Fit, Pattern
    Price was from: $89 now: $75.99 $89 $75.99

    A slim-fit green plaid flannel shirt crafted from soft, garment-washed Portuguese cotton for vintage comfort.

    Pros: Warm and heavyweight material Soft and comfortable fabric Flattering slim fit Attractive color and pattern High quality construction

  • Men's Comfort Stretch® Chambray Shirt, Traditional Untucked Fit, Long-Sleeve
    Men's Comfort Stretch® Chambray Shirt, Traditional Untucked Fit, Long-Sleeve
    Price was from: $69.95 now: $49.99 $69.95 $49.99

    A green chambray shirt with moisture-wicking cotton blend and stretch for comfort, perfect untucked.

    Pros: Great fit High quality Attractive color Versatile design Excellent comfort

  • Men's Comfort Stretch® Chambray Shirt, Traditional Untucked Fit, Long-Sleeve, Print
    Men's Comfort Stretch® Chambray Shirt, Traditional Untucked Fit, Long-Sleeve, Print
    Price was from: $74.95 now: $54.99 $74.95 $54.99

    A pink chambray shirt with built-in stretch, moisture-wicking cotton blend, and a relaxed untucked fit.

    Pros: High quality Soft material True to size Comfortable Good stretch

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Check out the following recommendations.

Labor Day weekend marks a special time for refresh and renewal, both in routines and wardrobes. As summer adventures wind down and the first hints of cooler weather approach, it’s the perfect moment to take stock of what’s hanging in the closet. Shopping Labor Day sales on men’s shirts is a time-honored tradition for many, offering a chance to pick up versatile pieces at exceptional values. Whether you’re searching for shirts to wear to the office, a family barbecue, or a crisp morning hike, this season’s selection is designed to meet the needs of busy, active lives. Shirts in classic cuts and nature-inspired colors transition seamlessly from warm afternoons to brisk evenings, making them a staple for late summer and early fall. From lightweight, breathable fabrics ideal for outdoor gatherings to rugged flannels that stand up to campfire nights, there’s something for every style and every occasion. Many shoppers use this opportunity to stock up for the year ahead, choosing shirts that work as stand-alone pieces or as layers when the temperature drops. For those heading back to work or school, a few well-chosen shirts can make mornings simpler, offering easy options that look sharp and feel comfortable all day long.

Men’s shirts also make thoughtful gifts, especially as families and friends come together for Labor Day celebrations or prepare for the start of a new season. A classic button-down can be a practical gift for someone starting a new job, while a soft flannel or easygoing henley is a welcome addition for anyone who loves spending time outside. With so many options on sale, it’s easy to find shirts that suit every taste—whether you’re shopping for a dad who appreciates timeless style, a son heading off to college, or a partner who values comfort on weekend adventures. When choosing the right shirt, consider details like fit, fabric, and versatility. Look for shirts that are easy to care for and hold up to repeated wear, with features like wrinkle resistance or quick-dry materials for added convenience. Many men appreciate shirts that can move from a morning in the yard to a casual dinner out, providing comfort without sacrificing style. For those drawn to classic Americana, twill shirts are a perennial favorite—known for their durability, easy layering, and lived-in feel. If you’re interested in exploring more options in this timeless fabric, visit our Labor Day Sale On Men's Twill Shirts page for a curated selection.

No matter your plans for the coming months—whether you’re savoring the last warm afternoons, gearing up for fall traditions, or simply refreshing your everyday essentials—the right shirt can make all the difference. Labor Day sales offer a unique chance to invest in quality pieces that will see you through everything from spontaneous road trips to backyard gatherings and beyond. Families often find this is the best time to outfit everyone for the season ahead, thanks to a broad range of sizes and styles designed to fit every body and every adventure. With an emphasis on comfort, durability, and timeless appeal, the men’s shirts featured in these sales are made to be lived in and loved for years to come. Take advantage of this season’s savings to find shirts that fit your life—whether you’re gifting them to someone special or treating yourself to something new for the adventures that lie ahead.

Popular Items

Men's Scotch Plaid Flannel Shirt, Traditional Fit
Men's Scotch Plaid Flannel Shirt, Traditional Fit
$59.95
Men's Chamois Shirt, Traditional Fit, Plaid
Men's Chamois Shirt, Traditional Fit, Plaid
$41.99 $84.95
Men's Chamois Shirt, Traditional Fit
Men's Chamois Shirt, Traditional Fit
$79.95
Men's Scotch Plaid Flannel Shirt, Slightly Fitted
Men's Scotch Plaid Flannel Shirt, Slightly Fitted
$49.99 $59.95
Men's Sherpa-Lined Scotch Plaid Shirt, Slightly Fitted
Men's Sherpa-Lined Scotch Plaid Shirt, Slightly Fitted
$130
Men's Scotch Plaid Flannel Shirt, Slim Fit
Men's Scotch Plaid Flannel Shirt, Slim Fit
$59.95
Men's Signature 1933 Chamois Cloth Shirt, Slim Fit, Pattern
Men's Signature 1933 Chamois Cloth Shirt, Slim Fit, Pattern
$75.99 $89
Men's Scotch Plaid Flannel Shirt, Slightly Fitted Untucked Fit
Men's Scotch Plaid Flannel Shirt, Slightly Fitted Untucked Fit
$59.95

FAQs

The Labor Day sale often features a wide variety of men's shirts, including casual button-downs, polos, flannel shirts, performance shirts, and tees. The selection may include both classic styles and seasonal favorites.

Many men's shirts featured in the Labor Day sale highlight special materials such as moisture-wicking fabrics, wrinkle resistance, or organic cotton. Some shirts may also offer UPF protection or quick-dry capabilities for added comfort and versatility.

Yes, the Labor Day sale often includes outdoor-friendly men's shirts designed for hiking, camping, fishing, and other activities. Look for features like breathable fabrics, sun protection, and durable construction.

Men's shirts from the Labor Day sale can be styled for various occasions by pairing them with jeans for a casual look, chinos for a smart-casual outfit, or layering with jackets and vests for outdoor adventures.

Many brands now offer eco-friendly options such as shirts made from organic cotton or recycled materials. These sustainable choices are often included in seasonal sales like the Labor Day event.

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