Skip to search results Skip to filters Skip to sort Skip to selected filters

Size 10.5 M Size Ankle Boots and Booties

48 items found

Sort By

Your Selections

Search Results

. Rockport - Cassius. Color Dark Natural Leather. $159.95.

Brown Rockport Cassius

Brown Rockport Cassius

+4

Brand Name: Rockport
Product Name: Cassius
Gender: Men's
Color: Dark Natural Leather
Price: $159.95
Rating

. Calvin Klein - Domly. Color Black Leather. $160.00.

Black Calvin Klein Domly

Black Calvin Klein Domly

Brand Name: Calvin Klein
Product Name: Domly
Gender: Men's
Color: Black Leather
Price: $160.00
Rating

. Allen Edmonds - Dallaslow. Color Brown Leather. Low Stock. $595.00.

7 left in stock

Brown Allen Edmonds Dallaslow

Brown Allen Edmonds Dallaslow

Brand Name: Allen Edmonds
Product Name: Dallaslow
Gender: Men's
Color: Brown Leather
Price: $595.00
Rating

. Florsheim - Forge Plain Toe Gore Boot. Color Black. $114.95.

Black Florsheim Forge Plain Toe Gore Boot

Black Florsheim Forge Plain Toe Gore Boot

Brand Name: Florsheim
Product Name: Forge Plain Toe Gore Boot
Gender: Men's
Color: Black
Price: $114.95
Rating

. Thorogood - American Heritage Independence Square Toe Waterproof Safety. Color Crazy Horse. On sale for $245.00. MSRP $280.00..

Brown Thorogood American Heritage Independence Square Toe Waterproof Safety

Brown Thorogood American Heritage Independence Square Toe Waterproof Safety

Brand Name: Thorogood
Product Name: American Heritage Independence Square Toe Waterproof Safety
Gender: Men's
Color: Crazy Horse
Price: $245.00MSRP: $280.00
Rating

. Blundstone - BL587. Color Rustic Black. $199.95.

Black Blundstone BL587

Black Blundstone BL587

Brand Name: Blundstone
Product Name: BL587
Gender: Unisex
Color: Rustic Black
Price: $199.95
Rating

. Clarks - Eastridge Mid. Color Light Brown Leather. $109.95.

Brown Clarks Eastridge Mid

Brown Clarks Eastridge Mid

+2

Brand Name: Clarks
Product Name: Eastridge Mid
Gender: Men's
Color: Light Brown Leather
Price: $109.95
Rating

. Steve Madden - Haynes. Color Black Leat. $170.00.

Black Steve Madden Haynes

Black Steve Madden Haynes

Brand Name: Steve Madden
Product Name: Haynes
Gender: Men's
Color: Black Leat
Price: $170.00
Rating

ALDO - Fort. Color Navy. $110.00.

Navy ALDO Fort

Navy ALDO Fort

Brand Name: ALDO
Product Name: Fort
Gender: Men's
Color: Navy
Price: $110.00
Rating

ALDO - Brewster. Color Black. $150.00.

Black ALDO Brewster

Black ALDO Brewster

Brand Name: ALDO
Product Name: Brewster
Gender: Men's
Color: Black
Price: $150.00
Rating

Blundstone - BL2340. Color Brown. $209.95. 5.0 out of 5 stars

Brown Blundstone BL2340

Brown Blundstone BL2340

Brand Name: Blundstone
Product Name: BL2340
Gender: Unisex
Color: Brown
Price: $209.95
Rating: 5Rated 5 stars out of 5(1)

Clarks - Shepton. Color Black Suede. $99.95.

Black Clarks Shepton

Black Clarks Shepton

+2

Brand Name: Clarks
Product Name: Shepton
Gender: Men's
Color: Black Suede
Price: $99.95
Rating

Dockers - Esmond. Color Dark Brown. On sale for $59.99. MSRP $85.00..

Brown Dockers Esmond

Brown Dockers Esmond

+4

Brand Name: Dockers
Product Name: Esmond
Gender: Men's
Color: Dark Brown
Price: $59.99MSRP: $85.00
Rating

L.L.Bean - Allagash Handsewn Chukka Boot. Color Ash. $158.95.

Gray L.L.Bean Allagash Handsewn Chukka Boot

Gray L.L.Bean Allagash Handsewn Chukka Boot

+2

Brand Name: L.L.Bean
Product Name: Allagash Handsewn Chukka Boot
Gender: Men's
Color: Ash
Price: $158.95
Rating

MOON BOOT - Icon Low Nylon. Color Pink/White. $214.95.

Pink MOON BOOT Icon Low Nylon

Pink MOON BOOT Icon Low Nylon

+2

Brand Name: MOON BOOT
Product Name: Icon Low Nylon
Gender: Unisex
Color: Pink/White
Price: $214.95
Rating

MOON BOOT - Icon Low Optical. Color Lilac/Cyber Lime. $239.95.

Multi MOON BOOT Icon Low Optical

Multi MOON BOOT Icon Low Optical

Brand Name: MOON BOOT
Product Name: Icon Low Optical
Gender: Unisex
Color: Lilac/Cyber Lime
Price: $239.95
Rating

PIKOLINOS - M9K-8028C1. Color Black. $230.00.

Black PIKOLINOS M9K-8028C1

Black PIKOLINOS M9K-8028C1

Brand Name: PIKOLINOS
Product Name: M9K-8028C1
Gender: Men's
Color: Black
Price: $230.00
Rating

Timberland - Redwood Falls Waterproof. Color Black Nubuck. $160.00. 5.0 out of 5 stars

Black Timberland Redwood Falls Waterproof

Black Timberland Redwood Falls Waterproof

+2

Brand Name: Timberland
Product Name: Redwood Falls Waterproof
Gender: Men's
Color: Black Nubuck
Price: $160.00
Rating: 5Rated 5 stars out of 5(3)

Timberland - 6 inch Premium Waterproof Boot. Color Dark Blue Nubuck. $198.00. 4.7 out of 5 stars

Blue Timberland 6 inch Premium Waterproof Boot

Blue Timberland 6 inch Premium Waterproof Boot

+2

Brand Name: Timberland
Product Name: 6 inch Premium Waterproof Boot
Gender: Men's
Color: Dark Blue Nubuck
Price: $198.00
Rating: 5Rated 5 stars out of 5(14)

Timberland - Britton Road Mid Lace Up Waterproof. Color Burgundy Full Grain. $170.00.

Mahogany Timberland Britton Road Mid Lace Up Waterproof

Mahogany Timberland Britton Road Mid Lace Up Waterproof

+3

Brand Name: Timberland
Product Name: Britton Road Mid Lace Up Waterproof
Gender: Men's
Color: Burgundy Full Grain
Price: $170.00
Rating

Florsheim - Renegade Cap Toe Boot. Color Brown Crazy Horse. $149.95.

Brown Florsheim Renegade Cap Toe Boot

Brown Florsheim Renegade Cap Toe Boot

+1

Brand Name: Florsheim
Product Name: Renegade Cap Toe Boot
Gender: Men's
Color: Brown Crazy Horse
Price: $149.95
Rating

Magnanni - Grayson. Color Cognac. $495.00.

Tan Magnanni Grayson

Tan Magnanni Grayson

+2

Brand Name: Magnanni
Product Name: Grayson
Gender: Men's
Color: Cognac
Price: $495.00
Rating

Rockport - Caspe. Color Black Leather. $149.95.

Black Rockport Caspe

Black Rockport Caspe

+3

Brand Name: Rockport
Product Name: Caspe
Gender: Men's
Color: Black Leather
Price: $149.95
Rating

Thorogood - American Heritage Willow Square Toe Wellington Soft Toe. Color Crazy Horse. On sale for $240.00. MSRP $270.00..

Brown Thorogood American Heritage Willow Square Toe Wellington Soft Toe

Brown Thorogood American Heritage Willow Square Toe Wellington Soft Toe

Brand Name: Thorogood
Product Name: American Heritage Willow Square Toe Wellington Soft Toe
Gender: Men's
Color: Crazy Horse
Price: $240.00MSRP: $270.00
Rating

Thorogood - American Heritage Willow Square Toe Wellington Safety. Color Crazy Horse. On sale for $245.00. MSRP $280.00..

Brown Thorogood American Heritage Willow Square Toe Wellington Safety

Brown Thorogood American Heritage Willow Square Toe Wellington Safety

Brand Name: Thorogood
Product Name: American Heritage Willow Square Toe Wellington Safety
Gender: Men's
Color: Crazy Horse
Price: $245.00MSRP: $280.00
Rating

Frye - Nash Roper. Color Tobacco. $357.95.

Brown Frye Nash Roper

Brown Frye Nash Roper

+2

Brand Name: Frye
Product Name: Nash Roper
Gender: Men's
Color: Tobacco
Price: $357.95
Rating

To Boot New York - Parker. Color Medium Brown. $399.00.

Brown To Boot New York Parker

Brown To Boot New York Parker

Brand Name: To Boot New York
Product Name: Parker
Gender: Men's
Color: Medium Brown
Price: $399.00
Rating

To Boot New York - Javier. Color Black. $399.00.

Black To Boot New York Javier

Black To Boot New York Javier

Brand Name: To Boot New York
Product Name: Javier
Gender: Men's
Color: Black
Price: $399.00
Rating

Polo Ralph Lauren - Asher Suede Chukka Boot. Color Chocolate Brown. Low Stock. $198.00.

10 left in stock

Brown Polo Ralph Lauren Asher Suede Chukka Boot

Brown Polo Ralph Lauren Asher Suede Chukka Boot

+2

Brand Name: Polo Ralph Lauren
Product Name: Asher Suede Chukka Boot
Gender: Men's
Color: Chocolate Brown
Price: $198.00
Rating

Red Wing Heritage - Lace-up boot. Color Black Chrome. $299.99.

Black Red Wing Heritage Lace-up boot

Black Red Wing Heritage Lace-up boot

Brand Name: Red Wing Heritage
Product Name: Lace-up boot
Gender: Men's
Color: Black Chrome
Price: $299.99
Rating

Florsheim - Renegade 4-Eye Boot. Color Black Crazy Horse. $139.95.

Black Florsheim Renegade 4-Eye Boot

Black Florsheim Renegade 4-Eye Boot

+3

Brand Name: Florsheim
Product Name: Renegade 4-Eye Boot
Gender: Men's
Color: Black Crazy Horse
Price: $139.95
Rating

TOMS - Griffin. Color Walnut Water Resistant Leather. $139.90.

Brown TOMS Griffin

Brown TOMS Griffin

+2

Brand Name: TOMS
Product Name: Griffin
Gender: Men's
Color: Walnut Water Resistant Leather
Price: $139.90
Rating

Cole Haan - Originalgrand Remastered Waterproof Chukka Boots. Color Woodbury/Dark Roast. $190.00.

Brown Cole Haan Originalgrand Remastered Waterproof Chukka Boots

Brown Cole Haan Originalgrand Remastered Waterproof Chukka Boots

+3

Brand Name: Cole Haan
Product Name: Originalgrand Remastered Waterproof Chukka Boots
Gender: Men's
Color: Woodbury/Dark Roast
Price: $190.00
Rating

Florsheim - Rucci Wingtip Lace Boot. Color Cognac. $139.95.

Tan Florsheim Rucci Wingtip Lace Boot

Tan Florsheim Rucci Wingtip Lace Boot

+2

Brand Name: Florsheim
Product Name: Rucci Wingtip Lace Boot
Gender: Men's
Color: Cognac
Price: $139.95
Rating

Rockport - Flynn. Color Black Leather. $149.00. 2.0 out of 5 stars

Black Rockport Flynn

Black Rockport Flynn

+2

Brand Name: Rockport
Product Name: Flynn
Gender: Men's
Color: Black Leather
Price: $149.00
Rating: 2Rated 2 stars out of 5(1)

Carhartt - Millbrook Moc Toe Wedge Boot. Color Grey. $154.99. 5.0 out of 5 stars

Gray Carhartt Millbrook Moc Toe Wedge Boot

Gray Carhartt Millbrook Moc Toe Wedge Boot

Brand Name: Carhartt
Product Name: Millbrook Moc Toe Wedge Boot
Gender: Men's
Color: Grey
Price: $154.99
Rating: 5Rated 5 stars out of 5(4)

Timberland - Redwood Falls Waterproof Chukkas. Color Soil. $134.99.

Gray Timberland Redwood Falls Waterproof Chukkas

Gray Timberland Redwood Falls Waterproof Chukkas

+2

Brand Name: Timberland
Product Name: Redwood Falls Waterproof Chukkas
Gender: Men's
Color: Soil
Price: $134.99
Rating

Thorogood - American Heritage Independence Square Toe Waterproof Soft Toe. Color Crazy Horse. On sale for $240.00. MSRP $270.00..

Brown Thorogood American Heritage Independence Square Toe Waterproof Soft Toe

Brown Thorogood American Heritage Independence Square Toe Waterproof Soft Toe

Brand Name: Thorogood
Product Name: American Heritage Independence Square Toe Waterproof Soft Toe
Gender: Men's
Color: Crazy Horse
Price: $240.00MSRP: $270.00
Rating

Thorogood - American Heritage Evergreen 9" Waterproof Insulated Logger Soft Toe. Color Crazy Horse. On sale for $375.00. MSRP $390.00..

Brown Thorogood American Heritage Evergreen 9" Waterproof Insulated Logger Soft Toe

Brown Thorogood American Heritage Evergreen 9" Waterproof Insulated Logger Soft Toe

Brand Name: Thorogood
Product Name: American Heritage Evergreen 9" Waterproof Insulated Logger Soft Toe
Gender: Men's
Color: Crazy Horse
Price: $375.00MSRP: $390.00
Rating

Thorogood - American Heritage Yakima 9" Waterproof Logger Soft Toe. Color Crazy Horse. On sale for $365.00. MSRP $380.00..

Brown Thorogood American Heritage Yakima 9" Waterproof Logger Soft Toe

Brown Thorogood American Heritage Yakima 9" Waterproof Logger Soft Toe

Brand Name: Thorogood
Product Name: American Heritage Yakima 9" Waterproof Logger Soft Toe
Gender: Men's
Color: Crazy Horse
Price: $365.00MSRP: $380.00
Rating

Timberland - Newmarket Mid Lace Up. Color Dark Brown Full Grain. $150.00.

Brown Timberland Newmarket Mid Lace Up

Brown Timberland Newmarket Mid Lace Up

+3

Brand Name: Timberland
Product Name: Newmarket Mid Lace Up
Gender: Men's
Color: Dark Brown Full Grain
Price: $150.00
Rating

Johnston & Murphy - Raleigh Double Buckle Boots. Color Mahogany Full Grain. $184.95.

Brown Johnston & Murphy Raleigh Double Buckle Boots

Brown Johnston & Murphy Raleigh Double Buckle Boots

Brand Name: Johnston & Murphy
Product Name: Raleigh Double Buckle Boots
Gender: Men's
Color: Mahogany Full Grain
Price: $184.95
Rating

Nunn Bush - Karnak Plain Toe Boot Chukka. Color Charcoal. On sale for $79.95. MSRP $110.00..

Gray Nunn Bush Karnak Plain Toe Boot Chukka

Gray Nunn Bush Karnak Plain Toe Boot Chukka

+1

Brand Name: Nunn Bush
Product Name: Karnak Plain Toe Boot Chukka
Gender: Men's
Color: Charcoal
Price: $79.95MSRP: $110.00
Rating

Eastland 1955 Edition - Belgrade. Color Black. $140.00.

Black Eastland 1955 Edition Belgrade

Black Eastland 1955 Edition Belgrade

+2

Brand Name: Eastland 1955 Edition
Product Name: Belgrade
Gender: Men's
Color: Black
Price: $140.00
Rating

Marc Joseph New York - Grand Ave. Color Whiskey Testone. Low Stock. On sale for $178.85. MSRP $245.00..

5 left in stock

Brown Marc Joseph New York Grand Ave

Brown Marc Joseph New York Grand Ave

+2

Brand Name: Marc Joseph New York
Product Name: Grand Ave
Gender: Men's
Color: Whiskey Testone
Price: $178.85MSRP: $245.00
Rating

Stacy Adams - Sotaro Heeled Boot. Color Black. On sale for $97.76. MSRP $105.00.. 4.5 out of 5 stars

Black Stacy Adams Sotaro Heeled Boot

Black Stacy Adams Sotaro Heeled Boot

Brand Name: Stacy Adams
Product Name: Sotaro Heeled Boot
Gender: Men's
Color: Black
Price: $97.76MSRP: $105.00
Rating: 5Rated 5 stars out of 5(8)

Stacy Adams - Sandoval Heeled Boot. Color Cognac. On sale for $98.86. MSRP $105.00.. 3.8 out of 5 stars

Tan Stacy Adams Sandoval Heeled Boot

Tan Stacy Adams Sandoval Heeled Boot

Brand Name: Stacy Adams
Product Name: Sandoval Heeled Boot
Gender: Men's
Color: Cognac
Price: $98.86MSRP: $105.00
Rating: 4Rated 4 stars out of 5(11)

UGG - Skyview Classic Pull-On. Color Chestnut Suede. On sale for $131.92. MSRP $169.95.. 4.0 out of 5 stars

Brown UGG Skyview Classic Pull-On

Brown UGG Skyview Classic Pull-On

+2

Brand Name: UGG
Product Name: Skyview Classic Pull-On
Gender: Men's
Color: Chestnut Suede
Price: $131.92MSRP: $169.95
Rating: 4Rated 4 stars out of 5(8)

Get on the List

Subscribe to Zappos emails for exclusive product launches, early notifications for sales, and a few extra-special surprises.