Get 20% Off Select Pants & Shirts for a Limited Time with Code MATCHMADE. Shop Now | Free Shipping in the U.S.

Skip to Main ContentSkip to FooterNavigate to SitemapAccessibility Features
Search icon: magnifying glass
Refer a Friend
Your Cart
Your Cart is Empty

Pants & Jeans in Extended Sizes

56 Items
56 Items
Stretch Washed Chinos Extended Sizes
Stretch Washed Chinos Extended Sizes
$98
$98

Beachhead

Our signature chinos with comfy stretch & a wide range of colors.

Stretch Weekday Warrior Dress Pants Extended Sizes
Stretch Weekday Warrior Dress Pants Extended Sizes
$98
$98

Tuesday Navy Microstripe Yarn Dye

Wrinkle-resistant, easy-care cotton that simplifies your work day.

Tech Wool Dress Pants Extended Sizes
Tech Wool Dress Pants Extended Sizes
$228
$228

Charcoal Yarn Dye

Luxe Marzotto® Italian wool. Resists liquids, wrinkles & stains.

Highland Golf Pants Extended Sizes
Highland Golf Pants Extended Sizes
$98
$98

Khaki

Classic course style. UPF 50 rating for excellent sun protection.

Italian Stretch Wool Dress Pants Extended Sizes
Italian Stretch Wool Dress Pants Extended Sizes
$198
$198

Charcoal

Versatile four-season wool pants with a hint of stretch.

Premium Stretch Jeans Extended Sizes
$148
$148

Ocean Cliffs Medium Wash

Stretch Washed Chinos Extended Sizes
$98
$98

Red Berry

Our signature chinos with comfy stretch & a wide range of colors.

Stretch Washed Chinos Extended Sizes
$98
$98

Azure Slate

Our signature chinos with comfy stretch & a wide range of colors.

Stretch Washed Chinos Extended Sizes
$98
$98

Dark Sea Green

Our signature chinos with comfy stretch & a wide range of colors.

Stretch Weekday Warrior Dress Pants Extended Sizes
$98
$98

Tuesday Olive Yd

Wrinkle-resistant, easy-care cotton that simplifies your work day.

Tech Chinos Extended Sizes
$168
$168

Black

Great for commuters. Wicks sweat, repels liquids, stretches as you move.

Stretch Weekday Warrior Dress Pants Extended Sizes
$98
$98

Monday Grey Yarn Dyes

Wrinkle-resistant, easy-care cotton that simplifies your work day.

Stretch Weekday Warrior Dress Pants Extended Sizes
$98
$98

Dark Brown Yarn Dye

Wrinkle-resistant, easy-care cotton that simplifies your work day.

Tech Chinos Extended Sizes
$138
$138

Navy

Great for commuters. Wicks sweat, repels liquids, stretches as you move.

Stretch Weekday Warrior Dress Pants Extended Sizes
$98
$98

Monday Steel Blue Yarn Dye

Wrinkle-resistant, easy-care cotton that simplifies your work day.

Tech Chinos Extended Sizes
$138
$138

Grey

Great for commuters. Wicks sweat, repels liquids, stretches as you move.

Highland Golf Pants Extended Sizes
$98
$98

Navy

Classic course style. UPF 50 rating for excellent sun protection.

Highland Golf Pants Extended Sizes
$98
$98

Stone

Classic course style. UPF 50 rating for excellent sun protection.

Highland Golf Pants Extended Sizes
$98
$98

Grey

Classic course style. UPF 50 rating for excellent sun protection.

Tech Wool Dress Pants Extended Sizes
$228
$228

Navy Yarn Dye

Luxe Marzotto® Italian wool. Resists liquids, wrinkles & stains.

Tech Wool Dress Pants Extended Sizes
$228
$228

Grey Yarn Dye

Luxe Marzotto® Italian wool. Resists liquids, wrinkles & stains.

Stretch Washed Chinos Extended Sizes
$98
$98

After Midnights

Our signature chinos with comfy stretch & a wide range of colors.

Stretch Washed Chinos Extended Sizes
$98
$98

Asphalts

Our signature chinos with comfy stretch & a wide range of colors.

Stretch Weekday Warrior Dress Pants Extended Sizes
$98
$98

Tuesday Black

Wrinkle-resistant, easy-care cotton that simplifies your work day.

Stretch Washed Chinos Extended Sizes
$98
$98

The Khakis

Our signature chinos with comfy stretch & a wide range of colors.

Stretch Weekday Warrior Dress Pants Extended Sizes
$98
$98

Monday Blue

Wrinkle-resistant, easy-care cotton that simplifies your work day.

Stretch Washed Chinos Extended Sizes
$98
$98

Jet Blues

Our signature chinos with comfy stretch & a wide range of colors.

Stretch Weekday Warrior Dress Pants Extended Sizes
$98
$98

Friday Slate

Wrinkle-resistant, easy-care cotton that simplifies your work day.

Stretch Weekday Warrior Dress Pants Extended Sizes
$98
$98

Monday True Blue

Wrinkle-resistant, easy-care cotton that simplifies your work day.

Stretch Washed Chinos Extended Sizes
$98
$98

Graphites

Our signature chinos with comfy stretch & a wide range of colors.

Stretch Weekday Warrior Dress Pants Extended Sizes
$98
$98

Tuesday Charcoal

Wrinkle-resistant, easy-care cotton that simplifies your work day.

Stretch Washed Chinos Extended Sizes
$98
$98

Congos

Our signature chinos with comfy stretch & a wide range of colors.

Stretch Weekday Warrior Dress Pants Extended Sizes
$98
$98

Thursday True Khaki

Wrinkle-resistant, easy-care cotton that simplifies your work day.

Italian Stretch Wool Dress Pants Extended Sizes
$198
$198

Navy

Versatile four-season wool pants with a hint of stretch.

Italian Stretch Wool Dress Pants Extended Sizes
$198
$198

Bright Navy

Versatile four-season wool pants with a hint of stretch.

Italian Stretch Wool Dress Pants Extended Sizes
$198
$198

Light Grey

Versatile four-season wool pants with a hint of stretch.

Italian Stretch Wool Dress Pants Extended Sizes
$198
$198

Black

Versatile four-season wool pants with a hint of stretch.

Tech Chinos Extended Sizes
$78$138
$78$138

Khaki

Great for commuters. Wicks sweat, repels liquids, stretches as you move.

Stretch Washed Chinos Extended Sizes
$68$98
$68$98

Pine Needles

Our signature chinos with comfy stretch & a wide range of colors.

Holiday Critter Stretch Chinos Extended Sizes
$88$118
$88$118

Navy Skiiers

Get into the season by getting into these pants — our signature stretch chinos with embroidered designs.

Linen Trouser
$78$148
$78$148

Blue Yarn Dye

Stretch Washed Chinos Extended Sizes
$78$98
$78$98

Heather Burgundy

Our signature chinos with comfy stretch & a wide range of colors.

Stretch Washed Chinos Extended Sizes
$68$98
$68$98

Brown Sequoias

Our signature chinos with comfy stretch & a wide range of colors.

Stretch Washed Chinos Extended Sizes
$78$98
$78$98

Heather Grey

Our signature chinos with comfy stretch & a wide range of colors.

Stretch Washed Chinos Extended Sizes
$58$98
$58$98

Clean Slates

Our signature chinos with comfy stretch & a wide range of colors.

Stretch Washed Chinos Extended Sizes
$68$98
$68$98

Navy Black Herringbone

Our signature chinos with comfy stretch & a wide range of colors.

Stretch Washed Chinos Extended Sizes
$68$98
$68$98

Oak Frames

Our signature chinos with comfy stretch & a wide range of colors.

Stretch Washed Chinos Extended Sizes
$58$98
$58$98

Mystics

Our signature chinos with comfy stretch & a wide range of colors.

Stretch Weekday Warrior Dress Pants Extended Sizes
$58$98
$58$98

Thursday Roasted Eggplant

Wrinkle-resistant, easy-care cotton that simplifies your work day.

Stretch Washed Chinos Extended Sizes
$68$98
$68$98

Navy Yards

Our signature chinos with comfy stretch & a wide range of colors.

Stretch Washed Chinos Extended Sizes
$68$98
$68$98

Thunder

Our signature chinos with comfy stretch & a wide range of colors.

Linen Trouser
$78$148
$78$148

Pink Yarn Dye

Stretch Weekday Warrior Dress Pants Extended Sizes
$58$98
$58$98

Wednesday Navy Yarn Dye

Wrinkle-resistant, easy-care cotton that simplifies your work day.

Stretch Washed Chinos Extended Sizes
$58$98
$58$98

Mulberries

Our signature chinos with comfy stretch & a wide range of colors.