Shop Casual Men Outfits Fall/Winter

Sponsored
$89.00
Men's Classic Ragg Wool Sweater, Henley Natural Large, Lambswool Wool | L.L.Bean
L.L.Bean
Free shipping
$89.00
Men's Classic Ragg Wool Sweater, Henley Natural Large, Lambswool Wool | L.L.Bean
L.L.Bean
$89.00
L.L.Bean | Men's Heritage Soft Cotton Fisherman Sweater, Crewneck Cream Large
L.L.Bean
Free shipping
$89.00
L.L.Bean | Men's Heritage Soft Cotton Fisherman Sweater, Crewneck Cream Large
L.L.Bean
$40.00
$100.00
Men's Luxe Touch Jacket Heather Gray Regular Size S
Banana Republic Factory
60% off
$40.00
$100.00
Men's Luxe Touch Jacket Heather Gray Regular Size S
Banana Republic Factory
$44.99
$96.99
Men's Sweater Cardigan Sweater Ribbed Knit Tunic Knitted V Neck Going Out Weekend Clothing Apparel Fall Winter Army Green Blue M L XL
LightInTheBox
53% off
$44.99
$96.99
Men's Sweater Cardigan Sweater Ribbed Knit Tunic Knitted V Neck Going Out Weekend Clothing Apparel Fall Winter Army Green Blue M L XL
LightInTheBox
$48.00
$80.00
Men's Merino Wool Sweater Black Regular Size S
Banana Republic Factory
40% off
$48.00
$80.00
Men's Merino Wool Sweater Black Regular Size S
Banana Republic Factory
$67.99
$135.21
Men's Geometry Winter Coat Overcoat Coat Warm Breathable Comfortable Vintage Business Work Wear To Work Going Out Pocket Print Fall & Winter Stand Col
LightInTheBox
49% off
$67.99
$135.21
Men's Geometry Winter Coat Overcoat Coat Warm Breathable Comfortable Vintage Business Work Wear To Work Going Out Pocket Print Fall & Winter Stand Col
LightInTheBox
$67.99
$135.21
Men's Symbol Winter Coat Overcoat Coat Warm Breathable Comfortable Vintage Business Work Wear To Work Going Out Pocket Print Fall & Winter Turndown Lo
LightInTheBox
49% off
$67.99
$135.21
Men's Symbol Winter Coat Overcoat Coat Warm Breathable Comfortable Vintage Business Work Wear To Work Going Out Pocket Print Fall & Winter Turndown Lo
LightInTheBox
$129.97
$170.00
Men's Tailored-Fit Linen-Blend Herringbone Suit Trouser Sage Regular Size 34W
Banana Republic Factory
23% off
$129.97
$170.00
Men's Tailored-Fit Linen-Blend Herringbone Suit Trouser Sage Regular Size 34W
Banana Republic Factory
$69.95
L.L.Bean | Men's Wicked Soft Cotton/Cashmere Sweater, Crewneck New Khaki Small, Cotton Blend
L.L.Bean
$69.95
L.L.Bean | Men's Wicked Soft Cotton/Cashmere Sweater, Crewneck New Khaki Small, Cotton Blend
L.L.Bean
$34.99
Legendary Whitetails Men's Buck Camp Flannel, Long Sleeve Plaid Button Down Casual Shirt, Corduroy Cuffs
Amazon.com
2K+
$34.99
Legendary Whitetails Men's Buck Camp Flannel, Long Sleeve Plaid Button Down Casual Shirt, Corduroy Cuffs
Amazon.com
$27.79
Dockers Men's Classic Fit Easy Khaki Pants - Pleated (Standard And Big & Tall) Timberwolf 52W X 30L
Amazon.com
17K+
$27.79
Dockers Men's Classic Fit Easy Khaki Pants - Pleated (Standard And Big & Tall) Timberwolf 52W X 30L
Amazon.com
$39.98
EKLENTSON Men's Sweaters 1/4 Zip Up Striped Long Sleeve Sweatshirts Casual Fall Winter Pullover Polo Sweaters
Amazon.com
24
Free shipping
$39.98
EKLENTSON Men's Sweaters 1/4 Zip Up Striped Long Sleeve Sweatshirts Casual Fall Winter Pullover Polo Sweaters
Amazon.com
$59.97
$134.99
Thrills Jacob Plaid Mens Jacket - Brown - Small
Tillys
55% off
$59.97
$134.99
Thrills Jacob Plaid Mens Jacket - Brown - Small
Tillys
$124.00
$248.00
Lululemon Men's Reversible Insulated Bomber Jacket Size L Green,Olive|Army Green
lululemon
In store
Free shipping
Curbside
$124.00
$248.00
Lululemon Men's Reversible Insulated Bomber Jacket Size L Green,Olive|Army Green
lululemon
$99.00
Mens 2 Piece Sets Casual Leisure Suit In Blue And Orange Plaid Blue / M
overcoatusa
$99.00
Mens 2 Piece Sets Casual Leisure Suit In Blue And Orange Plaid Blue / M
overcoatusa
$44.97
$89.95
Men's No Iron Comfort Waist Traditional Fit Plain Front Chino Pant - Lands' End - Tan - 37
Lands' End
50% off
$44.97
$89.95
Men's No Iron Comfort Waist Traditional Fit Plain Front Chino Pant - Lands' End - Tan - 37
Lands' End
$112.00
$140.00
Men's Apt. 9® Wool Peacoat, Size: Medium, Black
Kohl's
Free shipping
20% off
$112.00
$140.00
Men's Apt. 9® Wool Peacoat, Size: Medium, Black
Kohl's
$89.95
Men's No Iron Comfort Waist Traditional Fit Pleated Front Chino Pant - Lands' End - Tan - 40
Lands' End
$89.95
Men's No Iron Comfort Waist Traditional Fit Pleated Front Chino Pant - Lands' End - Tan - 40
Lands' End
$90.00
$225.00
Calvin Klein Men's Puffer With Set In Bib Detail, Created For Macy's - Deep Red - Size XL
Macy's
Special Offer
Free shipping
60% off
$90.00
$225.00
Calvin Klein Men's Puffer With Set In Bib Detail, Created For Macy's - Deep Red - Size XL
Macy's
$99.00
$168.00
Lululemon Men's Relaxed-Fit Half-Zip Knit Sweater Size L Black
lululemon
Free shipping
41% off
$99.00
$168.00
Lululemon Men's Relaxed-Fit Half-Zip Knit Sweater Size L Black
lululemon
$85.99
Men's Fall Outdoor Slim Jacket, Khaki / XL
byshoppy
$85.99
Men's Fall Outdoor Slim Jacket, Khaki / XL
byshoppy
$54.97
$109.95
Men's Lightweight Full Zip Jacket - Lands' End - Gray - L
Lands' End
50% off
$54.97
$109.95
Men's Lightweight Full Zip Jacket - Lands' End - Gray - L
Lands' End
$96.25
$275.00
London Fog Men's Wool-Blend Layered Car Coat, Created For Macy's - Medium Gray - Size M
Macy's
Special Offer
Free shipping
65% off
$96.25
$275.00
London Fog Men's Wool-Blend Layered Car Coat, Created For Macy's - Medium Gray - Size M
Macy's
$96.25
$275.00
London Fog Men's Wool-Blend Layered Car Coat, Created For Macy's - Black/New Charcoal - Size M
Macy's
Special Offer
Free shipping
65% off
$96.25
$275.00
London Fog Men's Wool-Blend Layered Car Coat, Created For Macy's - Black/New Charcoal - Size M
Macy's
$84.00
$168.00
Lululemon Men's Engineered Warmth Half Zip Size S Tri Heather Vapor|Gull Grey|Black
lululemon
Free shipping
50% off
$84.00
$168.00
Lululemon Men's Engineered Warmth Half Zip Size S Tri Heather Vapor|Gull Grey|Black
lululemon
$150.00
High-Quality Men's Coat Made Of Wool
Vernier
$150.00
High-Quality Men's Coat Made Of Wool
Vernier
$82.00
$138.00
Men's Linen-Cotton Plaid Relaxed Jacket By Gap Blue Size L
Gap
40% off
$82.00
$138.00
Men's Linen-Cotton Plaid Relaxed Jacket By Gap Blue Size L
Gap
$19.98
$49.99
Men's Kenitra Jacquard Plaid Jacket Size Small | Fashion Nova
Fashion Nova - New
30-day returns (most items)
60% off
$19.98
$49.99
Men's Kenitra Jacquard Plaid Jacket Size Small | Fashion Nova
Fashion Nova - New
$279.00
Patagonia Men's Down Sweater Black L
REI
Free shipping
$279.00
Patagonia Men's Down Sweater Black L
REI
$49.99
$80.00
Eddie Bauer Men's Eddie's Favorite Flannel - Pattern - Cardinal - M
Eddie Bauer
37% off
$49.99
$80.00
Eddie Bauer Men's Eddie's Favorite Flannel - Pattern - Cardinal - M
Eddie Bauer
$9.98
$49.99
Men's William Casual Jacket In Brown Size Medium | Fashion Nova
Fashion Nova - New
80% off
$9.98
$49.99
Men's William Casual Jacket In Brown Size Medium | Fashion Nova
Fashion Nova - New
$149.95
Men's Irish Wool Zip-Front Cardigan - Natural Oatmeal - Medium - The Vermont Country Store
Vermont Country Store
Special Offer
$149.95
Men's Irish Wool Zip-Front Cardigan - Natural Oatmeal - Medium - The Vermont Country Store
Vermont Country Store
$179.99
$250.00
Banana Republic Men's Stretch-Chino Pant Blazer Khaki Beige Size 38 Regular
Banana Republic
28% off
$179.99
$250.00
Banana Republic Men's Stretch-Chino Pant Blazer Khaki Beige Size 38 Regular
Banana Republic
$74.95
Active Travel Hoodie - Zipper Pockets, Stretchy, Breathable - Men's Pullover V.2, Grey / M
KETL Mtn.
$74.95
Active Travel Hoodie - Zipper Pockets, Stretchy, Breathable - Men's Pullover V.2, Grey / M
KETL Mtn.
$898.00
Men's Italian Wool Shawl Tuxedo Jacket In Black
Todd Snyder - 2025
$898.00
Men's Italian Wool Shawl Tuxedo Jacket In Black
Todd Snyder - 2025
$94.00
$118.00
Men's Relaxed Linen-Cotton Blazer By Gap Oatmeal Heather Size S
Gap
20% off
$94.00
$118.00
Men's Relaxed Linen-Cotton Blazer By Gap Oatmeal Heather Size S
Gap
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    Shop Casual Men Outfits Fall/Winter

    Sponsored
    $89.00
    Men's Classic Ragg Wool Sweater, Henley Natural Large, Lambswool Wool | L.L.Bean
    L.L.Bean
    Free shipping
    $89.00
    Men's Classic Ragg Wool Sweater, Henley Natural Large, Lambswool Wool | L.L.Bean
    L.L.Bean
    $89.00
    L.L.Bean | Men's Heritage Soft Cotton Fisherman Sweater, Crewneck Cream Large
    L.L.Bean
    Free shipping
    $89.00
    L.L.Bean | Men's Heritage Soft Cotton Fisherman Sweater, Crewneck Cream Large
    L.L.Bean
    $40.00
    $100.00
    Men's Luxe Touch Jacket Heather Gray Regular Size S
    Banana Republic Factory
    60% off
    $40.00
    $100.00
    Men's Luxe Touch Jacket Heather Gray Regular Size S
    Banana Republic Factory
    $44.99
    $96.99
    Men's Sweater Cardigan Sweater Ribbed Knit Tunic Knitted V Neck Going Out Weekend Clothing Apparel Fall Winter Army Green Blue M L XL
    LightInTheBox
    53% off
    $44.99
    $96.99
    Men's Sweater Cardigan Sweater Ribbed Knit Tunic Knitted V Neck Going Out Weekend Clothing Apparel Fall Winter Army Green Blue M L XL
    LightInTheBox
    $48.00
    $80.00
    Men's Merino Wool Sweater Black Regular Size S
    Banana Republic Factory
    40% off
    $48.00
    $80.00
    Men's Merino Wool Sweater Black Regular Size S
    Banana Republic Factory
    $67.99
    $135.21
    Men's Geometry Winter Coat Overcoat Coat Warm Breathable Comfortable Vintage Business Work Wear To Work Going Out Pocket Print Fall & Winter Stand Col
    LightInTheBox
    49% off
    $67.99
    $135.21
    Men's Geometry Winter Coat Overcoat Coat Warm Breathable Comfortable Vintage Business Work Wear To Work Going Out Pocket Print Fall & Winter Stand Col
    LightInTheBox
    $67.99
    $135.21
    Men's Symbol Winter Coat Overcoat Coat Warm Breathable Comfortable Vintage Business Work Wear To Work Going Out Pocket Print Fall & Winter Turndown Lo
    LightInTheBox
    49% off
    $67.99
    $135.21
    Men's Symbol Winter Coat Overcoat Coat Warm Breathable Comfortable Vintage Business Work Wear To Work Going Out Pocket Print Fall & Winter Turndown Lo
    LightInTheBox
    $129.97
    $170.00
    Men's Tailored-Fit Linen-Blend Herringbone Suit Trouser Sage Regular Size 34W
    Banana Republic Factory
    23% off
    $129.97
    $170.00
    Men's Tailored-Fit Linen-Blend Herringbone Suit Trouser Sage Regular Size 34W
    Banana Republic Factory
    $69.95
    L.L.Bean | Men's Wicked Soft Cotton/Cashmere Sweater, Crewneck New Khaki Small, Cotton Blend
    L.L.Bean
    $69.95
    L.L.Bean | Men's Wicked Soft Cotton/Cashmere Sweater, Crewneck New Khaki Small, Cotton Blend
    L.L.Bean
    $34.99
    Legendary Whitetails Men's Buck Camp Flannel, Long Sleeve Plaid Button Down Casual Shirt, Corduroy Cuffs
    Amazon.com
    2K+
    $34.99
    Legendary Whitetails Men's Buck Camp Flannel, Long Sleeve Plaid Button Down Casual Shirt, Corduroy Cuffs
    Amazon.com
    $27.79
    Dockers Men's Classic Fit Easy Khaki Pants - Pleated (Standard And Big & Tall) Timberwolf 52W X 30L
    Amazon.com
    17K+
    $27.79
    Dockers Men's Classic Fit Easy Khaki Pants - Pleated (Standard And Big & Tall) Timberwolf 52W X 30L
    Amazon.com
    $39.98
    EKLENTSON Men's Sweaters 1/4 Zip Up Striped Long Sleeve Sweatshirts Casual Fall Winter Pullover Polo Sweaters
    Amazon.com
    24
    Free shipping
    $39.98
    EKLENTSON Men's Sweaters 1/4 Zip Up Striped Long Sleeve Sweatshirts Casual Fall Winter Pullover Polo Sweaters
    Amazon.com
    $59.97
    $134.99
    Thrills Jacob Plaid Mens Jacket - Brown - Small
    Tillys
    55% off
    $59.97
    $134.99
    Thrills Jacob Plaid Mens Jacket - Brown - Small
    Tillys
    $124.00
    $248.00
    Lululemon Men's Reversible Insulated Bomber Jacket Size L Green,Olive|Army Green
    lululemon
    In store
    Free shipping
    Curbside
    $124.00
    $248.00
    Lululemon Men's Reversible Insulated Bomber Jacket Size L Green,Olive|Army Green
    lululemon
    $99.00
    Mens 2 Piece Sets Casual Leisure Suit In Blue And Orange Plaid Blue / M
    overcoatusa
    $99.00
    Mens 2 Piece Sets Casual Leisure Suit In Blue And Orange Plaid Blue / M
    overcoatusa
    $44.97
    $89.95
    Men's No Iron Comfort Waist Traditional Fit Plain Front Chino Pant - Lands' End - Tan - 37
    Lands' End
    50% off
    $44.97
    $89.95
    Men's No Iron Comfort Waist Traditional Fit Plain Front Chino Pant - Lands' End - Tan - 37
    Lands' End
    $112.00
    $140.00
    Men's Apt. 9® Wool Peacoat, Size: Medium, Black
    Kohl's
    Free shipping
    20% off
    $112.00
    $140.00
    Men's Apt. 9® Wool Peacoat, Size: Medium, Black
    Kohl's
    $89.95
    Men's No Iron Comfort Waist Traditional Fit Pleated Front Chino Pant - Lands' End - Tan - 40
    Lands' End
    $89.95
    Men's No Iron Comfort Waist Traditional Fit Pleated Front Chino Pant - Lands' End - Tan - 40
    Lands' End