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Men's Work & Business Casual Outfits

3059 items
  • All Work
  • Under $100
  • Clothing
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Frank Sinatra Rat Pack Leather Strap, 40mm (Limited Edition)

BULOVA Frank Sinatra Rat Pack Leather Strap, 40mm (Limited Edition)

$825Current Price $825
Devon OoohCotton® Geo Print Button-Up Shirt

Bugatchi Devon OoohCotton® Geo Print Button-Up Shirt

$189Current Price $189
Trim Fit Dash Duo Geo Print Performance Button-Up Shirt

W.R.K Trim Fit Dash Duo Geo Print Performance Button-Up Shirt

$118Current Price $118
Langley Stripe Crown Lite Performance Twill Button-Up Shirt
New
Sponsored

Peter Millar Langley Stripe Crown Lite Performance Twill Button-Up Shirt

$165Current Price $165
James OoohCotton® Gingham Button-Up Shirt
New

Bugatchi James OoohCotton® Gingham Button-Up Shirt

$199Current Price $199
Shirt With Micro Zigzag Tone On Tone
New

Missoni Shirt With Micro Zigzag Tone On Tone

$784Current Price $784
$1,120Previous Price $1,120
Basic Slim Fit Abstract Geo Short Sleeve Performance Button-Up Shirt
New

W.R.K Basic Slim Fit Abstract Geo Short Sleeve Performance Button-Up Shirt

$98Current Price $98
Conway Microcheck Crown Lite Performance Twill Button-Up Shirt
New
Sponsored

Peter Millar Conway Microcheck Crown Lite Performance Twill Button-Up Shirt

$165Current Price $165
Seersucker Johnny Collar Polo

MANGO Seersucker Johnny Collar Polo

$59.99Current Price $59.99
Logan Print Button-Up Shirt
New

Johnston & Murphy Logan Print Button-Up Shirt

$129.50Current Price $129.50
5(1)
Regular Fit Pants

MANGO Regular Fit Pants

$99.99Current Price $99.99
Only a few left
Logan Microprint Short Sleeve Cotton Blend Button-Up Shirt
New

Johnston & Murphy Logan Microprint Short Sleeve Cotton Blend Button-Up Shirt

$109.50Current Price $109.50
XC+™ Motion Geo Print Short-Sleeve Performance Knit Button-Up Shirt
New

Johnston & Murphy XC+™ Motion Geo Print Short-Sleeve Performance Knit Button-Up Shirt

$109.50Current Price $109.50
Big & Tall Orsini Performance Sport Shirt
New

Untuckit Fit by Dxl Big & Tall Orsini Performance Sport Shirt

$125Current Price $125
Julian Shaped Fit Linen Blend Button-Up Shirt

Bugatchi Julian Shaped Fit Linen Blend Button-Up Shirt

$225Current Price $225
Brighton Perfect Poplin Button-Up Shirt
New
Sponsored

Peter Millar Brighton Perfect Poplin Button-Up Shirt

$165Current Price $165
Alvin Shaped Fit Geo Print Button-Up Shirt
New

Bugatchi Alvin Shaped Fit Geo Print Button-Up Shirt

$199Current Price $199
Logan Microprint Short Sleeve Cotton Blend Button-Up Shirt
New

Johnston & Murphy Logan Microprint Short Sleeve Cotton Blend Button-Up Shirt

$109.50Current Price $109.50
Logan Flamingo Print Short Sleeve Cotton Blend Button-Up Shirt
New

Johnston & Murphy Logan Flamingo Print Short Sleeve Cotton Blend Button-Up Shirt

$109.50Current Price $109.50
Flynn Cklassic Fit Solid Wool Suit
Sponsored

Peter Millar Flynn Cklassic Fit Solid Wool Suit

$1,095Current Price $1,095
XC Motion Performance Knit Button-Up Shirt
New

Johnston & Murphy XC Motion Performance Knit Button-Up Shirt

$129.50Current Price $129.50
Linden Textured Short Sleeve Button-Up Shirt
New

Johnston & Murphy Linden Textured Short Sleeve Button-Up Shirt

$109.50Current Price $109.50
Wayne Button-Up Work Shirt
New
Sponsored

AG Wayne Button-Up Work Shirt

$178Current Price $178
Rippled Long Sleeve Camp Shirt
New

KROST Rippled Long Sleeve Camp Shirt

$185Current Price $185
Miles OoohCotton® Windowpane Short Sleeve Button-Up Shirt

Bugatchi Miles OoohCotton® Windowpane Short Sleeve Button-Up Shirt

$159Current Price $159
Big & Tall Perfect Fit Waist-Relaxer Pleated Suit Pants

Oak Hill by DXL Big & Tall Perfect Fit Waist-Relaxer Pleated Suit Pants

$88Current Price $88
The Iconic Solid Cotton Button-Down Oxford Shirt
Sponsored

Polo Ralph Lauren The Iconic Solid Cotton Button-Down Oxford Shirt

$130Current Price $130
Big & Tall Whitlock Performance Sport Shirt
New

Untuckit Fit by Dxl Big & Tall Whitlock Performance Sport Shirt

$125Current Price $125
XC+™ Motion Geo Print Short-Sleeve Performance Knit Button-Up Shirt
New

Johnston & Murphy XC+™ Motion Geo Print Short-Sleeve Performance Knit Button-Up Shirt

$109.50Current Price $109.50
Roica Flat Front Straight Leg Dress Pants

Samuelsohn Roica Flat Front Straight Leg Dress Pants

$395Current Price $395
4(1)
Only a few left
Hyperlight Soft Light Blue Mélange Silk & Linen Blend Sport Coat
New
Sponsored

Peter Millar Hyperlight Soft Light Blue Mélange Silk & Linen Blend Sport Coat

$895Current Price $895
Axel Shaped Fit Brushed Mélange Button-Up Shirt
New

Bugatchi Axel Shaped Fit Brushed Mélange Button-Up Shirt

$199Current Price $199
Bennett Gingham Short Sleeve Button-Up Shirt
New

Johnston & Murphy Bennett Gingham Short Sleeve Button-Up Shirt

$109.50Current Price $109.50
Julian Shaped Fit Geo Print Cotton Button-Up Shirt

Bugatchi Julian Shaped Fit Geo Print Cotton Button-Up Shirt

$199Current Price $199
3-in-1 Water Repellent Jacket
New
Sponsored

Eton 3-in-1 Water Repellent Jacket

$895Current Price $895
XC Flex Ascend Short Sleeve Button-Up Shirt
New

Johnston & Murphy XC Flex Ascend Short Sleeve Button-Up Shirt

$109.50Current Price $109.50
Linden Textured Short Sleeve Button-Up Shirt
New

Johnston & Murphy Linden Textured Short Sleeve Button-Up Shirt

$109.50Current Price $109.50
Big & Tall Non-Iron Plaid Sport Shirt V2
New

Brooks Brothers Big & Tall Non-Iron Plaid Sport Shirt V2

$95Current Price $95
Flynn Classic Fit Plaid Wool Suit
Sponsored

Peter Millar Flynn Classic Fit Plaid Wool Suit

$1,045Current Price $1,045
Big & Tall Geometric Print Sport Shirt V2
New

Nautica Big & Tall Geometric Print Sport Shirt V2

$80Current Price $80
XC Motion Performance Knit Button-Up Shirt
New

Johnston & Murphy XC Motion Performance Knit Button-Up Shirt

$129.50Current Price $129.50
Vince Flat Front Texture Stretch Dress Pants

Victor Emmanuel Vince Flat Front Texture Stretch Dress Pants

$98Current Price $98
James OoohCotton® Leaf Print Button-Up Shirt

Bugatchi James OoohCotton® Leaf Print Button-Up Shirt

$179Current Price $179
Geometric Jacquard Cotton Button-Up Overshirt
New

Lucky Brand Geometric Jacquard Cotton Button-Up Overshirt

$109Current Price $109
Sun Drift Cooling Short Sleeve Shirt
New

Mountain Hardwear Sun Drift Cooling Short Sleeve Shirt

$90Current Price $90
Classic Fit Herringbone Cotton Button-Up Shirt

David Donahue Classic Fit Herringbone Cotton Button-Up Shirt

$165Current Price $165
Striped cotton shirt
New

SANDRO Striped cotton shirt

$315Current Price $315
Julian Shaped Fit Abstract Print Stretch Button-Up Shirt

Bugatchi Julian Shaped Fit Abstract Print Stretch Button-Up Shirt

$199Current Price $199
Only a few left
Classic Fit Blue Plaid Cotton Dress Shirt (Regular & Big)

Eton Classic Fit Blue Plaid Cotton Dress Shirt (Regular & Big)

$250Current Price $250
Only a few left
Miles OoohCotton® Space Dye Short Sleeve Button-Up Shirt

Bugatchi Miles OoohCotton® Space Dye Short Sleeve Button-Up Shirt

$159Current Price $159
Slim Fit Abstract Squiggle Reworked Button-Up Shirt
New

W.R.K Slim Fit Abstract Squiggle Reworked Button-Up Shirt

$148Current Price $148
Slim Olive Chino Pants

Dapper Boi Slim Olive Chino Pants

$95Current Price $95
Knit Blazer

Bugatchi Knit Blazer

$550Current Price $550
Jordan Stripe Seersucker Button-Up Shirt
New

KROST Jordan Stripe Seersucker Button-Up Shirt

$175Current Price $175
Jax Cotton Utility Pants (Regular & Big)

Joe's Jax Cotton Utility Pants (Regular & Big)

$228Current Price $228
3(4)
Only a few left
James OoohCotton® Mosaic Print Twill Button-Up Shirt

Bugatchi James OoohCotton® Mosaic Print Twill Button-Up Shirt

$199Current Price $199
Portofino Check Cotton Button-Up Shirt

Peter Millar Portofino Check Cotton Button-Up Shirt

$250Current Price $250
Only a few left
Scarborough Plaid Cotton & Linen Button-Up Shirt

Rodd & Gunn Scarborough Plaid Cotton & Linen Button-Up Shirt

$148Current Price $148
Only a few left
Jimmy OoohCotton® Leaf Print Button-Up Shirt
New

Bugatchi Jimmy OoohCotton® Leaf Print Button-Up Shirt

$225Current Price $225
Relaxed Fit Long Sleeve Cotton Johnny Collar Polo

Scotch & Soda Relaxed Fit Long Sleeve Cotton Johnny Collar Polo

$98Current Price $98
4(1)
Big & Tall Pendelton Performance Sport Shirt
New

Untuckit Fit by Dxl Big & Tall Pendelton Performance Sport Shirt

$125Current Price $125
XC+™ Motion Medallion Print Short-Sleeve Performance Knit Button-Up Shirt
New

Johnston & Murphy XC+™ Motion Medallion Print Short-Sleeve Performance Knit Button-Up Shirt

$109.50Current Price $109.50
Jordan 'K' Button-Up Shirt
New

KROST Jordan 'K' Button-Up Shirt

$175Current Price $175
Tad Plaid Linen Blend Button-Up Shirt
New

johnnie-O Tad Plaid Linen Blend Button-Up Shirt

$198Current Price $198
Plaid 4-Way Stretch Button-Up Shirt
New

W.R.K Plaid 4-Way Stretch Button-Up Shirt

$118Current Price $118
Slim Fit Micro Geo Dot Reworked Button-Up Shirt
New

W.R.K Slim Fit Micro Geo Dot Reworked Button-Up Shirt

$148Current Price $148
Spread Collar Herringbone Sport Shirt

David Donahue Spread Collar Herringbone Sport Shirt

$165Current Price $165
James OoohCotton® Barware Print Button-Up Shirt

Bugatchi James OoohCotton® Barware Print Button-Up Shirt

$179Current Price $179
Julian Shaped Fit Brushstroke Stripe Print Stretch Cotton Button-Up Shirt
New

Bugatchi Julian Shaped Fit Brushstroke Stripe Print Stretch Cotton Button-Up Shirt

$225Current Price $225
Slim Fit Pleated Suit Pants

MANGO Slim Fit Pleated Suit Pants

$119.99Current Price $119.99
Only a few left
Julian Shaped Fit Plaid Button-Up Shirt

Bugatchi Julian Shaped Fit Plaid Button-Up Shirt

$199Current Price $199
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