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Men's Work & Business Casual Outfits

3054 items
  • All Work
  • Under $100
  • Clothing
  • Shoes
  • Accessories
Braydon Plain Toe Derby (Men)

Johnston & Murphy Braydon Plain Toe Derby (Men)

$99.99Current Price $99.99
$139Previous Price $139
4.5(124)
Only a few left
Hanry Slim Fit Navy Microdot Knit Sport Coat

BOSS Hanry Slim Fit Navy Microdot Knit Sport Coat

$599Current Price $599
Hanry Slim Fit Microcheck Knit Cotton Blend Sport Coat

BOSS Hanry Slim Fit Microcheck Knit Cotton Blend Sport Coat

$324.50Current Price $324.50
$649Previous Price $649
3-in-1 Water Repellent Jacket
New
Sponsored

Eton 3-in-1 Water Repellent Jacket

$895Current Price $895
Navigator Leather Computer Briefcase

Shinola Navigator Leather Computer Briefcase

$895Current Price $895
5(4)
Fernflow Windstopper Pant - Men's
New

GOREWEAR Fernflow Windstopper Pant - Men's

$119Current Price $119
$170Previous Price $170
Regular Fit Gingham Check Cotton Button-Down Shirt (Regular, Big & Tall)
New

EAGLE Regular Fit Gingham Check Cotton Button-Down Shirt (Regular, Big & Tall)

$59.50Current Price $59.50
Flynn Classic Fit Plaid Wool Suit
Sponsored

Peter Millar Flynn Classic Fit Plaid Wool Suit

$945Current Price $945
4.5(2)
Gino Barrel Leg Trousers
New

Séfr Gino Barrel Leg Trousers

$310Current Price $310
Only a few left
Big & Tall Waist-Relaxer Plaid Pleated Dress Pants

Oak Hill by DXL Big & Tall Waist-Relaxer Plaid Pleated Dress Pants

$64.50Current Price $64.50
Textured Classic Fit Pants

MANGO Textured Classic Fit Pants

$89.99Current Price $89.99
Big & Tall Performance Oxford Sport Shirt

Polo Ralph Lauren Big & Tall Performance Oxford Sport Shirt

$138Current Price $138
Regular Fit Plaid Non-Iron Stretch Cotton Button-Down Shirt
New

Brooks Brothers Regular Fit Plaid Non-Iron Stretch Cotton Button-Down Shirt

$128Current Price $128
Friday Regular Fit Short Sleeve Cotton Oxford Button-Down Shirt
New

Brooks Brothers Friday Regular Fit Short Sleeve Cotton Oxford Button-Down Shirt

$108Current Price $108
Easy Wingtip Derby (Men)
New

Santoni Easy Wingtip Derby (Men)

$690 – $750Current Price $690 to $750
Gregory Performance Twill Button-Down Shirt
Sponsored

Peter Millar Gregory Performance Twill Button-Down Shirt

$165Current Price $165
The Asher Slim Fit Twill Pants
New

Joe's The Asher Slim Fit Twill Pants

$218Current Price $218
DL 1961 Nick Slim Fit Five Pocket Pants
New

DL1961 DL 1961 Nick Slim Fit Five Pocket Pants

$218Current Price $218
Solid Wool Suit (Regular & Big)

Canali Solid Wool Suit (Regular & Big)

$2,295Current Price $2,295
4.6(77)
Crown Lite Shadow Check Performance Twill Button-Down Shirt
Sponsored

Peter Millar Crown Lite Shadow Check Performance Twill Button-Down Shirt

$165Current Price $165
5(1)
Pensacola Pima Cotton Piqué Polo

Billy Reid Pensacola Pima Cotton Piqué Polo

$128Current Price $128
2(2)
Self Sizer Waist Flat Front Lightweight Plain Weave Classic Fit Trousers

Berle Self Sizer Waist Flat Front Lightweight Plain Weave Classic Fit Trousers

$145Current Price $145
2.4(9)
Parker Jacket
Sponsored

Reiss Parker Jacket

$295Current Price $295
Julian Shaped Fit Shell Print Stretch Cotton Button-Up Shirt

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

$199Current Price $199
Cotton Chino Pants
New

Helmut Lang Cotton Chino Pants

$298Current Price $298
Honcho Shirt
New

Toad & Co Honcho Shirt

$72Current Price $72
Blackhall Quarter Zip Wool Sweater
Sponsored

Reiss Blackhall Quarter Zip Wool Sweater

$170Current Price $170
4.1(21)
Chip Shot IslandZone® Performance Pants (Regular & Big)

Tommy Bahama Chip Shot IslandZone® Performance Pants (Regular & Big)

$128Current Price $128
4.9(120)
Only a few left
Washed Polo

Lucky Brand Washed Polo

$79.50Current Price $79.50
1.3(3)
Tour Trousers
New

G/FORE Tour Trousers

$175Current Price $175
Kanda Relaxed Fit Button-Up Shirt
Sponsored

AllSaints Kanda Relaxed Fit Button-Up Shirt

$219Current Price $219
Trim Fit Windowpane Cotton Dress Shirt

David Donahue Trim Fit Windowpane Cotton Dress Shirt

$155Current Price $155
Only a few left
Stripe Shaped Fit Linen Button-Up Shirt
New

Bugatchi Stripe Shaped Fit Linen Button-Up Shirt

$225Current Price $225
Verona Slim Straight Leg Chino Pants (Regular, Big & Tall)

34 Heritage Verona Slim Straight Leg Chino Pants (Regular, Big & Tall)

$97.50Current Price $97.50
$195Previous Price $195
Harker Flat Front Light Tan Wool & Cotton Mélange Dress Pants
New
Sponsored

Peter Millar Harker Flat Front Light Tan Wool & Cotton Mélange Dress Pants

$285Current Price $285
Jack Fit Five Pocket Pants
New

Jack Of Spades Jack Fit Five Pocket Pants

$185 – $205Current Price $185 to $205
$205Previous Price $205
Orson Dot Print Short Sleeve Stretch Cotton Button-Up Shirt

Bugatchi Orson Dot Print Short Sleeve Stretch Cotton Button-Up Shirt

$199Current Price $199
Cotton & Cashmere Micro Check Sport Shirt

David Donahue Cotton & Cashmere Micro Check Sport Shirt

$146.25Current Price $146.25
$195Previous Price $195
Slim Fit Cotton Poplin Button-Up Shirt
Sponsored

TOM FORD Slim Fit Cotton Poplin Button-Up Shirt

$730Current Price $730
5(1)
Tesoro Penny Loafer (Men)

TO BOOT NEW YORK Tesoro Penny Loafer (Men)

$399 – $450Current Price $399 to $450
4.1(27)
Regular Fit Stretch Cotton Button-Down Shirt

MANGO Regular Fit Stretch Cotton Button-Down Shirt

$69.99Current Price $69.99
The Chambray Cole Button-Up Shirt
New

Joe's The Chambray Cole Button-Up Shirt

$218Current Price $218
Jordaan Horsebit Loafer (Men)

Gucci Jordaan Horsebit Loafer (Men)

$1,050Current Price $1,050
4.3(78)
Rex Oversize Short Sleeve Cotton Poplin Button-Up Shirt
New

Hudson Jeans Rex Oversize Short Sleeve Cotton Poplin Button-Up Shirt

$145Current Price $145
Cotton & Cashmere Check Sport Shirt

David Donahue Cotton & Cashmere Check Sport Shirt

$146.25Current Price $146.25
$195Previous Price $195
Miles OoohCotton® Floral Short Sleeve Button-Up Shirt

Bugatchi Miles OoohCotton® Floral Short Sleeve Button-Up Shirt

$159Current Price $159
Hanry Slim Fit Plaid Sport Coat

BOSS Hanry Slim Fit Plaid Sport Coat

$349.50Current Price $349.50
$699Previous Price $699
New Markdown
5(1)
Organic Cotton Canvas Drawstring Chef Pants

Service Works Organic Cotton Canvas Drawstring Chef Pants

$99Current Price $99
Only a few left
Jimmy OoohCotton® Geo Print Button-Up Shirt

Bugatchi Jimmy OoohCotton® Geo Print Button-Up Shirt

$199Current Price $199
Trim Fit Check Cotton Herringbone Dress Shirt

David Donahue Trim Fit Check Cotton Herringbone Dress Shirt

$155Current Price $155
Regular Fit Lyocell Camp Shirt

MANGO Regular Fit Lyocell Camp Shirt

$79.99Current Price $79.99
Astino Lino Tailored Fit Linen Button-Up Shirt
New

Peter Millar Astino Lino Tailored Fit Linen Button-Up Shirt

$250Current Price $250
Drain Slip-On Loafer (Men)

Santoni Drain Slip-On Loafer (Men)

$395 – $474Current Price $395 to $474
$790Previous Price $790
Big & Tall Breeze Sport Shirt

Faherty Big & Tall Breeze Sport Shirt

$168Current Price $168
Slim Fit Solid Reworked Dress Shirt
New

W.R.K Slim Fit Solid Reworked Dress Shirt

$148Current Price $148
Logan Print Button-Up Shirt
New

Johnston & Murphy Logan Print Button-Up Shirt

$109.50Current Price $109.50
Mini Cable Cotton Short Sleeve Cardigan
New

Brooks Brothers Mini Cable Cotton Short Sleeve Cardigan

$148Current Price $148
Yate's Point Original Fit Tile Print Short Sleeve Cotton Button-Up Shirt

Rodd & Gunn Yate's Point Original Fit Tile Print Short Sleeve Cotton Button-Up Shirt

$148Current Price $148
5(1)
James OoohCotton® Abstract Print Button-Up Shirt

Bugatchi James OoohCotton® Abstract Print Button-Up Shirt

$179Current Price $179
4(1)
Hartford Classic Fit Green Plaid Wool Sport Coat (Regular & Big)

Peter Millar Hartford Classic Fit Green Plaid Wool Sport Coat (Regular & Big)

$626.50Current Price $626.50
$895Previous Price $895
4(4)
Axel Linen Button-Up Shirt

Bugatchi Axel Linen Button-Up Shirt

$179Current Price $179
5(1)
Big & Tall Gingham Stretch Poplin Sport Shirt

Polo Ralph Lauren Big & Tall Gingham Stretch Poplin Sport Shirt

$82.80Current Price $82.80
$138Previous Price $138
Trevor Derby (Men)

Allen Edmonds Trevor Derby (Men)

$450Current Price $450
4.5(41)
Crosswind Quilted Performance Vest

johnnie-O Crosswind Quilted Performance Vest

$169Current Price $169
4.8(77)
Oliver Plaid Flannel Button-Up Shirt
New

Joe's Oliver Plaid Flannel Button-Up Shirt

$168Current Price $168
5(1)
Julian Shaped Fit Leaf Print Cotton Button-Up Shirt
New

Bugatchi Julian Shaped Fit Leaf Print Cotton Button-Up Shirt

$225Current Price $225
Sueded Knit Button-Up Shirt

Vince Sueded Knit Button-Up Shirt

$118.80Current Price $118.80
$198Previous Price $198
3(3)
Regular Fit Teal Gingham Check Cotton Button-Down Oxford Shirt (Regular, Big & Tall)
New

EAGLE Regular Fit Teal Gingham Check Cotton Button-Down Oxford Shirt (Regular, Big & Tall)

$59.50Current Price $59.50
Devon OoohCotton® Geo Print Button-Up Shirt

Bugatchi Devon OoohCotton® Geo Print Button-Up Shirt

$189Current Price $189
Miles OoohCotton® Floral Short Sleeve Button-Up Shirt
New

Bugatchi Miles OoohCotton® Floral Short Sleeve Button-Up Shirt

$179Current Price $179
Cotton Knit Sport Shirt
New

David Donahue Cotton Knit Sport Shirt

$175Current Price $175
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