Skip to main content
    • 800-441-5713
    • Help Center
    • Order Status
    • Returns
  • Gift Cards
  • L.L.Bean Rewards
    • Learn More
    • Pay Bill
    • Manage Your Credit Card
0 search items returned.
Stores
Log in
Shopping Bag
  • NEW
  • Clothing
  • Outerwear
  • Footwear
  • Outdoor Equipment
  • Bags & Travel
  • Home Goods
  • Sale
  • Outdoor Experiences
  • Explore L.L.Bean

It's time to upgrade your browser

Your current browser is no longer supported on llbean.com. Please upgrade to one of the following for a smoother, safer shopping experience with us:

Chrome's Logo

CHROME

Firefox's Logo

FIREFOX

Safari's Logo

SAFARI

Microsoft Edge's Logo

MICROSOFT EDGE

  1. L.L.Bean/Mens Button Down Wrinkle Free Shirts
Skip to product results

Filter By:

Mens Button Down Wrinkle Free Shirts

Men's button down wrinkle free shirts are a timeless staple, ready for everything from busy workdays to weekends with family and friends. Designed for lasting comfort and easy care, these shirts make it simple to look put-together no matter where the day leads. With classic styles and versatile colors, they’re a dependable choice for any occasion—offering quality you can count on, season after season.

SORT
Filter & Sort
  • Men's Wrinkle-Free Classic Oxford Cloth Shirt, Traditional Fit
    Men's Wrinkle-Free Classic Oxford Cloth Shirt, Traditional Fit
    $64.95

    A wrinkle-free white oxford shirt in 100% cotton with classic tailoring and a traditional fit.

    Pros: High quality Wrinkle-free Versatile style Soft fabric 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
    $59.95

    A nautical blue, wrinkle-free cotton shirt with moisture-wicking TrueCool® fabric and a relaxed traditional fit.

    Pros: Wrinkle-free Great color Durable Comfortable Good fit

  • Men's Comfort Stretch Performance® Button-Front Knit Shirt, Long-Sleeve
    Men's Comfort Stretch Performance® Button-Front Knit Shirt, Long-Sleeve
    $89.95

    A lightweight blue shirt in a moisture-wicking Pima cotton and polyester blend with a button-down collar.

  • Men's Wrinkle-Free Pinpoint Oxford Cloth Shirt, Traditional Fit Tattersall
    Men's Wrinkle-Free Pinpoint Oxford Cloth Shirt, Traditional Fit Tattersall
    $79.95

    A wrinkle-free cotton shirt in crystal blue tattersall with a traditional fit for all-day comfort.

    Pros: High quality Consistent sizing Wrinkle-free Durable Comfortable fit

  • Men's Comfort Stretch Performance® Chambray Shirt, Short-Sleeve, Slightly Fitted Untucked Fit
    Men's Comfort Stretch Performance® Chambray Shirt, Short-Sleeve, Slightly Fitted Untucked Fit
    $54.95

    A blue cotton-blend short-sleeve shirt featuring quick-drying, moisture-wicking stretch chambray and untucked fit.

  • Men's Wrinkle-Free Kennebunk Sport Shirt, Traditional Fit Check
    Men's Wrinkle-Free Kennebunk Sport Shirt, Traditional Fit Check
    $69.95

    A blue check button-down shirt made from 100% wrinkle-free cotton poplin with moisture-wicking technology.

  • Men's Wrinkle-Free Pinpoint Oxford Cloth Shirt, Traditional Fit
    Men's Wrinkle-Free Pinpoint Oxford Cloth Shirt, Traditional Fit
    $79.95

    A wrinkle-free white oxford shirt in 100% cotton with a traditional fit and durable buttons.

    Pros: High quality Perfect fit Wrinkle-free Professional look Versatile

  • Men's Wrinkle-Free Classic Oxford Cloth Shirt, Traditional Fit University Stripe
    Men's Wrinkle-Free Classic Oxford Cloth Shirt, Traditional Fit University Stripe
    $64.95

    A wrinkle-free, 100% cotton oxford shirt in French blue stripes with a relaxed traditional fit.

    Pros: High quality Perfect fit Wrinkle-free Classic style Comfortable

  • Men's Wrinkle-Free Kennebunk Sport Shirt, Slightly Fitted Check
    Men's Wrinkle-Free Kennebunk Sport Shirt, Slightly Fitted Check
    $69.95

    A blue check button-down shirt in wrinkle-free cotton poplin with moisture-wicking TrueCool® fabric.

  • Men's Comfort Stretch® Oxford Shirt, Traditional Untucked Fit
    Men's Comfort Stretch® Oxford Shirt, Traditional Untucked Fit
    Price was from: $74.95 now: $54.99 $74.95 $54.99

    A versatile white oxford shirt with moisture-wicking cotton blend and a relaxed untucked fit.

    Pros: Quality fabric Versatile Good fit Dressy yet comfortable Casual style

  • Men's Comfort Stretch® Oxford Shirt, Slightly Fitted Untucked Fit
    Men's Comfort Stretch® Oxford Shirt, Slightly Fitted Untucked Fit
    Price was from: $74.95 now: $54.99 $74.95 $54.99

    A white cotton blend oxford shirt with moisture-wicking TrueCool® fabric and a slightly fitted untucked fit.

    Pros: Good appearance High material quality Well-made Cute print Comfortable

  • Men's Wrinkle-Free Kennebunk Sport Shirt, Long-Sleeve, Slim Fit, Check
    Men's Wrinkle-Free Kennebunk Sport Shirt, Long-Sleeve, Slim Fit, Check
    $59.95

    A slim-fit blue check shirt made of wrinkle-free cotton poplin with moisture-wicking TrueCool® fabric.

  • Men's Signature Stretch Poplin Shirt, Long-Sleeve, Slim Fit
    Men's Signature Stretch Poplin Shirt, Long-Sleeve, Slim Fit
    Price was from: $79 now: $38.99 $79 $38.99

    A slim fit, walnut-colored stretch poplin shirt made from a soft cotton blend with a button-down collar.

  • Men's Comfort Stretch Oxford Shirt, Slightly Fitted Untucked Fit, Stripe
    Men's Comfort Stretch Oxford Shirt, Slightly Fitted Untucked Fit, Stripe
    $74.95

    A versatile blue striped oxford shirt in a cotton blend that stretches, wicks moisture, and resists wrinkles.

  • Men's Wicked Good Flannel Shirt, Traditional Fit, Houndstooth
    Men's Wicked Good Flannel Shirt, Traditional Fit, Houndstooth
    $79.95

    A charcoal heather flannel shirt with sheepskin shearling lining, offering softness, warmth, and wrinkle resistance.

    Pros: Beautiful design Softness Warmth Durable Comfortable fit

  • 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 built-in stretch, offering a relaxed fit and moisture-wicking cotton blend.

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

  • Men's Tropicwear Shirt, Long-Sleeve
    Men's Tropicwear Shirt, Long-Sleeve
    $74.95

    A long-sleeve, wrinkle-free shirt with UPF 50+ protection, made from soft polyester/nylon blend.

    Pros: Lightweight fabric Great quality Sun protection Versatile use Comfortable fit

  • Men's Comfort Stretch Chambray Shirt, Traditional Untucked Fit, Long-Sleeve, Stripe
    Men's Comfort Stretch Chambray Shirt, Traditional Untucked Fit, Long-Sleeve, Stripe
    Price was from: $74.95 now: $62.99 $74.95 $62.99

    A blue striped chambray shirt in a breathable cotton blend with stretch and moisture-wicking comfort.

    Pros: Easy to care for Stylish design Breathable and stretchy Great fabric quality Comfortable fit

  • Men's Tropicwear Shirt, Plaid Long-Sleeve
    Men's Tropicwear Shirt, Plaid Long-Sleeve
    Price was from: $79.95 now: $59.99 $79.95 $59.99

    A blue plaid long-sleeve shirt offering UPF 50+ protection with soft, stretchy, wrinkle-free fabric.

    Pros: Effective sun protection Wrinkle-free and easy care Cool and comfortable fabric High quality and well-made Good fit

  • Men's Tropicwear Shirt, Plaid Short-Sleeve
    Men's Tropicwear Shirt, Plaid Short-Sleeve
    $74.95

    A blue plaid short-sleeve shirt with UPF 50+ protection, built-in stretch, and wrinkle-free fabric.

    Pros: Great fit Attractive appearance Fast drying Lightweight Quick-drying

  • Men's Comfort Stretch Performance® Shirt, Long-Sleeve, Slightly Fitted Untucked Fit, Plaid
    Men's Comfort Stretch Performance® Shirt, Long-Sleeve, Slightly Fitted Untucked Fit, Plaid
    Price was from: $74.95 now: $59.99 $74.95 $59.99

    A blue plaid shirt with moisture-wicking stretch fabric, perfect for untucked wear and easy care.

  • Men's Comfort Stretch Performance® Chambray Shirt, Long-Sleeve, Slightly Fitted Untucked Fit
    Men's Comfort Stretch Performance® Chambray Shirt, Long-Sleeve, Slightly Fitted Untucked Fit
    $64.95

    A blue cotton-blend long-sleeve shirt featuring quick-drying, moisture-wicking stretch chambray and hidden collar buttons.

  • Men's Signature Stretch Poplin Shirt, Short-Sleeve, Slim Fit
    Men's Signature Stretch Poplin Shirt, Short-Sleeve, Slim Fit
    Price was from: $69.95 now: $34.99 $69.95 $34.99

    A blue slim-fit short-sleeve shirt made from a soft cotton blend with a button-down collar.

  • Men's Comfort Stretch Performance® Seersucker Shirt, Long-Sleeve, Slightly Fitted Untucked Fit, Plaid
    Men's Comfort Stretch Performance® Seersucker Shirt, Long-Sleeve, Slightly Fitted Untucked Fit, Plaid
    Price was from: $64.95 now: $44.99 $64.95 $44.99

    A blue plaid seersucker shirt in a cotton-nylon blend with moisture-wicking, quick-drying stretch fabric.

This product is not available

Check out the following recommendations.

Mens Button Down Wrinkle Free Shirts

A men’s button down wrinkle free shirt is a staple that fits seamlessly into a wide variety of wardrobes and occasions, making it a thoughtful choice for anyone who values both style and ease. Whether you’re heading into the office, meeting friends for dinner, or packing for a weekend getaway, these shirts offer a polished look without the hassle of ironing. The crisp, classic silhouette works just as well tucked into chinos for a day at work as it does worn open over a tee for a more relaxed outing. Many find these shirts to be a practical solution for busy mornings, travel, or any moment when you want to look put-together with minimal effort. The appeal extends across generations—young professionals appreciate the convenience, while those with more established routines enjoy the timeless style. For family gatherings, reunions, or events that call for a touch of refinement, a wrinkle free button down shirt is an easy go-to, offering comfort and confidence from the first wear to the last event of the day.

These shirts also make an excellent gift, especially for milestones like graduations, Father’s Day, or as a thoughtful gesture for someone starting a new job. The versatility means it’s a present that’s likely to see frequent use, whether the recipient is dressing up for a special occasion or simply wants something comfortable and reliable for everyday wear. As the weather shifts from the warmth of summer into the cooler days of early fall, a wrinkle free button down transitions effortlessly—layer it under a sweater or jacket when there’s a chill in the air, or roll up the sleeves for a casual look on milder afternoons. The range of colors and patterns available allows for personal expression, from subtle solids to classic checks and stripes, making it easy to find a shirt that suits any personality or setting. If you’re looking to refresh your closet or find a gift that blends practicality with enduring style, explore the full selection of Wrinkle Free Button Down Shirts to discover the right fit for every season and occasion.

Popular Items

Men's Wrinkle-Free Kennebunk Sport Shirt, Traditional Fit Check
Men's Wrinkle-Free Kennebunk Sport Shirt, Traditional Fit Check
$69.95
Men's Wrinkle-Free Classic Oxford Cloth Shirt, Traditional Fit
Men's Wrinkle-Free Classic Oxford Cloth Shirt, Traditional Fit
$64.95
Men's Wrinkle-Free Kennebunk Sport Shirt, Traditional Fit Short-Sleeve Check
Men's Wrinkle-Free Kennebunk Sport Shirt, Traditional Fit Short-Sleeve Check
$49.99 $59.95
Men's Wrinkle-Free Pinpoint Oxford Cloth Shirt, Traditional Fit
Men's Wrinkle-Free Pinpoint Oxford Cloth Shirt, Traditional Fit
$79.95
Men's Wrinkle-Free Classic Oxford Cloth Shirt, Traditional Fit University Stripe
Men's Wrinkle-Free Classic Oxford Cloth Shirt, Traditional Fit University Stripe
$64.95
Men's Wrinkle-Free Pinpoint Oxford Cloth Shirt, Traditional Fit Tattersall
Men's Wrinkle-Free Pinpoint Oxford Cloth Shirt, Traditional Fit Tattersall
$79.95
Men's Wrinkle-Free Kennebunk Sport Shirt, Slightly Fitted Check
Men's Wrinkle-Free Kennebunk Sport Shirt, Slightly Fitted Check
$58.99 $69.95
Men's Comfort Stretch Performance® Shirt, Long-Sleeve, Slightly Fitted Untucked Fit, Plaid
Men's Comfort Stretch Performance® Shirt, Long-Sleeve, Slightly Fitted Untucked Fit, Plaid
$59.99 $74.95
Men's Comfort Stretch Performance® Shirt, Long-Sleeve, Slightly Fitted Untucked Fit
Men's Comfort Stretch Performance® Shirt, Long-Sleeve, Slightly Fitted Untucked Fit
$59.99 $74.95
Men's Wrinkle-Free Kennebunk Sport Shirt, Long-Sleeve, Slim Fit, Check
Men's Wrinkle-Free Kennebunk Sport Shirt, Long-Sleeve, Slim Fit, Check
$59.95
Men's Comfort Stretch Oxford Shirt, Traditional Untucked Fit, Stripe
Men's Comfort Stretch Oxford Shirt, Traditional Untucked Fit, Stripe
$62.99 $74.95
Men's Comfort Stretch Oxford Shirt, Slightly Fitted Untucked Fit, Stripe
Men's Comfort Stretch Oxford Shirt, Slightly Fitted Untucked Fit, Stripe
$62.99 $74.95

FAQs

Wrinkle free button-down shirts are crafted for lasting comfort and convenience, making them ideal for daily routines. Their special fabric treatment helps them stay smooth and presentable straight from the dryer, so you can spend less time ironing and more time enjoying your day. The classic style pairs easily with everything from jeans to dress pants, offering versatility for work, travel, and weekend plans.

Absolutely. Wrinkle free shirts are designed with soft, breathable materials that feel great against your skin. Many feature thoughtful details like smooth seams and comfortable collars, so you can move through your day with ease—whether you’re at your desk, out for lunch, or relaxing at home.

Yes, wrinkle free shirts are a year-round staple. In cooler months, they layer nicely under sweaters or jackets for added warmth. When the weather warms up, their breathable fabrics help keep you comfortable on their own. This versatility makes them a reliable choice no matter the season.

Wrinkle free button-down shirts make a thoughtful and practical gift for anyone who appreciates easy-care clothing and timeless style. They’re especially popular with people who travel, have busy schedules, or simply want to look polished with minimal effort.

Caring for a wrinkle free shirt is easy—just machine wash and tumble dry. For best results, remove the shirt promptly from the dryer and hang it up. This helps maintain its smooth appearance and extends the life of the fabric.

Top Collections

  • Women's Tunic Shirts
  • Women's Puffer Jackets
  • Corduroy Pants
  • Best Bath Towels
  • Women's Down Jackets
  • Women's Three Quarter Sleeve Tops
  • Women's Khaki Pants
  • Women's Polo Tops
  • Plus Size Rain Coats
  • Best Hiking Pants

Related Pages

  • Footwear Slides
  • Footwear Insoles
  • Winter Footwear
  • Boa Footwear
  • Footwear Moccasins
  • Hiking Footwear
  • Camping Footwear
  • Trail Footwear
  • Minimalist Footwear
  • Wellie Footwear
Customer Service
  • 800-441-5713

    Para Español 888-867-1932

  • Help Center
Shipping
  • About Free Shipping
  • More Shipping Information
Guarantee
  • Our Guarantee
  • Returns
Discounts
  • Medical Professional Discount
  • First Responder Discount
  • Military & Family Discount
  • Student & Teacher Discount
  • Exclusive Offers & Promotions
Where's my order?Track Order
Stores and Events
  • Find a Store
  • Maine Events
  • Bootmobile
About Us
  • Explore L.L.Bean
  • Social Impact
  • Inside L.L.Bean
  • Our Company
  • Jobs
  • Request a Catalog
Explore the Outdoors
  • Outdoor Discovery Programs
  • Get Outside with Green HourTM
Rewards & Credit Card
  • L.L.Bean Rewards
  • L.L.Bean® Mastercard®
  • L.L.Bean® Mastercard®
Gifts
  • Gift Shop
  • Gift Cards
  • Gift Card Balance
  • 800-441-5713

    Para Español 888-867-1932

  • Help Center
Track Order
  • About Free Shipping
  • More Shipping Information
  • Our Guarantee
  • Returns
Discounts
  • Medical Professional Discount
  • First Responder Discount
  • Military & Family Discount
  • Student & Teacher Discount
  • Exclusive Offers & Promotions
  • L.L.Bean Rewards
  • L.L.Bean® Mastercard®
  • L.L.Bean® Mastercard®
  • Explore L.L.Bean
  • Social Impact
  • Inside L.L.Bean
  • Our Company
  • Jobs
  • Request a Catalog
  • Find a Store
  • Maine Events
  • Bootmobile
  • Gift Shop
  • Gift Cards
  • Gift Card Balance
  • Outdoor Discovery Programs
  • Get Outside with Green HourTM
  • We Accept

    PayPalApple Pay
  • DigiCert Secured — click to verify
  • Site Map
  • Product Collections
  • Security
  • Privacy Policy
  • Product Recalls
  • Product Recalls
  • CA-UK Transparency Act
  • Transparency in Coverage
  • Accessibility
  • Targeted Advertising Opt Out
L.L.Bean® is a registered trademark of L.L.Bean Inc. Copyright 2026.v24.1.205.1
Filter & Sort
Loading
  • Recommended

    • Narrow
    • Medium
    • Wide
    • X-Wide