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Men's Work & Business Casual Outfits

Man wearing a light-blue plaid blazer.
Blazers & Sport Coats
Man wearing a striped shirt with a green tie.
Work Shirts
Man wearing a plaid blazer and tan pants.
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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3071 items
The Friday Regular Flat Front Straight Leg Cotton Chinos
New

Brooks Brothers The Friday Regular Flat Front Straight Leg Cotton Chinos

$148Current Price $148
Stretch Washed Chino 2.0 Pants (Regular & Tall)

Bonobos Stretch Washed Chino 2.0 Pants (Regular & Tall)

$99Current Price $99
Essex Water Resistant Quilted Vest

Peter Millar Essex Water Resistant Quilted Vest

$147 – $245Current Price $147 to $245
$245Previous Price $245
New Markdown
Roma Flat Front Loro Piana Wool Serge Dress Pants (Regular & Big)

Santorelli Roma Flat Front Loro Piana Wool Serge Dress Pants (Regular & Big)

$127.50 – $149.99Current Price $127.50 to $149.99
$255Previous Price $255
Davenport Stretch Chambray Button-Down Shirt

Peter Millar Davenport Stretch Chambray Button-Down Shirt

$165Current Price $165
Conway Microcheck Crown Lite Performance Twill Button-Up Shirt
New

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

$165Current Price $165
Traditional Fit No Iron Twill Shirt
New

Lands' End Traditional Fit No Iron Twill Shirt

$69.95Current Price $69.95
Pacifica Button-Up Shirt
New

Marine Layer Pacifica Button-Up Shirt

$138Current Price $138
Regular Fit Microcheck Cotton Dobby Dress Shirt

David Donahue Regular Fit Microcheck Cotton Dobby Dress Shirt

$99.99Current Price $99.99
$155Previous Price $155
Brighton Perfect Poplin Button-Up Shirt
New

Peter Millar Brighton Perfect Poplin Button-Up Shirt

$165Current Price $165
Classic Fit Chinos (4-Way Stetch Fabric)
New

Mugsy Classic Fit Chinos (4-Way Stetch Fabric)

$128Current Price $128
Plaid Button-Down Shirt

Vince Plaid Button-Down Shirt

$268Current Price $268
Regular Fit Performance Pants (Regular & Big)

Peter Millar Regular Fit Performance Pants (Regular & Big)

$92.40 – $178Current Price $92.40 to $178
$168 – $178Previous Price $168 to $178
New Markdown
Barrhill Sports Fit Button-Down Shirt

Rodd & Gunn Barrhill Sports Fit Button-Down Shirt

$88.99 – $198Current Price $88.99 to $198
$198Previous Price $198
New Markdown
Felix Crown Lite Gingham Check Performance Twill Button-Down Shirt

Peter Millar Felix Crown Lite Gingham Check Performance Twill Button-Down Shirt

$165Current Price $165
Manny Short Sleeve Knit Button-Up Shirt
New

Robert Barakett Manny Short Sleeve Knit Button-Up Shirt

$148Current Price $148
Standard Button-Down Shirt
New

Alex Mill Standard Button-Down Shirt

$145Current Price $145
Crewneck Cotton & Cashmere Sweater

Nordstrom Crewneck Cotton & Cashmere Sweater

$34.75 – $69.50Current Price $34.75 to $69.50
$69.50Previous Price $69.50
New Markdown
Esk Valley Wool Mélange Button-Up Shirt

Rodd & Gunn Esk Valley Wool Mélange Button-Up Shirt

$160.99 – $248Current Price $160.99 to $248
$248Previous Price $248
New Markdown
OriginalGrand 2.0 Derby (Men)
New

Cole Haan OriginalGrand 2.0 Derby (Men)

$156 – $240Current Price $156 to $240
$230 – $240Previous Price $230 to $240
Croftview Check Short Sleeve Linen & Cotton Button-Up Shirt
New

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

$198Current Price $198
Techwoven Sunlight Floral Short Sleeve Performance Button-Up Shirt
New

TravisMathew Techwoven Sunlight Floral Short Sleeve Performance Button-Up Shirt

$99.95Current Price $99.95
American Classics Montrose Plain Toe Derby (Men)

Cole Haan American Classics Montrose Plain Toe Derby (Men)

$123.50Current Price $123.50
$190Previous Price $190
Regular Fit Stripe Dress Shirt

Canali Regular Fit Stripe Dress Shirt

$255Current Price $255
$425Previous Price $425
Leeward Trim Fit Plaid Performance Button-Up Shirt
New

Mizzen+Main Leeward Trim Fit Plaid Performance Button-Up Shirt

$158Current Price $158
Big & Tall Rope-Printed Sport Shirt
New

Nautica Big & Tall Rope-Printed Sport Shirt

$80Current Price $80
Regular Fit Check Print Cotton Dress Shirt

David Donahue Regular Fit Check Print Cotton Dress Shirt

$99.99Current Price $99.99
$155Previous Price $155
Stretch Weekday Warrior Slim Fit Dress Pants

Bonobos Stretch Weekday Warrior Slim Fit Dress Pants

$119Current Price $119
Ascot Park Button-Up Shirt
New

Rodd & Gunn Ascot Park Button-Up Shirt

$148Current Price $148
OoohCotton® Solid Button-Up Shirt

Bugatchi OoohCotton® Solid Button-Up Shirt

$199Current Price $199
Classic Fit Plaid Cotton Button-Down Oxford Shirt

Polo Ralph Lauren Classic Fit Plaid Cotton Button-Down Oxford Shirt

$130Current Price $130
Flynn Classic Fit Solid Wool Suit (Regular, Big, Short & Tall)

Peter Millar Flynn Classic Fit Solid Wool Suit (Regular, Big, Short & Tall)

$895Current Price $895
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
Signature Stretch Sateen Pants

Peter Millar Signature Stretch Sateen Pants

$97.90 – $188Current Price $97.90 to $188
$178 – $188Previous Price $178 to $188
New Markdown
Owen Relaxed Fit Plaid Cotton Flannel Button-Up Shirt

BOSS Owen Relaxed Fit Plaid Cotton Flannel Button-Up Shirt

$179Current Price $179
XC Flex® Pinnacle Flat Front Dress Pants
New

Johnston & Murphy XC Flex® Pinnacle Flat Front Dress Pants

$129.50Current Price $129.50
Trim Fit Micro Dobby Cotton Dress Shirt

David Donahue Trim Fit Micro Dobby Cotton Dress Shirt

$99.99Current Price $99.99
$155Previous Price $155
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
Strato Tech Performance Polo
New

Vuori Strato Tech Performance Polo

$68Current Price $68
Knockabout Comfort Waist Classic Fit Chino Pant
New

Lands' End Knockabout Comfort Waist Classic Fit Chino Pant

$79.95Current Price $79.95
North Island Solid Button-Down Shirt

Rodd & Gunn North Island Solid Button-Down Shirt

$79 – $128Current Price $79 to $128
$128Previous Price $128
New Markdown
Kanehill Tailored Fit Gingham Button-Down Shirt
New

Barbour Kanehill Tailored Fit Gingham Button-Down Shirt

$115Current Price $115
GrandPro Rally LTT Sneaker (Men)

Cole Haan GrandPro Rally LTT Sneaker (Men)

$112 – $168Current Price $112 to $168
$160 – $168Previous Price $160 to $168
New Markdown
Casey Check Performance Twill Button-Down Shirt

Peter Millar Casey Check Performance Twill Button-Down Shirt

$165Current Price $165
Washable Italian Merino Wool Quarter Zip Sweater

Nordstrom Washable Italian Merino Wool Quarter Zip Sweater

$49.75Current Price $49.75
$99.50Previous Price $99.50
New Markdown
Paradise Breezer Linen Button-Up Shirt (Big & Tall)
New

Tommy Bahama Paradise Breezer Linen Button-Up Shirt (Big & Tall)

$140Current Price $140
Regular Fit Solid Cotton Button-Down Oxford Shirt (Regular, Big & Tall)
New

EAGLE Regular Fit Solid Cotton Button-Down Oxford Shirt (Regular, Big & Tall)

$59.50Current Price $59.50
Atlas Garment Dye Stretch Chinos
New

johnnie-O Atlas Garment Dye Stretch Chinos

$148Current Price $148
Sylvain ND Structure Knit Button-Up Shirt

Theory Sylvain ND Structure Knit Button-Up Shirt

$117 – $195Current Price $117 to $195
$195Previous Price $195
New Markdown
Nohea Mesh Slip-On (Men)

OluKai Nohea Mesh Slip-On (Men)

$100Current Price $100
Classic Fit Performance Twill Button-Down Shirt

Polo Ralph Lauren Classic Fit Performance Twill Button-Down Shirt

$130Current Price $130
Fosco Jacquard Button-Up Long Sleeve Shirt
New

MASUTTO Fosco Jacquard Button-Up Long Sleeve Shirt

$168Current Price $168
WFH Knit Button-Up Shirt
New

Rhone WFH Knit Button-Up Shirt

$96 – $128Current Price $96 to $128
$128Previous Price $128
Cisco Solid Island Slub Cotton Button-Up Shirt

vineyard vines Cisco Solid Island Slub Cotton Button-Up Shirt

$63.99 – $98.50Current Price $63.99 to $98.50
$98.50Previous Price $98.50
New Markdown
Regular Fit Windowpane Print Cotton Dress Shirt

David Donahue Regular Fit Windowpane Print Cotton Dress Shirt

$108.50Current Price $108.50
$155Previous Price $155
Regular Fit 5-Pocket Cotton Stretch Twill Pants

Canali Regular Fit 5-Pocket Cotton Stretch Twill Pants

$222.50Current Price $222.50
$445Previous Price $445
New Markdown
Crown Light Plaid Button-Down Shirt

Peter Millar Crown Light Plaid Button-Down Shirt

$107.25 – $123.75Current Price $107.25 to $123.75
$165Previous Price $165
Siena Regular Fit Impeccabile Wool Suit Pants

Canali Siena Regular Fit Impeccabile Wool Suit Pants

$312.50Current Price $312.50
$625Previous Price $625
Sports Fit Check Cotton Button-Down Oxford Shirt
New

Rodd & Gunn Sports Fit Check Cotton Button-Down Oxford Shirt

$128Current Price $128
Trim Fit Twill Check Dress Shirt

David Donahue Trim Fit Twill Check Dress Shirt

$93Current Price $93
$155Previous Price $155
Campbell Perfect Pinpoint Regular Fit Button-Up Shirt
New

Peter Millar Campbell Perfect Pinpoint Regular Fit Button-Up Shirt

$165Current Price $165
Keyes Slim Fit Microprint Short Sleeve Knit Button-Up Shirt

Robert Barakett Keyes Slim Fit Microprint Short Sleeve Knit Button-Up Shirt

$125Current Price $125
Trim Fit Grid Check Cotton Dobby Dress Shirt

David Donahue Trim Fit Grid Check Cotton Dobby Dress Shirt

$99.99Current Price $99.99
$155Previous Price $155
Soft Touch Knit Shirt Jacket
New

Bugatchi Soft Touch Knit Shirt Jacket

$298Current Price $298
Fairbanks Ombré Check Performance Twill Button-Up Shirt

Peter Millar Fairbanks Ombré Check Performance Twill Button-Up Shirt

$99 – $165Current Price $99 to $165
$165Previous Price $165
New Markdown
Regular Fit Geo Print Cotton Dress Shirt

David Donahue Regular Fit Geo Print Cotton Dress Shirt

$77.50Current Price $77.50
$155Previous Price $155
Laguna Linen Button-Up Shirt
New

Faherty Laguna Linen Button-Up Shirt

$115.70 – $198Current Price $115.70 to $198
$178 – $198Previous Price $178 to $198
Gunn Oxford Cotton Button-Down Shirt

Rodd & Gunn Gunn Oxford Cotton Button-Down Shirt

$128Current Price $128
Linden Textured Short Sleeve Button-Up Shirt
New

Johnston & Murphy Linden Textured Short Sleeve Button-Up Shirt

$109.50Current Price $109.50
Long Sleeve Rugby Shirt
New

Lands' End Long Sleeve Rugby Shirt

$79.95Current Price $79.95
Pomsford Stripe Stretch Cotton Button-Up Shirt
New

Robert Graham Pomsford Stripe Stretch Cotton Button-Up Shirt

$218Current Price $218
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