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

M Size Ankle Shoes

248 items found

Sort By

Your Selections

Search Results

Koolaburra by UGG - Asaiah. Color Chestnut. Low Stock. On sale for $84.54. MSRP $94.99.. 4.0 out of 5 stars

7 left in stock

Brown Koolaburra by UGG Asaiah

Brown Koolaburra by UGG Asaiah

+2

Brand Name: Koolaburra by UGG
Product Name: Asaiah
Gender: Men's
Color: Chestnut
Price: $84.54MSRP: $94.99
Rating: 4Rated 4 stars out of 5(2)

Nunn Bush - Excursion Waterproof Moccasin Toe Chukka Boot. Color Brown CH. Low Stock. On sale for $89.99. MSRP $115.00.. 4.0 out of 5 stars

5 left in stock

Brown Nunn Bush Excursion Waterproof Moccasin Toe Chukka Boot

Brown Nunn Bush Excursion Waterproof Moccasin Toe Chukka Boot

Brand Name: Nunn Bush
Product Name: Excursion Waterproof Moccasin Toe Chukka Boot
Gender: Men's
Color: Brown CH
Price: $89.99MSRP: $115.00
Rating: 4Rated 4 stars out of 5(21)

Columbia - Fairbanks Omni-Heat. Color Black/Cordovan. Low Stock. On sale for $65.00. MSRP $125.00.. 4.4 out of 5 stars

1 left in stock

Black Columbia Fairbanks Omni-Heat

Black Columbia Fairbanks Omni-Heat

+2

Brand Name: Columbia
Product Name: Fairbanks Omni-Heat
Gender: Men's
Color: Black/Cordovan
Price: $65.00MSRP: $125.00
Rating: 4Rated 4 stars out of 5(802)

Columbia - Newton Ridge Plus II Waterproof. Color Madder Brown/Collegiate Navy. On sale for $89.95. MSRP $100.00.. 4.5 out of 5 stars

Brown Columbia Newton Ridge Plus II Waterproof

Brown Columbia Newton Ridge Plus II Waterproof

+3

Brand Name: Columbia
Product Name: Newton Ridge Plus II Waterproof
Gender: Men's
Color: Madder Brown/Collegiate Navy
Price: $89.95MSRP: $100.00
Rating: 4Rated 4 stars out of 5(1259)

Hunter - Gardener Neo Lined Clog. Color Dark/Olive. $94.50. 3.2 out of 5 stars

Green Hunter Gardener Neo Lined Clog

Green Hunter Gardener Neo Lined Clog

Brand Name: Hunter
Product Name: Gardener Neo Lined Clog
Gender: Men's
Color: Dark/Olive
Price: $94.50
Rating: 3Rated 3 stars out of 5(5)

DeWALT - Halogen. Color Palm Crazy Horse. On sale for $99.99. MSRP $119.99.. 3.5 out of 5 stars

Brown DeWALT Halogen

Brown DeWALT Halogen

Brand Name: DeWALT
Product Name: Halogen
Gender: Men's
Color: Palm Crazy Horse
Price: $99.99MSRP: $119.99
Rating: 4Rated 4 stars out of 5(2)

DeWALT - Flex. Color Sundance. Low Stock. On sale for $99.99. MSRP $109.99.. 3.5 out of 5 stars

9 left in stock

Brown DeWALT Flex

Brown DeWALT Flex

+2

Brand Name: DeWALT
Product Name: Flex
Gender: Men's
Color: Sundance
Price: $99.99MSRP: $109.99
Rating: 4Rated 4 stars out of 5(12)

DeWALT - Plasma. Color Black Fox Fire. On sale for $99.99. MSRP $119.99.. 4.2 out of 5 stars

Black DeWALT Plasma

Black DeWALT Plasma

+2

Brand Name: DeWALT
Product Name: Plasma
Gender: Men's
Color: Black Fox Fire
Price: $99.99MSRP: $119.99
Rating: 4Rated 4 stars out of 5(47)

Merrell - Thermo Kiruna Mid Zip Waterproof. Color Black/Monument. Low Stock. On sale for $79.98. MSRP $140.00.. 4.1 out of 5 stars

2 left in stock

Black Merrell Thermo Kiruna Mid Zip Waterproof

Black Merrell Thermo Kiruna Mid Zip Waterproof

+2

Brand Name: Merrell
Product Name: Thermo Kiruna Mid Zip Waterproof
Gender: Men's
Color: Black/Monument
Price: $79.98MSRP: $140.00
Rating: 4Rated 4 stars out of 5(67)

XTRATUF - Leather Ankle Deck Boot. Color Black. Low Stock. On sale for $78.98. MSRP $155.00.. 4.1 out of 5 stars

2 left in stock

Black XTRATUF Leather Ankle Deck Boot

Black XTRATUF Leather Ankle Deck Boot

+2

Brand Name: XTRATUF
Product Name: Leather Ankle Deck Boot
Gender: Men's
Color: Black
Price: $78.98MSRP: $155.00
Rating: 4Rated 4 stars out of 5(17)

Vance Co. - Alex Chelsea Boot. Color Grey Faux Leather. On sale for $59.95. MSRP $64.99.. 3.7 out of 5 stars

Gray Vance Co. Alex Chelsea Boot

Gray Vance Co. Alex Chelsea Boot

+4

Brand Name: Vance Co.
Product Name: Alex Chelsea Boot
Gender: Men's
Color: Grey Faux Leather
Price: $59.95MSRP: $64.99
Rating: 4Rated 4 stars out of 5(34)

Vance Co. - Garrett Cap Toe Chelsea Boot. Color Brown Man-made. Low Stock. On sale for $67.50. MSRP $69.99.. 3.2 out of 5 stars

4 left in stock

Unknown Color Vance Co. Garrett Cap Toe Chelsea Boot

Unknown Color Vance Co. Garrett Cap Toe Chelsea Boot

+2

Brand Name: Vance Co.
Product Name: Garrett Cap Toe Chelsea Boot
Gender: Men's
Color: Brown Man-made
Price: $67.50MSRP: $69.99
Rating: 3Rated 3 stars out of 5(10)

Vance Co. - Landon Chelsea Dress Boot. Color Black Faux Leather. Low Stock. On sale for $60.61. MSRP $69.99.. 4.2 out of 5 stars

4 left in stock

Black Vance Co. Landon Chelsea Dress Boot

Black Vance Co. Landon Chelsea Dress Boot

+1

Brand Name: Vance Co.
Product Name: Landon Chelsea Dress Boot
Gender: Men's
Color: Black Faux Leather
Price: $60.61MSRP: $69.99
Rating: 4Rated 4 stars out of 5(29)

Territory Boots - Yukon Cap Toe Ankle Boot. Color Brown. Low Stock. On sale for $76.63. MSRP $149.99.. 4.3 out of 5 stars

6 left in stock

Brown Territory Boots Yukon Cap Toe Ankle Boot

Brown Territory Boots Yukon Cap Toe Ankle Boot

Brand Name: Territory Boots
Product Name: Yukon Cap Toe Ankle Boot
Gender: Men's
Color: Brown
Price: $76.63MSRP: $149.99
Rating: 4Rated 4 stars out of 5(15)

Territory Boots - Axel Ankle Boot. Color Brown. Low Stock. On sale for $82.49. MSRP $94.99.. 4.2 out of 5 stars

2 left in stock

Brown Territory Boots Axel Ankle Boot

Brown Territory Boots Axel Ankle Boot

+2

Brand Name: Territory Boots
Product Name: Axel Ankle Boot
Gender: Men's
Color: Brown
Price: $82.49MSRP: $94.99
Rating: 4Rated 4 stars out of 5(31)

Thomas & Vine - Corbin Plain Toe Chelsea Boot. Color Black. Low Stock. On sale for $92.45. MSRP $159.99.. 2.5 out of 5 stars

6 left in stock

Black Thomas & Vine Corbin Plain Toe Chelsea Boot

Black Thomas & Vine Corbin Plain Toe Chelsea Boot

Brand Name: Thomas & Vine
Product Name: Corbin Plain Toe Chelsea Boot
Gender: Men's
Color: Black
Price: $92.45MSRP: $159.99
Rating: 3Rated 3 stars out of 5(6)

WORX - 6" Talus Steel Toe. Color Brown. On sale for $50.00. MSRP $139.99.. 3.3 out of 5 stars

Brown WORX 6" Talus Steel Toe

Brown WORX 6" Talus Steel Toe

Brand Name: WORX
Product Name: 6" Talus Steel Toe
Gender: Men's
Color: Brown
Price: $50.00MSRP: $139.99
Rating: 3Rated 3 stars out of 5(19)

Helly Hansen - Gamvik. Color Black. On sale for $72.00. MSRP $150.00.. 1.5 out of 5 stars

Black Helly Hansen Gamvik

Black Helly Hansen Gamvik

Brand Name: Helly Hansen
Product Name: Gamvik
Gender: Men's
Color: Black
Price: $72.00MSRP: $150.00
Rating: 2Rated 2 stars out of 5(2)

Kamik - Yukon 5. Color Dark Brown. Low Stock. On sale for $79.47. MSRP $120.00.. 3.2 out of 5 stars

9 left in stock

Brown Kamik Yukon 5

Brown Kamik Yukon 5

Brand Name: Kamik
Product Name: Yukon 5
Gender: Men's
Color: Dark Brown
Price: $79.47MSRP: $120.00
Rating: 3Rated 3 stars out of 5(4)

XTRATUF - Ankle Deck Boot. Color Chocolate/Tan. On sale for $80.01. MSRP $110.00.. 4.3 out of 5 stars

Brown XTRATUF Ankle Deck Boot

Brown XTRATUF Ankle Deck Boot

+4

Brand Name: XTRATUF
Product Name: Ankle Deck Boot
Gender: Men's
Color: Chocolate/Tan
Price: $80.01MSRP: $110.00
Rating: 4Rated 4 stars out of 5(74)

L.L.Bean - 6" Bean Boots. Color Tan/Brown. Low Stock. On sale for $94.38. MSRP $139.00.. 4.6 out of 5 stars

7 left in stock

Tan L.L.Bean 6" Bean Boots

Tan L.L.Bean 6" Bean Boots

Brand Name: L.L.Bean
Product Name: 6" Bean Boots
Gender: Men's
Color: Tan/Brown
Price: $94.38MSRP: $139.00
Rating: 5Rated 5 stars out of 5(1037)

Florsheim - Lodge Cap Toe Lace-Up Boot. Color Brown Crazy Horse. On sale for $99.95. MSRP $140.00.. 4.6 out of 5 stars

Brown Florsheim Lodge Cap Toe Lace-Up Boot

Brown Florsheim Lodge Cap Toe Lace-Up Boot

+3

Brand Name: Florsheim
Product Name: Lodge Cap Toe Lace-Up Boot
Gender: Men's
Color: Brown Crazy Horse
Price: $99.95MSRP: $140.00
Rating: 5Rated 5 stars out of 5(156)

Rockport - Rugged Bucks Waterproof Boot. Color Boston Tan. On sale for $99.95. MSRP $140.00.. 3.9 out of 5 stars

Brown Rockport Rugged Bucks Waterproof Boot

Brown Rockport Rugged Bucks Waterproof Boot

+2

Brand Name: Rockport
Product Name: Rugged Bucks Waterproof Boot
Gender: Men's
Color: Boston Tan
Price: $99.95MSRP: $140.00
Rating: 4Rated 4 stars out of 5(166)

Timberland - Earthkeepers® Mt. Maddsen Mid Waterproof. Color Medium Grey Nubuck. On sale for $99.95. MSRP $120.00.. 4.6 out of 5 stars

Gray Timberland Earthkeepers® Mt. Maddsen Mid Waterproof

Gray Timberland Earthkeepers® Mt. Maddsen Mid Waterproof

+3

Brand Name: Timberland
Product Name: Earthkeepers® Mt. Maddsen Mid Waterproof
Gender: Men's
Color: Medium Grey Nubuck
Price: $99.95MSRP: $120.00
Rating: 5Rated 5 stars out of 5(1400)

Timberland - White Ledge Mid Waterproof. Color Black. On sale for $89.95. MSRP $120.00.. 4.6 out of 5 stars

Black Timberland White Ledge Mid Waterproof

Black Timberland White Ledge Mid Waterproof

+3

Brand Name: Timberland
Product Name: White Ledge Mid Waterproof
Gender: Men's
Color: Black
Price: $89.95MSRP: $120.00
Rating: 5Rated 5 stars out of 5(1512)

Deer Stags - Bangor. Color Black/Black. On sale for $60.00. MSRP $100.00.. 4.2 out of 5 stars

Black Deer Stags Bangor

Black Deer Stags Bangor

+2

Brand Name: Deer Stags
Product Name: Bangor
Gender: Men's
Color: Black/Black
Price: $60.00MSRP: $100.00
Rating: 4Rated 4 stars out of 5(13)

Eastland 1955 Edition - Jayce. Color Peanut. Low Stock. On sale for $64.00. MSRP $160.00.. 4.0 out of 5 stars

2 left in stock

Brown Eastland 1955 Edition Jayce

Brown Eastland 1955 Edition Jayce

+3

Brand Name: Eastland 1955 Edition
Product Name: Jayce
Gender: Men's
Color: Peanut
Price: $64.00MSRP: $160.00
Rating: 4Rated 4 stars out of 5(8)

Eastland 1955 Edition - Lumber Up. Color Dark Brown. Low Stock. On sale for $94.95. MSRP $135.00.. 4.2 out of 5 stars

4 left in stock

Brown Eastland 1955 Edition Lumber Up

Brown Eastland 1955 Edition Lumber Up

+5

Brand Name: Eastland 1955 Edition
Product Name: Lumber Up
Gender: Men's
Color: Dark Brown
Price: $94.95MSRP: $135.00
Rating: 4Rated 4 stars out of 5(52)

Columbia - Redmond™ V2 Mid Waterproof. Color Cordovan/Baker. On sale for $75.00. MSRP $100.00.. 3.8 out of 5 stars

Brown Columbia Redmond™ V2 Mid Waterproof

Brown Columbia Redmond™ V2 Mid Waterproof

Brand Name: Columbia
Product Name: Redmond™ V2 Mid Waterproof
Gender: Men's
Color: Cordovan/Baker
Price: $75.00MSRP: $100.00
Rating: 4Rated 4 stars out of 5(105)

Deer Stags - Argos. Color Black/Blue. On sale for $54.99. MSRP $100.00.. 3.7 out of 5 stars

Black Deer Stags Argos

Black Deer Stags Argos

+2

Brand Name: Deer Stags
Product Name: Argos
Gender: Men's
Color: Black/Blue
Price: $54.99MSRP: $100.00
Rating: 4Rated 4 stars out of 5(24)

Eastland 1955 Edition - Daily Double. Color Tan. Low Stock. On sale for $93.75. MSRP $125.00.. 3.5 out of 5 stars

9 left in stock

Tan Eastland 1955 Edition Daily Double

Tan Eastland 1955 Edition Daily Double

+2

Brand Name: Eastland 1955 Edition
Product Name: Daily Double
Gender: Men's
Color: Tan
Price: $93.75MSRP: $125.00
Rating: 4Rated 4 stars out of 5(12)

Nunn Bush - Odell Wingtip Boot with KORE Walking Comfort Technology. Color Tan CH. On sale for $84.95. MSRP $110.00.. 4.2 out of 5 stars

Brown Nunn Bush Odell Wingtip Boot with KORE Walking Comfort Technology

Brown Nunn Bush Odell Wingtip Boot with KORE Walking Comfort Technology

+3

Brand Name: Nunn Bush
Product Name: Odell Wingtip Boot with KORE Walking Comfort Technology
Gender: Men's
Color: Tan CH
Price: $84.95MSRP: $110.00
Rating: 4Rated 4 stars out of 5(117)

Eastland 1955 Edition - Jack. Color Brown. Low Stock. On sale for $81.31. MSRP $125.00.. 4.2 out of 5 stars

2 left in stock

Brown Eastland 1955 Edition Jack

Brown Eastland 1955 Edition Jack

+2

Brand Name: Eastland 1955 Edition
Product Name: Jack
Gender: Men's
Color: Brown
Price: $81.31MSRP: $125.00
Rating: 4Rated 4 stars out of 5(8)

Nunn Bush - Ozark Plain Toe Chukka Boot with KORE Walking Comfort Technology. Color Black Tumbled. On sale for $84.95. MSRP $115.00.. 4.3 out of 5 stars

Black Nunn Bush Ozark Plain Toe Chukka Boot with KORE Walking Comfort Technology

Black Nunn Bush Ozark Plain Toe Chukka Boot with KORE Walking Comfort Technology

+3

Brand Name: Nunn Bush
Product Name: Ozark Plain Toe Chukka Boot with KORE Walking Comfort Technology
Gender: Men's
Color: Black Tumbled
Price: $84.95MSRP: $115.00
Rating: 4Rated 4 stars out of 5(130)

Nunn Bush - Otis Plain Toe Chelsea Boot with KORE Walking Comfort Technology. Color Black Tumbled. On sale for $84.95. MSRP $115.00.. 4.2 out of 5 stars

Black Nunn Bush Otis Plain Toe Chelsea Boot with KORE Walking Comfort Technology

Black Nunn Bush Otis Plain Toe Chelsea Boot with KORE Walking Comfort Technology

+3

Brand Name: Nunn Bush
Product Name: Otis Plain Toe Chelsea Boot with KORE Walking Comfort Technology
Gender: Men's
Color: Black Tumbled
Price: $84.95MSRP: $115.00
Rating: 4Rated 4 stars out of 5(95)

Hunter - Original Refined Dark Sole Chelsea Boots. Color Navy. Low Stock. On sale for $92.37. MSRP $165.00.. 3.7 out of 5 stars

3 left in stock

Navy Hunter Original Refined Dark Sole Chelsea Boots

Navy Hunter Original Refined Dark Sole Chelsea Boots

+2

Brand Name: Hunter
Product Name: Original Refined Dark Sole Chelsea Boots
Gender: Men's
Color: Navy
Price: $92.37MSRP: $165.00
Rating: 4Rated 4 stars out of 5(12)

Cole Haan - Original Grand Chukka. Color Woodbury Leather/Dark Roast. On sale for $72.00. MSRP $180.00.. 4.6 out of 5 stars

Brown Cole Haan Original Grand Chukka

Brown Cole Haan Original Grand Chukka

+2

Brand Name: Cole Haan
Product Name: Original Grand Chukka
Gender: Men's
Color: Woodbury Leather/Dark Roast
Price: $72.00MSRP: $180.00
Rating: 5Rated 5 stars out of 5(426)

Deer Stags - Rockland. Color Redwood/Dark Brown. On sale for $54.99. MSRP $100.00.. 3.6 out of 5 stars

Brown Deer Stags Rockland

Brown Deer Stags Rockland

+2

Brand Name: Deer Stags
Product Name: Rockland
Gender: Men's
Color: Redwood/Dark Brown
Price: $54.99MSRP: $100.00
Rating: 4Rated 4 stars out of 5(29)

Columbia - Bugaboot III. Color Black/Bright Red. On sale for $65.00. MSRP $120.00.. 4.3 out of 5 stars

Black Columbia Bugaboot III

Black Columbia Bugaboot III

+3

Brand Name: Columbia
Product Name: Bugaboot III
Gender: Men's
Color: Black/Bright Red
Price: $65.00MSRP: $120.00
Rating: 4Rated 4 stars out of 5(322)

Bates Footwear - Raide Mid Leather Sport Tactical. Color Black. On sale for $73.48. MSRP $129.95.. 3.3 out of 5 stars

Black Bates Footwear Raide Mid Leather Sport Tactical

Black Bates Footwear Raide Mid Leather Sport Tactical

Brand Name: Bates Footwear
Product Name: Raide Mid Leather Sport Tactical
Gender: Unisex
Color: Black
Price: $73.48MSRP: $129.95
Rating: 3Rated 3 stars out of 5(36)

Rockport - Northfield Waterproof Boot. Color Black. On sale for $99.95. MSRP $140.00.. 4.3 out of 5 stars

Black Rockport Northfield Waterproof Boot

Black Rockport Northfield Waterproof Boot

+2

Brand Name: Rockport
Product Name: Northfield Waterproof Boot
Gender: Men's
Color: Black
Price: $99.95MSRP: $140.00
Rating: 4Rated 4 stars out of 5(205)

Dunham - Lawrence Waterproof. Color Black. Low Stock. On sale for $94.59. MSRP $144.95.. 3.7 out of 5 stars

2 left in stock

Black Dunham Lawrence Waterproof

Black Dunham Lawrence Waterproof

Brand Name: Dunham
Product Name: Lawrence Waterproof
Gender: Men's
Color: Black
Price: $94.59MSRP: $144.95
Rating: 4Rated 4 stars out of 5(33)

Fila - WeatherTech Extreme. Color Black/Black/Gum. Low Stock. On sale for $22.50. MSRP $75.00.. 3.0 out of 5 stars

3 left in stock

Black Fila WeatherTech Extreme

Black Fila WeatherTech Extreme

Brand Name: Fila
Product Name: WeatherTech Extreme
Gender: Men's
Color: Black/Black/Gum
Price: $22.50MSRP: $75.00
Rating: 3Rated 3 stars out of 5(1)

Rockport - Classic Break Chukka. Color Dark Brown Leather. On sale for $93.07. MSRP $139.95.. 4.3 out of 5 stars

Brown Rockport Classic Break Chukka

Brown Rockport Classic Break Chukka

Brand Name: Rockport
Product Name: Classic Break Chukka
Gender: Men's
Color: Dark Brown Leather
Price: $93.07MSRP: $139.95
Rating: 4Rated 4 stars out of 5(210)

Rockport - Storm Surge Water Proof Plain Toe Boot. Color Tan. On sale for $99.95. MSRP $139.95.. 3.3 out of 5 stars

Tan Rockport Storm Surge Water Proof Plain Toe Boot

Tan Rockport Storm Surge Water Proof Plain Toe Boot

+2

Brand Name: Rockport
Product Name: Storm Surge Water Proof Plain Toe Boot
Gender: Men's
Color: Tan
Price: $99.95MSRP: $139.95
Rating: 3Rated 3 stars out of 5(11)

Rockport - Elkhart. Color Black/Black Mesh. On sale for $84.45. MSRP $149.95.. 4.8 out of 5 stars

Black Rockport Elkhart

Black Rockport Elkhart

Brand Name: Rockport
Product Name: Elkhart
Gender: Men's
Color: Black/Black Mesh
Price: $84.45MSRP: $149.95
Rating: 5Rated 5 stars out of 5(6)

Steve Madden - Hestonn - Extended Sizes. Color Tan Leather. On sale for $89.99. MSRP $95.00.. 3.9 out of 5 stars

Tan Steve Madden Hestonn - Extended Sizes

Tan Steve Madden Hestonn - Extended Sizes

Brand Name: Steve Madden
Product Name: Hestonn - Extended Sizes
Gender: Men's
Color: Tan Leather
Price: $89.99MSRP: $95.00
Rating: 4Rated 4 stars out of 5(59)

Kamik - Alborg. Color Tan. Low Stock. On sale for $94.99. MSRP $120.00.. 3.8 out of 5 stars

4 left in stock

Tan Kamik Alborg

Tan Kamik Alborg

Brand Name: Kamik
Product Name: Alborg
Gender: Men's
Color: Tan
Price: $94.99MSRP: $120.00
Rating: 4Rated 4 stars out of 5(17)

3 of 3

Get on the List

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