Skip to page content
Added to Your Shopping Bag
Close

Accessing Shopping Bag

Accessing Shopping Bag

Shop Relaxed Fit Shirts

By Color

Black

Gray

Pink

By Gender

Womens

Other Options

Silky

Mens Relaxed Fit Shirt

Item #:286419
Available in Black Cherry, Blue, Peacock Blue
$44.95
  • Looks and feels broken-in without the breaking-in period
  • Made from soft, substantial oxford cotton
  • At ease with jeans and chinos alike
  • Relaxed through the shoulders and chest with a slim waist
Item #:286413
Available in Bay Leaf, Blue, Bright Mariner, Faded Gold, Mountain Blue, Sandstone
$44.95 $39.99
  • Cotton canvas fabric looks and feels broken-in right from the start
  • Prewashed to soften the fabric and prevent shrinking
  • This Slightly Fitted shirt is relaxed through the chest and sleeves with a slightly slimmer waist
Item #:285277
Available in Bering Blue, Blue, Cottage Red, Mariner Blue, Mountain Blue, Sea Salt, True Navy, Warm Red
$44.95 $39.99
  • Looks and feels broken-in without the breaking-in period
  • Made from soft, substantial oxford cotton
  • At ease with jeans and chinos alike
  • Traditional Fit is relaxed through the chest, sleeves and waist
Item #:287996
Available in Blue-green, Gray, Gray Heather, Soft Blue, Warm Red
$39.95
  • Made of soft 100% brushed Portuguese flannel
  • Easy-to-wear plaids pair well with jeans and chinos alike
  • Great for wearing through the winter into spring
  • Slightly Fitted: relaxed through the chest and sleeves with a slim waist
Item #:285280
Available in Blue, Collegiate Blue, Rustic Red
$84.00 $54.99
  • Our most luxurious men's shirt makes a great gift
  • Combines the ease of cotton with the warmth and silky softness of merino wool
  • Wrinkle resistant and machine washable, so the care couldn't be easier
  • Traditional Fit is relaxed through the chest, sleeves and waist
Item #:283779
Available in Blue, Mountain Blue
$44.95 $24.99
  • Wash, dry and wear – no ironing needed
  • Wear it casually with jeans or dress it up with a blazer and chinos
  • Traditional Fit is relaxed through the chest, sleeves and waist
Item #:283777
Available in Bay Blue, Bering Blue, Buff Yellow, Butter, Chocolate, Purple
$44.95 $19.99
  • Comes out of the dryer without a wrinkle – and stays that way all day
  • Looks great dressed up with a blazer and chinos or worn casually with jeans
  • Traditional Fit is relaxed through the chest, sleeves and waist
Item #:287889
Available in Blue, Bright Blue, Clear Blue, Fire, Mountain Red, Rustic Red, Sunburst, True Navy
$44.95 $39.99
  • Looks freshly pressed right out of the dryer
  • 100% cotton poplin is comfortable all day long
  • Slightly Fitted: relaxed through the chest and sleeves with a slightly slimmer waist
Item #:286425
Available in Cottage Red, Red, Vintage Indigo
$44.95 $29.99
  • Iconic cotton chambray is washed for old-favorite softness from the very start
  • As soft as it is, the cotton chambray fabric remains durable
  • Pairs equally well with jeans or chinos
  • Traditional Fit is relaxed through the chest, sleeves and waist
Item #:287897
Available in Blue, Bright Aqua, Light Cobalt
$44.95 $29.99
  • Looks freshly pressed right out of the dryer
  • 100% cotton poplin is comfortable all day long
  • Slightly Fitted: relaxed through the chest and sleeves with a slightly slimmer waist
Item #:275165
Available in Bay Leaf, Blue, Blue Mist, Butter, Ivory, Moonlight Blue, Teal Blue
$44.95 $39.99
  • Specially treated to resist wrinkles, so you can wear it right from the dryer without ironing
  • Our exclusive cotton fabric is soft yet substantial
  • Slightly Fitted: relaxed through the chest and sleeves with a slightly slimmer waist
Item #:285275
Available in Blue, Bottle Blue
$44.95 $29.99
  • Comes out of the dryer looking freshly pressed
  • Subtle pattern looks great with jeans and chinos alike
  • Traditional Fit is relaxed through the chest, sleeves and waist
Item #:288075
Available in Blue, Bold Crimson, Bright Orange, Caribbean Blue, Classic Cobalt, Forest Moss, Herb Green, Light Cobalt, Mineral Gray, Peak Orange
$49.95 $44.99
  • Textured polyester/nylon seersucker sits off your skin, allowing air to circulate and keep you cool
  • Wicks moisture, dries quickly and offers UPF 50+ protection from harmful rays
  • Mesh lining at back yoke for comfort on hot days
  • Slightly Fitted (formerly known as Trim Fit) is relaxed through the chest and sleeves with a slightly slimmer waist
Item #:285391
Available in Brown, Dark Clay, Mariner Blue
$69.00 $59.99
  • Built for rugged comfort and lasting durability
  • 100% cotton is garment-washed for exceptional softness and shrink resistance
  • Gusseted underarms allow a wide range of movement
  • Traditional Fit is relaxed through the chest, sleeves and waist
Item #:288077
Available in Bold Crimson, Bright Orange, Caribbean Blue, Classic Cobalt, Forest Moss, Herb Green, Mineral Gray, Orange, Peak Orange
$54.95 $49.99
  • Textured polyester/nylon seersucker sits off your skin, allowing air to circulate and keep you cool
  • Wicks moisture, dries quickly and offers UPF 50+ protection from harmful rays
  • Mesh lining at back yoke for comfort on hot days
  • Slightly Fitted (formerly known as Trim Fit) is relaxed through the chest and sleeves with a slightly slimmer waist
Item #:280488
Available in Arctic Blue, Blue, Pink Lilac
$44.95
  • Enjoy the look of a freshly pressed shirt without a trip to the dry cleaner
  • Innovative cotton fabric wicks moisture and dries quickly
  • Slightly Fitted: relaxed through the chest and sleeves with a slightly slimmer waist
Item #:286428
Available in Blue, Rustic Blue
$49.95 $39.99
  • Cotton chambray is rich with authentic character
  • Supersoft fabric just keeps getting more comfortable over time
  • Pairs equally well with jeans and chinos
  • Traditional Fit is relaxed through the chest, sleeves and waist
Item #:288691
Available in Blue, Purple Clover, Regatta Blue
$39.95 $19.99
  • Airy cotton poplin keeps you looking and feeling cool
  • Easily dresses up for the office or down for the weekend
  • Garment-washed for softness you'll appreciate
  • Slightly Fitted: relaxed through the chest and sleeves with a slightly slimmer waist
Item #:285277
Available in Black Cherry, Blue, Dark Terracotta, Peacock Blue, Tree Moss
$44.95
  • Looks and feels broken-in without the breaking-in period
  • Made from soft, substantial oxford cotton
  • At ease with jeans and chinos alike
  • Traditional Fit is relaxed through the chest, sleeves and waist
Item #:287623
Available in Blue, Coral Dust, Dawn, Red Ochre, True Navy
$44.95
  • All the softness of cotton, none of the wrinkles
  • Easily dress it up or down
  • Traditional Fit is relaxed through the chest, sleeves and waist
Item #:287627
Available in Blue, Blue Mist, Cottage Red, Dark Celadon
$44.95
  • All the softness of cotton, none of the wrinkles
  • Easily dress it up or down
  • Traditional Fit is relaxed through the chest, sleeves and waist
Item #:287879
Available in Blue, Bright Aqua, Light Cobalt
$39.95 $24.99
  • Looks freshly pressed right out of the dryer
  • 100% cotton poplin is comfortable all day long
  • Traditional Fit: tried-and-true L.L.Bean fit is relaxed through the chest, sleeves and waist
Item #:278629
Available in Blue, Bright Navy, Chestnut, Loden, Mariner Blue, Russet
$49.95
  • A revolutionary flannel, exclusive to L.L.Bean
  • Won't shrink – and resists pilling and fading
  • Feels as soft, warm and comfortable as our traditional flannel shirts
  • Traditional Fit is relaxed through the chest, sleeves and waist
Item #:291683
Available in Astral Blue, Blue, Cayenne, Dark Amber, Royal Blue
$59.00
  • Ideal for all your outdoor adventures with quick-dry and breathable fabric
  • Stretches to move with you for full range of motion
  • Four total chest pockets, two zippered with mesh lining for ventilation
  • Slightly Fitted (formerly known as Trim Fit) is relaxed through the chest and sleeves with a slightly slimmer waist
Item #:270135
Available in Apple Cinnamon, Bay Leaf, Blue, Bright Mariner, Burnt Orange, Faded Gold, Mountain Blue, Sandstone, Teal Blue
$39.95
  • Made of soft 100% cotton canvas that feels broken-in right from the start
  • Prewashed to soften the fabric and prevent shrinking
  • Traditional Fit is relaxed through the chest, sleeves and waist
Item #:285279
Available in Black Forest Green, Blue, Collegiate Blue, Deep Blue, Rustic Red
$79.00
  • Our most luxurious men's shirt makes a great gift
  • Combines the ease of cotton with the warmth and silky softness of merino wool
  • Wrinkle resistant and machine washable, so the care couldn't be easier
  • Traditional Fit is relaxed through the chest, sleeves and waist
Item #:285283
Available in Blue Aster, Buff Yellow, Dark Elm, Light Teal, Mid-blue, Red, Russet
$44.95 $39.99
  • Wash, dry and wear – there's no need to pay for dry cleaning
  • Pairs equally well with jeans or chinos
  • Hidden button-down collar
  • Traditional Fit is relaxed through the chest, sleeves and waist
Item #:242317
Available in Amber Gold, Apple Cinnamon, Blue, Bright Aqua, Bright Kelly Green, Cayenne, Sunset Orange
$39.95 $34.99
  • Crinkled weave keeps you cool on hot days
  • Fabric is naturally wrinkle resistant
  • Traditional Fit is relaxed through the chest, sleeves and waist
Item #:270133
Available in Apple Cinnamon, Bay Leaf, Blue, Bright Mariner, Burnt Orange, Faded Gold, Mountain Blue, Sandstone, Teal Blue
$44.95
  • Made of soft 100% cotton canvas that feels broken-in right from the start
  • Prewashed to soften the fabric and prevent shrinking
  • Traditional Fit is relaxed through the chest, sleeves and waist
Item #:287625
Available in Blue, Blue Aster, Deep Sea Green
$44.95 $29.99
  • A great business shirt you can wear straight from the dryer
  • 100% cotton fabric is soft and comfortable
  • Pairs well with chinos, blazers or jeans
Item #:285391
Available in Blue, Dusty Olive, Mariner Blue
$69.00 $59.99
  • Built for rugged comfort and lasting durability
  • 100% cotton is garment-washed for exceptional softness and shrink resistance
  • Gusseted underarms allow a wide range of movement
  • Traditional Fit is relaxed through the chest, sleeves and waist
Item #:285392
Available in Blue, Sail Blue, Sandalwood
$74.00 $64.99
  • Exceptional comfort and rugged design makes it a great addition our Katahdin Iron Works collection
  • 100% cotton is garment-washed for exceptional softness and shrink resistance
  • Gusseted underarms allow a range of movement
  • Traditional Fit is relaxed through the chest, sleeves and waist