Shop Men's High Heel Ankle Boots

Sponsored
$112.10
Calvin Klein Men's Domly Ankle Boot
Amazon.com
Free shipping
$112.10
Calvin Klein Men's Domly Ankle Boot
Amazon.com
Free shipping
$38.99
Men's Chelsea Boots Slip-On Formal Dress Boots For Men Casual Ankle Men Boots 8
Amazon.com
708
Free shipping
$38.99
Men's Chelsea Boots Slip-On Formal Dress Boots For Men Casual Ankle Men Boots 8
Amazon.com
708
$109.99
$150.00
Orthotic Diabetes Boots, Superior Comfort & Protection, Men's Boots | Orthofeet Comfortable Footwear, Glacier Gorge, 11 / Extra Wide / Black
Orthofeet
288
26% off
$109.99
$150.00
Orthotic Diabetes Boots, Superior Comfort & Protection, Men's Boots | Orthofeet Comfortable Footwear, Glacier Gorge, 11 / Extra Wide / Black
Orthofeet
288
$64.99
$78.81
Men's Brown Crocodile Pattern Faux Leather Ankle Boots With Buckle And Side Zir - Stylish Dress Boots For Formal And Casual Wea
LightInTheBox
17% off
$64.99
$78.81
Men's Brown Crocodile Pattern Faux Leather Ankle Boots With Buckle And Side Zir - Stylish Dress Boots For Formal And Casual Wea
LightInTheBox
$104.99
Stacy Adams Santos Boot | Men's | Black | Size 8 | Boots
DSW
1K+
Free shipping
$104.99
Stacy Adams Santos Boot | Men's | Black | Size 8 | Boots
DSW
1K+
$104.99
STACY ADAMS Men's Sandoval Heeled Ankle Boot
Amazon.com
Free shipping
$104.99
STACY ADAMS Men's Sandoval Heeled Ankle Boot
Amazon.com
Free shipping
$119.99
$150.00
Doctor Recommended Heel Pain Relief Boots, Arch Support, Ergonomic Sole, Men's Boots | Orthofeet Comfortable Shoes, Ryder, 10.5 / Extra Wide / Black
Orthofeet
28
20% off
$119.99
$150.00
Doctor Recommended Heel Pain Relief Boots, Arch Support, Ergonomic Sole, Men's Boots | Orthofeet Comfortable Shoes, Ryder, 10.5 / Extra Wide / Black
Orthofeet
28
$62.04
$105.68
Men Ankle Boot High Heel Genuine Leather Men's Shoe Fashion Pointed Toe Dress Wedding Male Shoes
AliExpress
Free shipping
41% off
$62.04
$105.68
Men Ankle Boot High Heel Genuine Leather Men's Shoe Fashion Pointed Toe Dress Wedding Male Shoes
AliExpress
Free shipping
$60.00
$75.00
Deer Stags Mens Rockland Block Heel Chelsea Boots | Brown | Regular 12 | Boots Chelsea Boots
JCPenney
5K+
20% off
$60.00
$75.00
Deer Stags Mens Rockland Block Heel Chelsea Boots | Brown | Regular 12 | Boots Chelsea Boots
JCPenney
5K+
$119.97
$180.00
Men's Leather Dress Chelsea Shoe Chestnut Regular Size 10 1/2
Banana Republic Factory
33% off
$119.97
$180.00
Men's Leather Dress Chelsea Shoe Chestnut Regular Size 10 1/2
Banana Republic Factory
$54.99
$65.64
Men's Red Crocodile Pattern Chelsea Boots - Sleek Patent Faux Leather Ankle Boots For Christmas,Formal Events And Parties
LightInTheBox
16% off
$54.99
$65.64
Men's Red Crocodile Pattern Chelsea Boots - Sleek Patent Faux Leather Ankle Boots For Christmas,Formal Events And Parties
LightInTheBox
$139.99
$160.00
Mens Leather Chukka Boots, Orthopedic Slip On Shoes, Ergonomic Sole, Men's Boots | Orthofeet Orthopedic Boots, Verno, 8.5 / Extra Wide / Brown
Orthofeet
12% off
$139.99
$160.00
Mens Leather Chukka Boots, Orthopedic Slip On Shoes, Ergonomic Sole, Men's Boots | Orthofeet Orthopedic Boots, Verno, 8.5 / Extra Wide / Brown
Orthofeet
$104.99
Stacy Adams Santos Boot | Men's | Cognac | Size 10.5 | Boots
DSW
1K+
Free shipping
$104.99
Stacy Adams Santos Boot | Men's | Cognac | Size 10.5 | Boots
DSW
1K+
$36.09
2023 Men's Medieval Knee High Boots Cross Strap Lace Up Shoes Flat Cool Moto Boots Tall Renaissance Boots Fall Winter - 12, Brown
reinsho.com
$36.09
2023 Men's Medieval Knee High Boots Cross Strap Lace Up Shoes Flat Cool Moto Boots Tall Renaissance Boots Fall Winter - 12, Brown
reinsho.com
$42.99
$52.49
Men's Faux Leather Ankle Boots With Side Zip - Sleek Formal Dress Boots For Office And Special Occasions
LightInTheBox
18% off
$42.99
$52.49
Men's Faux Leather Ankle Boots With Side Zip - Sleek Formal Dress Boots For Office And Special Occasions
LightInTheBox
$304.99
$428.99
The Winslow Ankle Boots - Leathry US 11.5/ UK 11/ EUR 44-45
Leathry
28% off
$304.99
$428.99
The Winslow Ankle Boots - Leathry US 11.5/ UK 11/ EUR 44-45
Leathry
$43.99
$100.00
J. Ferrar Mens Slate Block Heel Lace Up Boots | Black | Regular 13 | Boots Lace Up Boots | Memory Foam
JCPenney
In store
14
Curbside
$43.99
$100.00
J. Ferrar Mens Slate Block Heel Lace Up Boots | Black | Regular 13 | Boots Lace Up Boots | Memory Foam
JCPenney
14
$104.99
Men's Stacy Adams Santos Side Zip Boot Soft Leather Black 24855-001
Walmart
1K+
Free shipping
$104.99
Men's Stacy Adams Santos Side Zip Boot Soft Leather Black 24855-001
Walmart
1K+
$101.25
$135.00
Florsheim Men's Midtown Zip Boots, Black, 10.5M, Leather
belk
Special Offer
Free shipping
25% off
$101.25
$135.00
Florsheim Men's Midtown Zip Boots, Black, 10.5M, Leather
belk
Special Offer
$149.99
Florsheim Duke Bicycle Toe Boot | Men's | Cognac | Size 7 | Boots
DSW
Free shipping
$149.99
Florsheim Duke Bicycle Toe Boot | Men's | Cognac | Size 7 | Boots
DSW
Free shipping
$60.00
$75.00
Deer Stags Mens Rockland Block Heel Chelsea Boots Wide Width | Black | Regular 13 | Boots Chelsea Boots | Memory Foam
JCPenney
5K+
20% off
$60.00
$75.00
Deer Stags Mens Rockland Block Heel Chelsea Boots Wide Width | Black | Regular 13 | Boots Chelsea Boots | Memory Foam
JCPenney
5K+
$48.98
$87.96
Men Retro Microfiber Leather Non Slip Casual Ankle Boots US 12-Brown
exlirau
Free shipping
44% off
$48.98
$87.96
Men Retro Microfiber Leather Non Slip Casual Ankle Boots US 12-Brown
exlirau
Free shipping
$33.73
$82.18
Men's High-Heeled Boots Chelsea Double Elastic Boots
AliExpress
Free shipping
58% off
$33.73
$82.18
Men's High-Heeled Boots Chelsea Double Elastic Boots
AliExpress
Free shipping
$85.16
Mens Ankle Business Boots High Heels Handmade 2025 Spring Vintage British Style Comfortable Black
AliExpress
Free shipping
$85.16
Mens Ankle Business Boots High Heels Handmade 2025 Spring Vintage British Style Comfortable Black
AliExpress
Free shipping
$314.99
$480.99
The Colby Ankle Boots - Leathry US 14/ UK 13.5/ EUR 47
Leathry
34% off
$314.99
$480.99
The Colby Ankle Boots - Leathry US 14/ UK 13.5/ EUR 47
Leathry
$34.74
$72.99
Bnwani Work Shoes For Men Clearance High Heel Boots Lace-Up Warm Ankle-High Black Boots 35-43
Walmart
52% off
$34.74
$72.99
Bnwani Work Shoes For Men Clearance High Heel Boots Lace-Up Warm Ankle-High Black Boots 35-43
Walmart
$140.00
Men's Handmade Tan Leather Ankle High Boot, Men's Lace Up Brogue Toe Boot, Men's Goodyear Welted Boot
Etsy
9
$140.00
Men's Handmade Tan Leather Ankle High Boot, Men's Lace Up Brogue Toe Boot, Men's Goodyear Welted Boot
Etsy
9
$36.09
2023 Men's Medieval Knee High Boots Cross Strap Lace Up Shoes Flat Cool Moto Boots Tall Renaissance Boots Fall Winter - 11, Black
modernonlinemart.com
$36.09
2023 Men's Medieval Knee High Boots Cross Strap Lace Up Shoes Flat Cool Moto Boots Tall Renaissance Boots Fall Winter - 11, Black
modernonlinemart.com
$142.68
$150.00
Florsheim Duke Men's Dress Zip Boots Black Cavello : 10.5 D (M), Leather
Zappos
$142.68
$150.00
Florsheim Duke Men's Dress Zip Boots Black Cavello : 10.5 D (M), Leather
Zappos
$114.65
$140.48
Men's Stacy Adams Santos Side Zip Boot Soft Leather Black 24855-001
Walmart
2K+
Free shipping
18% off
$114.65
$140.48
Men's Stacy Adams Santos Side Zip Boot Soft Leather Black 24855-001
Walmart
2K+
$169.99
$420.09
Fiesso Black Boot High Heel With Zipper FI7540. 13 Black
Upscale Menswear
59% off
$169.99
$420.09
Fiesso Black Boot High Heel With Zipper FI7540. 13 Black
Upscale Menswear
$54.68
Men's High-Cut Lace-Up Martin Boots Vintage Military Boot - 12
modernonlinemart.com
$54.68
Men's High-Cut Lace-Up Martin Boots Vintage Military Boot - 12
modernonlinemart.com
$150.00
Florsheim Men's Duke Bike Toe Ankle Boot - Black - Size 13
Macy's
Special Offer
Free shipping
$150.00
Florsheim Men's Duke Bike Toe Ankle Boot - Black - Size 13
Macy's
Special Offer
$149.99
Men's Dingo 7" Harness Side Zip Boots By Dingo In Black (Size 16 M)
King Size
30% Off*
$149.99
Men's Dingo 7" Harness Side Zip Boots By Dingo In Black (Size 16 M)
King Size
30% Off*
$498.00
Frye Men's Leather Harness Boots, Black, Men's, 11.5D, Boots Ankle Boots & Booties
Neiman Marcus
42
Free shipping
$498.00
Frye Men's Leather Harness Boots, Black, Men's, 11.5D, Boots Ankle Boots & Booties
Neiman Marcus
42
$48.98
$87.96
Men Retro Microfiber Leather Non Slip Casual Ankle Boots US 10-Black
exlirau
Free shipping
44% off
$48.98
$87.96
Men Retro Microfiber Leather Non Slip Casual Ankle Boots US 10-Black
exlirau
Free shipping
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    Shop Men's High Heel Ankle Boots

    Sponsored
    $112.10
    Calvin Klein Men's Domly Ankle Boot
    Amazon.com
    Free shipping
    $112.10
    Calvin Klein Men's Domly Ankle Boot
    Amazon.com
    Free shipping
    $38.99
    Men's Chelsea Boots Slip-On Formal Dress Boots For Men Casual Ankle Men Boots 8
    Amazon.com
    708
    Free shipping
    $38.99
    Men's Chelsea Boots Slip-On Formal Dress Boots For Men Casual Ankle Men Boots 8
    Amazon.com
    708
    $109.99
    $150.00
    Orthotic Diabetes Boots, Superior Comfort & Protection, Men's Boots | Orthofeet Comfortable Footwear, Glacier Gorge, 11 / Extra Wide / Black
    Orthofeet
    288
    26% off
    $109.99
    $150.00
    Orthotic Diabetes Boots, Superior Comfort & Protection, Men's Boots | Orthofeet Comfortable Footwear, Glacier Gorge, 11 / Extra Wide / Black
    Orthofeet
    288
    $64.99
    $78.81
    Men's Brown Crocodile Pattern Faux Leather Ankle Boots With Buckle And Side Zir - Stylish Dress Boots For Formal And Casual Wea
    LightInTheBox
    17% off
    $64.99
    $78.81
    Men's Brown Crocodile Pattern Faux Leather Ankle Boots With Buckle And Side Zir - Stylish Dress Boots For Formal And Casual Wea
    LightInTheBox
    $104.99
    Stacy Adams Santos Boot | Men's | Black | Size 8 | Boots
    DSW
    1K+
    Free shipping
    $104.99
    Stacy Adams Santos Boot | Men's | Black | Size 8 | Boots
    DSW
    1K+
    $104.99
    STACY ADAMS Men's Sandoval Heeled Ankle Boot
    Amazon.com
    Free shipping
    $104.99
    STACY ADAMS Men's Sandoval Heeled Ankle Boot
    Amazon.com
    Free shipping
    $119.99
    $150.00
    Doctor Recommended Heel Pain Relief Boots, Arch Support, Ergonomic Sole, Men's Boots | Orthofeet Comfortable Shoes, Ryder, 10.5 / Extra Wide / Black
    Orthofeet
    28
    20% off
    $119.99
    $150.00
    Doctor Recommended Heel Pain Relief Boots, Arch Support, Ergonomic Sole, Men's Boots | Orthofeet Comfortable Shoes, Ryder, 10.5 / Extra Wide / Black
    Orthofeet
    28
    $62.04
    $105.68
    Men Ankle Boot High Heel Genuine Leather Men's Shoe Fashion Pointed Toe Dress Wedding Male Shoes
    AliExpress
    Free shipping
    41% off
    $62.04
    $105.68
    Men Ankle Boot High Heel Genuine Leather Men's Shoe Fashion Pointed Toe Dress Wedding Male Shoes
    AliExpress
    Free shipping
    $60.00
    $75.00
    Deer Stags Mens Rockland Block Heel Chelsea Boots | Brown | Regular 12 | Boots Chelsea Boots
    JCPenney
    5K+
    20% off
    $60.00
    $75.00
    Deer Stags Mens Rockland Block Heel Chelsea Boots | Brown | Regular 12 | Boots Chelsea Boots
    JCPenney
    5K+
    $119.97
    $180.00
    Men's Leather Dress Chelsea Shoe Chestnut Regular Size 10 1/2
    Banana Republic Factory
    33% off
    $119.97
    $180.00
    Men's Leather Dress Chelsea Shoe Chestnut Regular Size 10 1/2
    Banana Republic Factory
    $54.99
    $65.64
    Men's Red Crocodile Pattern Chelsea Boots - Sleek Patent Faux Leather Ankle Boots For Christmas,Formal Events And Parties
    LightInTheBox
    16% off
    $54.99
    $65.64
    Men's Red Crocodile Pattern Chelsea Boots - Sleek Patent Faux Leather Ankle Boots For Christmas,Formal Events And Parties
    LightInTheBox
    $139.99
    $160.00
    Mens Leather Chukka Boots, Orthopedic Slip On Shoes, Ergonomic Sole, Men's Boots | Orthofeet Orthopedic Boots, Verno, 8.5 / Extra Wide / Brown
    Orthofeet
    12% off
    $139.99
    $160.00
    Mens Leather Chukka Boots, Orthopedic Slip On Shoes, Ergonomic Sole, Men's Boots | Orthofeet Orthopedic Boots, Verno, 8.5 / Extra Wide / Brown
    Orthofeet
    $104.99
    Stacy Adams Santos Boot | Men's | Cognac | Size 10.5 | Boots
    DSW
    1K+
    Free shipping
    $104.99
    Stacy Adams Santos Boot | Men's | Cognac | Size 10.5 | Boots
    DSW
    1K+
    $36.09
    2023 Men's Medieval Knee High Boots Cross Strap Lace Up Shoes Flat Cool Moto Boots Tall Renaissance Boots Fall Winter - 12, Brown
    reinsho.com
    $36.09
    2023 Men's Medieval Knee High Boots Cross Strap Lace Up Shoes Flat Cool Moto Boots Tall Renaissance Boots Fall Winter - 12, Brown
    reinsho.com
    $42.99
    $52.49
    Men's Faux Leather Ankle Boots With Side Zip - Sleek Formal Dress Boots For Office And Special Occasions
    LightInTheBox
    18% off
    $42.99
    $52.49
    Men's Faux Leather Ankle Boots With Side Zip - Sleek Formal Dress Boots For Office And Special Occasions
    LightInTheBox
    $304.99
    $428.99
    The Winslow Ankle Boots - Leathry US 11.5/ UK 11/ EUR 44-45
    Leathry
    28% off
    $304.99
    $428.99
    The Winslow Ankle Boots - Leathry US 11.5/ UK 11/ EUR 44-45
    Leathry
    $43.99
    $100.00
    J. Ferrar Mens Slate Block Heel Lace Up Boots | Black | Regular 13 | Boots Lace Up Boots | Memory Foam
    JCPenney
    In store
    14
    Curbside
    $43.99
    $100.00
    J. Ferrar Mens Slate Block Heel Lace Up Boots | Black | Regular 13 | Boots Lace Up Boots | Memory Foam
    JCPenney
    14
    $104.99
    Men's Stacy Adams Santos Side Zip Boot Soft Leather Black 24855-001
    Walmart
    1K+
    Free shipping
    $104.99
    Men's Stacy Adams Santos Side Zip Boot Soft Leather Black 24855-001
    Walmart
    1K+