Men’s Big & Tall Business Casual Attire for Fall

Westport Sport Half Zip Pullover

$108.91

$65.34

Westport 1989 Stretch Denim Jeans

$174.27

$104.55

Westport Lifestyle Long Sleeve Strive Performance Quarter-Zip Pullover

$137.96

$82.76

New to Sale

Tommy Hilfiger Solid Linen Sport Coat

$471.96

$352.87

New to Sale

Westport Lifestyle Links Quarter-Zip Vest

$167.00

$123.42

New to Sale

Westport Lifestyle Coastal Sunshield Hoodie

$129.25

$95.82

Westport Lifestyle Links Quarter-Zip Pullover

$181.52

$108.90

Westport Black Marabella V-Neck Sweater

$274.47

$164.08

New to Sale

Peter Millar Perth Cross-Hatch Quarter-Zip Pullover

$274.47

$203.29 + EXTRA 20% off with code PM20

Peter Millar Coolspun Lite Cotton Quarter-Zip Sweater

$384.84

$230.88 + EXTRA 20% off with code PM20

Westport Black Summer Saltwater Crew Pullover

$245.41

$145.20

New to Sale

Westport Black Long Sleeve Button-Down Collar Linen Cotton Sport Shirt

$188.06

$140.85

Westport Black Lisbon Reversible Crew

$283.18

$169.89

New to Sale

Westport Black Long Sleeve Button-Down Collar Linen-Cotton Sport Shirt

$188.06

$140.85

Peter Millar Crown Heritage 5-Pocket Denim

$355.78

$213.46 + EXTRA 20% off with code PM20

Westport No-Tuck Long Sleeve Button-Down Collar Stretch Performance Gingham Sport Shirt

$181.52

$108.90

New to Sale

Westport Black Long Sleeve Button-Down Collar Linen Cotton Sport Shirt

$188.06

$140.85

Westport No-Tuck Long Sleeve Button-Down Stretch Performance Plaid Sport Shirt

$181.52

$108.90

Westport Black Kingston Quarter-Zip Pullover

$283.18

$169.89

Westport No-Tuck Long Sleeve Button-Down Collar Stretch Performance Plaid Sport Shirt

$181.52

$108.90

Westport Black Short Sleeve Legacy II Cotton Cashmere Polo

$239.61

$143.76

Westport No-Tuck Short Sleeve Button-Down Stretch Performance Plaid Sport Shirt

$181.52

$108.90

New to Sale

Westport Black Long Sleeve Button-Down Cotton-Linen Ombre Sport Shirt

$196.05

$145.20

Westport No-Tuck Short Sleeve Button-Down Collar Stretch Performance Plaid Sport Shirt

$181.52

$108.90

Westport No-Tuck Long Sleeve Button-Down Collar Stretch Performance Gingham Sport Shirt

$181.52

$108.90

Westport No-Tuck Short Sleeve Button-Down Collar Stretch Performance Plaid Sport Shirt

$181.52

$108.90

New to Sale

Westport Black Long Sleeve Button-Down Collar Linen-Cotton Sport Shirt

$188.06

$140.85

Westport Black Suede Knit Cardigan

$653.48

$392.07

New to Sale

Peter Millar Long Sleeve Pine Sugar Stripe Performance Hoodie

$287.54

$214.90 + EXTRA 20% off with code PM20

Peter Millar Coolspun Textured Crewneck Sweater

$384.84

$230.88 + EXTRA 20% off with code PM20

Westport No-Tuck Short Sleeve Button-Down Collar Stretch Performance Big Plaid Sport Shirt

$181.52

$108.90

New to Sale

Westport Black Long Sleeve Button-Down Cotton-Linen Ombre Sport Shirt

$196.05

$145.20

New to Sale

Peter Millar Basket Weave Perth Quarter-Zip Pullover

$274.47

$203.29 + EXTRA 20% off with code PM20

Peter Millar Coolspun Lite Full Zip Sweater Vest

$341.27

$203.29 + EXTRA 20% off with code PM20

New to Sale

Westport Black Charleston Knit Seersucker Sport Coat

$1,009.26

$755.12

Westport No-Tuck Short Sleeve Button-Down Collar Stretch Performance Plaid Sport Shirt

$181.52

$108.90

Westport Black Textured Stripe Crew Sweater

$254.13

$152.47

Westport Black Kingston Stripe Quarter-Zip Pullover

$312.21

$187.31

Polo Ralph Lauren Short Sleeve Solid Oxford Sport Shirt

$188.78

$113.26

Westport No-Tuck Long Sleeve Button-Down Collar Stretch Performance Gingham Sport Shirt

$181.52

$108.90

Tommy Bahama Diamante Dunes Baja Hoodie Pullover

$232.35

$139.39

Polo Ralph Lauren Short Sleeve Patterned Oxford Sport Shirt

$188.78

$113.26

Polo Ralph Lauren Stretch Denim Jeans

$196.05

$116.16

New to Sale

Westport Black Long Sleeve Button-Down Cotton-Linen Ombre Sport Shirt

$196.05

$145.20

Westport Lifestyle Short Sleeve Button-Down Collar Madras Sport Shirt

$188.78

$113.26

Peter Millar Saratoga Stripe Quarter Zip Sweater

$550.38

$329.64 + EXTRA 20% off with code PM20

Peter Millar Cradle Pique Full Zip Vest

$287.54

$171.35 + EXTRA 20% off with code PM20

Westport Black Harbor Pullover Hoodie

$142.31

$84.21

Peter Millar Coolspun Light Birdseye Quarter-Zip Pullover

$432.75

$258.47 + EXTRA 20% off with code PM20

Coppley Two-Button Side Vent Plaid Sport Coat

$1,444.92

$866.94

Westport Black Preston Knit Blazer

$864.05

$518.42

Westport No-Tuck Long Sleeve Button-Down Stretch Performance Plaid Sport Shirt

$181.52

$108.90

Westport Black Two-Button Side Vent Windowpane Sport Coat

$864.05

$518.42

Westport Black Prince of Wales Plaid Knit Blazer

$864.05

$518.42

Tommy Bahama Minori Sands Button Mock Pullover

$217.82

$130.68

Michael Kors Two-Button Center Vent Plaid Sport Coat

$573.62

$344.15

Westport Black Two-Button Side Vent Plaid Sport Coat

$864.05

$518.42

Westport Black Space Dye Stripe Crew Sweater

$254.13

$152.47

Westport Black Summer Pique Knit Sport Coat

$1,009.26

$605.55

Peter Millar Crosswinds Textured Crewneck Sweater

$550.38

$329.64 + EXTRA 20% off with code PM20

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Fall business casual fashion options for the big & tall working man abound in this collection of dark wash jeans, cardigans, collared shirts, suit coats and more. Whether you’re looking for blazer options to fit the boardroom, a cardigan for cocktails with clients, or dress shirts for date night you’ll find the newest styles alongside time-honored classics meant to outfit the big & tall man for situations where you need to strike the balance between brass-tacks business and casual cool. Shop our wide variety of business casual options in sizes meant to fit the man whose physical size matches his boardroom gravitas.

Big & Tall Business Casual Attire for Fall

Big & Tall Business Casual Attire for Fall

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Big & Tall Business Casual Attire for Fall

Big & Tall Business Casual Attire for Fall

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