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

M Size Ankle Dress Boots

48 items found

Sort By

Your Selections

Search Results

Deer Stags - Bangor. Color Black/Black. On sale for $53.59. MSRP $100.00.. 4.1 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: $53.59MSRP: $100.00
Rating: 4Rated 4 stars out of 5(12)

Vance Co. - Garrett Cap Toe Chelsea Boot. Color Tan Man-made. Low Stock. On sale for $58.38. MSRP $69.99.. 3.2 out of 5 stars

6 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: Tan Man-made
Price: $58.38MSRP: $69.99
Rating: 3Rated 3 stars out of 5(10)

Vance Co. - Alex Chelsea Boot. Color Grey Faux Leather. On sale for $60.44. 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: $60.44MSRP: $64.99
Rating: 4Rated 4 stars out of 5(34)

Nunn Bush - Ozark Plain Toe Chukka Boot with KORE Walking Comfort Technology. Color Tan CH. On sale for $79.95. MSRP $115.00.. 4.3 out of 5 stars

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

Brown 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: Tan CH
Price: $79.95MSRP: $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)

Steve Madden - Hauley. Color Tobacco Suede. Low Stock. On sale for $93.16. MSRP $150.00.. 4.0 out of 5 stars

1 left in stock

Brown Steve Madden Hauley

Brown Steve Madden Hauley

Brand Name: Steve Madden
Product Name: Hauley
Gender: Men's
Color: Tobacco Suede
Price: $93.16MSRP: $150.00
Rating: 4Rated 4 stars out of 5(1)

Stacy Adams - Maxwell Plain Toe Demi Boot. Color Cognac. On sale for $98.99. MSRP $125.00.. 4.8 out of 5 stars

Tan Stacy Adams Maxwell Plain Toe Demi Boot

Tan Stacy Adams Maxwell Plain Toe Demi Boot

+2

Brand Name: Stacy Adams
Product Name: Maxwell Plain Toe Demi Boot
Gender: Men's
Color: Cognac
Price: $98.99MSRP: $125.00
Rating: 5Rated 5 stars out of 5(34)

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)

Clarks - Malwood Top. Color Dark Grey Suede. Low Stock. On sale for $104.45. MSRP $110.00.. 3.0 out of 5 stars

3 left in stock

Gray Clarks Malwood Top

Gray Clarks Malwood Top

+2

Brand Name: Clarks
Product Name: Malwood Top
Gender: Men's
Color: Dark Grey Suede
Price: $104.45MSRP: $110.00
Rating: 3Rated 3 stars out of 5(1)

Clarks - Gravelle Top. Color Tan Leather. Low Stock. On sale for $106.49. MSRP $160.00.. 2.0 out of 5 stars

8 left in stock

Tan Clarks Gravelle Top

Tan Clarks Gravelle Top

Brand Name: Clarks
Product Name: Gravelle Top
Gender: Men's
Color: Tan Leather
Price: $106.49MSRP: $160.00
Rating: 2Rated 2 stars out of 5(4)

Dr. Martens Work - 2976. Color Tan. On sale for $114.18. MSRP $190.00..

Tan Dr. Martens Work 2976

Tan Dr. Martens Work 2976

Brand Name: Dr. Martens Work
Product Name: 2976
Gender: Unisex
Color: Tan
Price: $114.18MSRP: $190.00
Rating

Johnston & Murphy - Lewis Zip Boot. Color Tan Full Grain. Low Stock. On sale for $116.91. MSRP $129.90.. 4.1 out of 5 stars

6 left in stock

Tan Johnston & Murphy Lewis Zip Boot

Tan Johnston & Murphy Lewis Zip Boot

Brand Name: Johnston & Murphy
Product Name: Lewis Zip Boot
Gender: Men's
Color: Tan Full Grain
Price: $116.91MSRP: $129.90
Rating: 4Rated 4 stars out of 5(20)

Clarks - Whiddon Zip. Color Waterproof Black Leather. Low Stock. $119.95. 4.0 out of 5 stars

3 left in stock

Black Clarks Whiddon Zip

Black Clarks Whiddon Zip

Brand Name: Clarks
Product Name: Whiddon Zip
Gender: Men's
Color: Waterproof Black Leather
Price: $119.95
Rating: 4Rated 4 stars out of 5(3)

BOSS - Calev Chelsea Boot. Color Dark Brown. Low Stock. On sale for $125.58. MSRP $230.00..

4 left in stock

Brown BOSS Calev Chelsea Boot

Brown BOSS Calev Chelsea Boot

+2

Brand Name: BOSS
Product Name: Calev Chelsea Boot
Gender: Men's
Color: Dark Brown
Price: $125.58MSRP: $230.00
Rating

hari mari - Porter. Color Walnut. Low Stock. On sale for $127.27. MSRP $190.00..

2 left in stock

Brown hari mari Porter

Brown hari mari Porter

+2

Brand Name: hari mari
Product Name: Porter
Gender: Men's
Color: Walnut
Price: $127.27MSRP: $190.00
Rating

Eastland 1955 Edition - Jett. Color Brown. Low Stock. On sale for $127.99. MSRP $160.00.. 3.5 out of 5 stars

2 left in stock

Brown Eastland 1955 Edition Jett

Brown Eastland 1955 Edition Jett

+2

Brand Name: Eastland 1955 Edition
Product Name: Jett
Gender: Men's
Color: Brown
Price: $127.99MSRP: $160.00
Rating: 4Rated 4 stars out of 5(21)

Carlos by Carlos Santana - Mantra Chelsea Boot. Color Cognac Calfskin Leather. $128.95. 4.2 out of 5 stars

Mahogany Carlos by Carlos Santana Mantra Chelsea Boot

Mahogany Carlos by Carlos Santana Mantra Chelsea Boot

+2

Brand Name: Carlos by Carlos Santana
Product Name: Mantra Chelsea Boot
Gender: Men's
Color: Cognac Calfskin Leather
Price: $128.95
Rating: 4Rated 4 stars out of 5(23)

Stacy Adams - Madison Boot. Color Black. On sale for $139.95. MSRP $149.95.. 4.6 out of 5 stars

Black Stacy Adams Madison Boot

Brand Name: Stacy Adams
Product Name: Madison Boot
Gender: Men's
Color: Black
Price: $139.95MSRP: $149.95
Rating: 5Rated 5 stars out of 5(854)

Florsheim - Norwalk Side Zip Boot. Color Mocha Suede. On sale for $140.95. MSRP $150.00.. 4.5 out of 5 stars

Brown Florsheim Norwalk Side Zip Boot

Brown Florsheim Norwalk Side Zip Boot

+3

Brand Name: Florsheim
Product Name: Norwalk Side Zip Boot
Gender: Men's
Color: Mocha Suede
Price: $140.95MSRP: $150.00
Rating: 5Rated 5 stars out of 5(93)

Florsheim - Duke. Color Black Cavello. $149.95. 4.5 out of 5 stars

Black Florsheim Duke

Black Florsheim Duke

+2

Brand Name: Florsheim
Product Name: Duke
Gender: Men's
Color: Black Cavello
Price: $149.95
Rating: 5Rated 5 stars out of 5(899)

Carlos by Carlos Santana - Corazon Chukka Boot. Color Black Full Grain Calfskin Leather. Low Stock. $153.95. 4.2 out of 5 stars

2 left in stock

Black Carlos by Carlos Santana Corazon Chukka Boot

Black Carlos by Carlos Santana Corazon Chukka Boot

Brand Name: Carlos by Carlos Santana
Product Name: Corazon Chukka Boot
Gender: Men's
Color: Black Full Grain Calfskin Leather
Price: $153.95
Rating: 4Rated 4 stars out of 5(26)

Vagabond Shoemakers - Johnny 2.0 Warm Lined Leather Chelsea Boot. Color Black. Low Stock. On sale for $156.20. MSRP $220.00..

5 left in stock

Black Vagabond Shoemakers Johnny 2.0 Warm Lined Leather Chelsea Boot

Black Vagabond Shoemakers Johnny 2.0 Warm Lined Leather Chelsea Boot

Brand Name: Vagabond Shoemakers
Product Name: Johnny 2.0 Warm Lined Leather Chelsea Boot
Gender: Men's
Color: Black
Price: $156.20MSRP: $220.00
Rating

BOSS - Adley Suede Chelsea Boot. Color Medium Beige. On sale for $165.23. MSRP $230.00..

Beige BOSS Adley Suede Chelsea Boot

Beige BOSS Adley Suede Chelsea Boot

+2

Brand Name: BOSS
Product Name: Adley Suede Chelsea Boot
Gender: Men's
Color: Medium Beige
Price: $165.23MSRP: $230.00
Rating

Vince Camuto - Firat Chelsea Boot. Color Black. Low Stock. $169.00.

4 left in stock

Black Vince Camuto Firat Chelsea Boot

Black Vince Camuto Firat Chelsea Boot

Brand Name: Vince Camuto
Product Name: Firat Chelsea Boot
Gender: Men's
Color: Black
Price: $169.00
Rating

Johnston & Murphy - Copeland Casual Chukka Boot. Color Red Brown Oiled Full Grain. Low Stock. $175.00. 4.5 out of 5 stars

1 left in stock

Brown Johnston & Murphy Copeland Casual Chukka Boot

Brown Johnston & Murphy Copeland Casual Chukka Boot

Brand Name: Johnston & Murphy
Product Name: Copeland Casual Chukka Boot
Gender: Men's
Color: Red Brown Oiled Full Grain
Price: $175.00
Rating: 5Rated 5 stars out of 5(907)

Josef Seibel - Earl 08. Color Black. Low Stock. $175.00. 4.0 out of 5 stars

1 left in stock

Black Josef Seibel Earl 08

Black Josef Seibel Earl 08

Brand Name: Josef Seibel
Product Name: Earl 08
Gender: Men's
Color: Black
Price: $175.00
Rating: 4Rated 4 stars out of 5(1)

Johnston & Murphy - Connelly Wing Tip Boot. Color Black Full Grain. Low Stock. $198.95. 3.1 out of 5 stars

2 left in stock

Black Johnston & Murphy Connelly Wing Tip Boot

Black Johnston & Murphy Connelly Wing Tip Boot

Brand Name: Johnston & Murphy
Product Name: Connelly Wing Tip Boot
Gender: Men's
Color: Black Full Grain
Price: $198.95
Rating: 3Rated 3 stars out of 5(18)

Barbour - Barbour Farsley. Color Black. Low Stock. On sale for $202.40. MSRP $220.00..

5 left in stock

Black Barbour Barbour Farsley

Black Barbour Barbour Farsley

+2

Brand Name: Barbour
Product Name: Barbour Farsley
Gender: Men's
Color: Black
Price: $202.40MSRP: $220.00
Rating

BOSS - Calev Leather Desert Boot. Color Dark Brown. Low Stock. On sale for $207.00. MSRP $230.00..

7 left in stock

Brown BOSS Calev Leather Desert Boot

Brown BOSS Calev Leather Desert Boot

Brand Name: BOSS
Product Name: Calev Leather Desert Boot
Gender: Men's
Color: Dark Brown
Price: $207.00MSRP: $230.00
Rating

Milwaukee Boot Company - Clybourn Chelsea Boot. Color Tan. Low Stock. $209.00. 4.2 out of 5 stars

3 left in stock

Tan Milwaukee Boot Company Clybourn Chelsea Boot

Tan Milwaukee Boot Company Clybourn Chelsea Boot

+3

Brand Name: Milwaukee Boot Company
Product Name: Clybourn Chelsea Boot
Gender: Men's
Color: Tan
Price: $209.00
Rating: 4Rated 4 stars out of 5(10)

Johnston & Murphy Collection - Dudley Lug Zip Boot. Color Brown Waxed English Suede. On sale for $247.95. MSRP $285.00..

Brown Johnston & Murphy Collection Dudley Lug Zip Boot

Brown Johnston & Murphy Collection Dudley Lug Zip Boot

Brand Name: Johnston & Murphy Collection
Product Name: Dudley Lug Zip Boot
Gender: Men's
Color: Brown Waxed English Suede
Price: $247.95MSRP: $285.00
Rating

Johnston & Murphy Collection - Welch Side Zip Boot. Color Brown Waxed. Low Stock. $265.00. 4.0 out of 5 stars

3 left in stock

Brown Johnston & Murphy Collection Welch Side Zip Boot

Brown Johnston & Murphy Collection Welch Side Zip Boot

Brand Name: Johnston & Murphy Collection
Product Name: Welch Side Zip Boot
Gender: Men's
Color: Brown Waxed
Price: $265.00
Rating: 4Rated 4 stars out of 5(5)

Magnanni - Marshall. Color Cognac. Low Stock. On sale for $276.25. MSRP $425.00.. 4.0 out of 5 stars

1 left in stock

Tan Magnanni Marshall

Tan Magnanni Marshall

Brand Name: Magnanni
Product Name: Marshall
Gender: Men's
Color: Cognac
Price: $276.25MSRP: $425.00
Rating: 4Rated 4 stars out of 5(1)

Bruno Magli - Taddeo. Color Black. Low Stock. On sale for $281.25. MSRP $375.00..

4 left in stock

Black Bruno Magli Taddeo

Black Bruno Magli Taddeo

+2

Brand Name: Bruno Magli
Product Name: Taddeo
Gender: Men's
Color: Black
Price: $281.25MSRP: $375.00
Rating

GINANNI - Mount Solaro. Color Brown. Low Stock. $285.00. 4.8 out of 5 stars

1 left in stock

Brown GINANNI Mount Solaro

Brown GINANNI Mount Solaro

Brand Name: GINANNI
Product Name: Mount Solaro
Gender: Men's
Color: Brown
Price: $285.00
Rating: 5Rated 5 stars out of 5(6)

Martin Dingman - McKinley Boot. Color French Roast. Low Stock. On sale for $286.00. MSRP $325.00..

3 left in stock

Tan Martin Dingman McKinley Boot

Tan Martin Dingman McKinley Boot

Brand Name: Martin Dingman
Product Name: McKinley Boot
Gender: Men's
Color: French Roast
Price: $286.00MSRP: $325.00
Rating

Frye - Paul Inside Zip. Color Black. Low Stock. $297.95. 4.4 out of 5 stars

1 left in stock

Black Frye Paul Inside Zip

Black Frye Paul Inside Zip

Brand Name: Frye
Product Name: Paul Inside Zip
Gender: Men's
Color: Black
Price: $297.95
Rating: 4Rated 4 stars out of 5(29)

Mephisto - Kerry GT. Color Black Randy. Low Stock. On sale for $335.20. MSRP $419.00..

1 left in stock

Black Mephisto Kerry GT

Black Mephisto Kerry GT

Brand Name: Mephisto
Product Name: Kerry GT
Gender: Men's
Color: Black Randy
Price: $335.20MSRP: $419.00
Rating

Allen Edmonds - Harris. Color Tobacco Suede. Low Stock. On sale for $335.75. MSRP $395.00.. 5.0 out of 5 stars

5 left in stock

Brown Allen Edmonds Harris

Brown Allen Edmonds Harris

+2

Brand Name: Allen Edmonds
Product Name: Harris
Gender: Men's
Color: Tobacco Suede
Price: $335.75MSRP: $395.00
Rating: 5Rated 5 stars out of 5(1)

Frye - Austin Inside Zip. Color Dark Ash Oiled Suede. Low Stock. On sale for $340.16. MSRP $378.00.. 4.3 out of 5 stars

1 left in stock

Brown Frye Austin Inside Zip

Brown Frye Austin Inside Zip

Brand Name: Frye
Product Name: Austin Inside Zip
Gender: Men's
Color: Dark Ash Oiled Suede
Price: $340.16MSRP: $378.00
Rating: 4Rated 4 stars out of 5(11)

Magnanni - Marquez. Color Caoba. Low Stock. On sale for $341.25. MSRP $455.00.. 5.0 out of 5 stars

2 left in stock

Brown Magnanni Marquez

Brown Magnanni Marquez

Brand Name: Magnanni
Product Name: Marquez
Gender: Men's
Color: Caoba
Price: $341.25MSRP: $455.00
Rating: 5Rated 5 stars out of 5(1)

Penny Luck - Gambler Boot. Color Pecan Brown. Low Stock. $349.00. 4.6 out of 5 stars

2 left in stock

Brown Penny Luck Gambler Boot

Brown Penny Luck Gambler Boot

Brand Name: Penny Luck
Product Name: Gambler Boot
Gender: Men's
Color: Pecan Brown
Price: $349.00
Rating: 5Rated 5 stars out of 5(18)

Penny Luck - Rockefellers Chelsea Boot. Color Pecan Brown. Low Stock. $359.00. 3.2 out of 5 stars

1 left in stock

Brown Penny Luck Rockefellers Chelsea Boot

Brown Penny Luck Rockefellers Chelsea Boot

Brand Name: Penny Luck
Product Name: Rockefellers Chelsea Boot
Gender: Men's
Color: Pecan Brown
Price: $359.00
Rating: 3Rated 3 stars out of 5(8)

Allen Edmonds - Carter. Color Teak. Low Stock. On sale for $370.50. MSRP $475.00.. 4.7 out of 5 stars

2 left in stock

Brown Allen Edmonds Carter

Brown Allen Edmonds Carter

Brand Name: Allen Edmonds
Product Name: Carter
Gender: Men's
Color: Teak
Price: $370.50MSRP: $475.00
Rating: 5Rated 5 stars out of 5(15)

Penny Luck - Carnegies Chukka Boot. Color Pecan Brown. Low Stock. $389.00.

1 left in stock

Brown Penny Luck Carnegies Chukka Boot

Brown Penny Luck Carnegies Chukka Boot

Brand Name: Penny Luck
Product Name: Carnegies Chukka Boot
Gender: Men's
Color: Pecan Brown
Price: $389.00
Rating

Magnanni - Loda. Color Cognac Suede. On sale for $396.00. MSRP $450.00..

Brown Magnanni Loda

Brown Magnanni Loda

+2

Brand Name: Magnanni
Product Name: Loda
Gender: Men's
Color: Cognac Suede
Price: $396.00MSRP: $450.00
Rating

Mephisto - Leonardo. Color Dark Brown Montana. $469.00. 4.0 out of 5 stars

Brown Mephisto Leonardo

Brown Mephisto Leonardo

Brand Name: Mephisto
Product Name: Leonardo
Gender: Men's
Color: Dark Brown Montana
Price: $469.00
Rating: 4Rated 4 stars out of 5(3)

To Boot New York - Belvedere. Color Hunter Sigaro. $595.00. 2.6 out of 5 stars

Brown To Boot New York Belvedere

Brown To Boot New York Belvedere

Brand Name: To Boot New York
Product Name: Belvedere
Gender: Men's
Color: Hunter Sigaro
Price: $595.00
Rating: 3Rated 3 stars out of 5(5)

Get on the List

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