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Men's Work & Business Casual Outfits

Man wearing a light-blue plaid blazer.
Blazers & Sport Coats
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Work Shirts
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Work Pants
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Suits & Separates
Black work shoes.
Work Shoes
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Men's Work Under $100
  • All Work
  • Under $100
  • Clothing
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3125 items
Bennett Short Sleeve Heathered Cotton Blend Button-Up Shirt
New

Johnston & Murphy Bennett Short Sleeve Heathered Cotton Blend Button-Up Shirt

$109.50Current Price $109.50
Bennett Short Sleeve Heathered Cotton Blend Button-Up Shirt
New

Johnston & Murphy Bennett Short Sleeve Heathered Cotton Blend Button-Up Shirt

$109.50Current Price $109.50
Hampton Geo Print Short Sleeve Stretch Cotton Button-Down Shirt
New

Johnston & Murphy Hampton Geo Print Short Sleeve Stretch Cotton Button-Down Shirt

$109.50Current Price $109.50
Kazuki Leaf Print Short Sleeve Cotton Button-Up Shirt
New

Robert Barakett Kazuki Leaf Print Short Sleeve Cotton Button-Up Shirt

$148Current Price $148
Kyoto Spring Floral Short Sleeve Cotton Blend Button-Down Shirt
New

Reyn Spooner Kyoto Spring Floral Short Sleeve Cotton Blend Button-Down Shirt

$128Current Price $128
Getaway Short Sleeve Knit Button-Up Shirt
New

The Normal Brand Getaway Short Sleeve Knit Button-Up Shirt

$98Current Price $98
Riviera Slim Fit Short Sleeve Seersucker Button-Up Shirt
New

Bonobos Riviera Slim Fit Short Sleeve Seersucker Button-Up Shirt

$85Current Price $85
Devon OoohCotton® Honeycomb Print Long Sleeve Button-Up Shirt
New

Bugatchi Devon OoohCotton® Honeycomb Print Long Sleeve Button-Up Shirt

$199Current Price $199
A man examining a striped shirt in front of a rack of clothing.A man examining a striped shirt in front of a rack of clothing.

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Geometric Print Cotton Sport Shirt
New

David Donahue Geometric Print Cotton Sport Shirt

$175Current Price $175
Miles OoohCotton® Space Dye Short Sleeve Button-Up Shirt
New

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

$179Current Price $179
Julian Shaped Fit Medallion Print Stretch Cotton Button-Up Shirt

Bugatchi Julian Shaped Fit Medallion Print Stretch Cotton Button-Up Shirt

$225Current Price $225
Roan Slim Fit Short Sleeve Button-Up Shirt
New

BOSS Roan Slim Fit Short Sleeve Button-Up Shirt

$129Current Price $129
James OoohCotton® Microcheck Button-Up Shirt

Bugatchi James OoohCotton® Microcheck Button-Up Shirt

$179Current Price $179
Techwoven Chartered Short Sleeve Performance Button-Up Shirt
New

TravisMathew Techwoven Chartered Short Sleeve Performance Button-Up Shirt

$119.95Current Price $119.95
State of Mind Slim Fit Check Performance Button-Up Shirt
New

Rhone State of Mind Slim Fit Check Performance Button-Up Shirt

$118Current Price $118
Miles OoohCotton® Tropical Leaf Print Short Sleeve Button-Up Shirt

Bugatchi Miles OoohCotton® Tropical Leaf Print Short Sleeve Button-Up Shirt

$179Current Price $179
Miles OoohCotton® Leaf Print Short Sleeve Button-Up Shirt
New

Bugatchi Miles OoohCotton® Leaf Print Short Sleeve Button-Up Shirt

$179Current Price $179
Renzo Textured Geo Pattern Short Sleeve Stretch Button-Up Shirt
New

7 Diamonds Renzo Textured Geo Pattern Short Sleeve Stretch Button-Up Shirt

$53.40 – $89Current Price $53.40 to $89
$89Previous Price $89
Miles OoohCotton® Solid Short Sleeve Button-Up Shirt

Bugatchi Miles OoohCotton® Solid Short Sleeve Button-Up Shirt

$159Current Price $159
Linden Textured Short Sleeve Button-Up Shirt
New

Johnston & Murphy Linden Textured Short Sleeve Button-Up Shirt

$109.50Current Price $109.50
Geometric Print Sport Shirt

David Donahue Geometric Print Sport Shirt

$123.75Current Price $123.75
$165Previous Price $165
Only a few left
WFH Knit Button-Up Shirt
New

Rhone WFH Knit Button-Up Shirt

$128Current Price $128
Neat Print Short Sleeve Cotton Button-Up Shirt
New

David Donahue Neat Print Short Sleeve Cotton Button-Up Shirt

$175Current Price $175
Jackson Microprint Short Sleeve Performance Poplin Button-Up Shirt

Peter Millar Jackson Microprint Short Sleeve Performance Poplin Button-Up Shirt

$155Current Price $155
Siena Button Down Long Sleeve Shirt
New

MASUTTO Siena Button Down Long Sleeve Shirt

$168Current Price $168
XC Motion Performance Knit Button-Up Shirt
New

Johnston & Murphy XC Motion Performance Knit Button-Up Shirt

$129.50Current Price $129.50
Regular Fit Geometric Print Cotton Dress Shirt
New

David Donahue Regular Fit Geometric Print Cotton Dress Shirt

$175Current Price $175
Desert Pucker Button-Up Shirt
New

ROYAL ROBBINS Desert Pucker Button-Up Shirt

$80 – $87.50Current Price $80 to $87.50
Bontanical Print Linen Camp Shirt (Regular & Big)
New

Nordstrom Bontanical Print Linen Camp Shirt (Regular & Big)

$79.50Current Price $79.50
Plain Pure Linen Shirt
New

Charles Tyrwhitt Plain Pure Linen Shirt

$139Current Price $139
Miles OoohCotton® Guitar Print Short Sleeve Button-Up Shirt
New

Bugatchi Miles OoohCotton® Guitar Print Short Sleeve Button-Up Shirt

$179Current Price $179
Trim Fit Micro Geometric Cotton Dress Shirt

David Donahue Trim Fit Micro Geometric Cotton Dress Shirt

$155Current Price $155
Jimmy OoohCotton® Geo Print Button-Up Shirt

Bugatchi Jimmy OoohCotton® Geo Print Button-Up Shirt

$199Current Price $199
Commuter Short Sleeve Button-Up Shirt
New

Rhone Commuter Short Sleeve Button-Up Shirt

$128Current Price $128
Classic Selvage Stretch Cotton Button-Up Shirt
New

Marine Layer Classic Selvage Stretch Cotton Button-Up Shirt

$103.50Current Price $103.50
$138Previous Price $138
Savings Event
Miles OoohCotton® Neat Dot Print Short Sleeve Button-Up Shirt
New

Bugatchi Miles OoohCotton® Neat Dot Print Short Sleeve Button-Up Shirt

$179Current Price $179
Milo OoohCotton® Abstract Print Short Sleeve Button-Up Shirt

Bugatchi Milo OoohCotton® Abstract Print Short Sleeve Button-Up Shirt

$179Current Price $179
Men's Riviera Slim Fit Stretch Dot Short Sleeve Button-Up Shirt

Bonobos Men's Riviera Slim Fit Stretch Dot Short Sleeve Button-Up Shirt

$55.25 – $85Current Price $55.25 to $85
$85Previous Price $85
Spread Collar Herringbone Sport Shirt

David Donahue Spread Collar Herringbone Sport Shirt

$165Current Price $165
Duchie Johnny Collar Short Sleeve Wool Polo Sweater
New

Reiss Duchie Johnny Collar Short Sleeve Wool Polo Sweater

$118.50 – $155Current Price $118.50 to $155
$155 – $158Previous Price $155 to $158
Savings Event
Trim Fit Geometric Dot Print Stretch Cotton Dress Shirt

David Donahue Trim Fit Geometric Dot Print Stretch Cotton Dress Shirt

$175Current Price $175
Frey's Crescent Rib Cotton Sweater Polo

Rodd & Gunn Frey's Crescent Rib Cotton Sweater Polo

$79Current Price $79
$128Previous Price $128
Seadown Original Fit Stripe Linen Button-Up Shirt
New

Rodd & Gunn Seadown Original Fit Stripe Linen Button-Up Shirt

$198Current Price $198
Leeward Trim Fit Short Sleeve Performance Button-Up Shirt
New

Mizzen+Main Leeward Trim Fit Short Sleeve Performance Button-Up Shirt

$128Current Price $128
James OoohCotton® Space Dye Button-Up Shirt
New

Bugatchi James OoohCotton® Space Dye Button-Up Shirt

$80.55 – $179Current Price $80.55 to $179
$179Previous Price $179
UPF Slub Standard Short Sleeve Performance Button-Up Shirt
New

O'Neill UPF Slub Standard Short Sleeve Performance Button-Up Shirt

$74Current Price $74
Short Sleeve Bridge Button-Up Shirt
New

Vuori Short Sleeve Bridge Button-Up Shirt

$74Current Price $74
Miles OoohCotton® Print Short Sleeve Button-Up Shirt

Bugatchi Miles OoohCotton® Print Short Sleeve Button-Up Shirt

$179Current Price $179
Trim Fit Tan Microcheck Cotton & Cashmere Dobby Dress Shirt

David Donahue Trim Fit Tan Microcheck Cotton & Cashmere Dobby Dress Shirt

$136.50Current Price $136.50
$195Previous Price $195
Plaid Non-Iron Stretch Cotton Oxford Button-Down Shirt
New

Brooks Brothers Plaid Non-Iron Stretch Cotton Oxford Button-Down Shirt

$88.50Current Price $88.50
$118Previous Price $118
Savings Event
Trim Fit Check Cotton Twill Dress Shirt
New

David Donahue Trim Fit Check Cotton Twill Dress Shirt

$175Current Price $175
Harker Flat Front Stretch Wool Twill Dress Pants (Regular & Big)

Peter Millar Harker Flat Front Stretch Wool Twill Dress Pants (Regular & Big)

$265Current Price $265
Dalton Jacquard Short Sleeve Button-Up Shirt
New

rag & bone Dalton Jacquard Short Sleeve Button-Up Shirt

$278Current Price $278
Leeward Trim Fit Short Sleeve Performance Button-Up Shirt
New

Mizzen+Main Leeward Trim Fit Short Sleeve Performance Button-Up Shirt

$128Current Price $128
James OoohCotton® Dot Print Button-Up Shirt

Bugatchi James OoohCotton® Dot Print Button-Up Shirt

$199Current Price $199
Wetheram Tailored Fit Button-Down Shirt

Barbour Wetheram Tailored Fit Button-Down Shirt

$66Current Price $66
$110Previous Price $110
Only a few left
Tech Navy Performance Cotton Blend Piqué Button-Up Shirt

Bonobos Tech Navy Performance Cotton Blend Piqué Button-Up Shirt

$99Current Price $99
Short Sleeve Wool Cardigan
New

FRAME Short Sleeve Wool Cardigan

$223.50Current Price $223.50
$298Previous Price $298
Savings Event
Movement Polo
New

Faherty Movement Polo

$98 – $108Current Price $98 to $108
Journey Water Resistant Performance Button-Up Shirt
New

Brixton Journey Water Resistant Performance Button-Up Shirt

$99Current Price $99
Croftview Check Short Sleeve Linen & Cotton Button-Up Shirt

Rodd & Gunn Croftview Check Short Sleeve Linen & Cotton Button-Up Shirt

$198Current Price $198
Courage Straight Leg CoolMax® Twill Pants
New

34 Heritage Courage Straight Leg CoolMax® Twill Pants

$150.50Current Price $150.50
$215Previous Price $215
Trim Fit Grey Glen Check Cotton Dobby Dress Shirt

David Donahue Trim Fit Grey Glen Check Cotton Dobby Dress Shirt

$108.50Current Price $108.50
$155Previous Price $155
Steep Rock High Collar Double Knit Jacket

Robert Barakett Steep Rock High Collar Double Knit Jacket

$99.99Current Price $99.99
$175Previous Price $175
Regular Fit Performance Pants (Regular & Big)
New

Peter Millar Regular Fit Performance Pants (Regular & Big)

$92.40 – $178Current Price $92.40 to $178
$168 – $178Previous Price $168 to $178
Stretch Cotton Corduroy Button-Down Shirt

Bonobos Stretch Cotton Corduroy Button-Down Shirt

$73.50Current Price $73.50
$105Previous Price $105
Axel Check Jacquard Cotton Button-Up Shirt

Bugatchi Axel Check Jacquard Cotton Button-Up Shirt

$179Current Price $179
James OoohCotton® Floral Tile Print Button-Up Shirt

Bugatchi James OoohCotton® Floral Tile Print Button-Up Shirt

$107.40Current Price $107.40
$179Previous Price $179
Classic Fit Chinos (4-Way Stetch Fabric)
New

Mugsy Classic Fit Chinos (4-Way Stetch Fabric)

$128Current Price $128
Paisley Print Sport Shirt

David Donahue Paisley Print Sport Shirt

$123.75Current Price $123.75
$165Previous Price $165
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