Filters

Men's Ankle Boots

259 products

Showing 1 - 24 of 259 products

Showing 1 - 24 of 259 products
View
Save $27.31
Timberland Larchmont II Chukka Leather Mens Boots#color_wheat
Timberland Timberland Larchmont II Chukka Leather Men's Lace Up Wheat Boots
Sale price$160.69 Regular price$188.00
Choose options
Save $96.41
Dr. Martens Jadon Smooth Leather Unisex Boots#color_black
Dr. Martens Dr. Martens Jadon Smooth Leather Unisex Ankle Black Boots
Sale price$138.59 Regular price$235.00
Choose options
Hoka Anacapa Breeze Mid Textile Synthetic Mens Boots#color_black black
Hoka Hoka Anacapa Breeze Mid Textile Synthetic Men's Ankle Black Black Boots
Sale priceFrom $197.34
Choose options
Save $37.66
On Cloudrock Mid WP Polyester Mens Boots#color_black black
On On Cloudrock Mid WP Polyester Men's Black Black Outdoor Boots
Sale price$256.09 Regular price$293.75
Choose options
Hoka Kaha 3 GTX Nubuck Leather Mens Boots#color_black black
Hoka Hoka Kaha 3 GTX Nubuck Leather Men's Black Black Outdoor Boots
Sale price$246.94
Choose options
Save $58.18
Ugg Classic Short Suede Mens Boots#color_chestnut
Ugg Ugg Classic Short Suede Men's Ankle Chestnut Boots
Sale price$159.20 Regular price$217.38
Choose options
Save $21.50
Blundstone 910 Leather Unisex Boots#color_black
Blundstone Blundstone 910 Leather Unisex Slip On Black Boots
Sale priceFrom $213.50 Regular price$235.00
Choose options
Blundstone 1440 Leather Unisex Boots#color_redwood
Blundstone Blundstone 1440 Leather Unisex Slip On Redwood Boots
Sale price$230.51
Choose options
Save $42.57
Red Wing Mens Weekender Chukka 3322 Leather Boots#color_copper
Red Wing Red Wing Weekender Chukka 3322 Leather Men's Ankle Copper Boots
Sale priceFrom $251.18 Regular price$293.75
Choose options
Save $162.50
Zamberlan 1006 N.Vioz Plus Gore-Tex RR WL Chestnut Mens Boots#color_chestnut
Zamberlan Zamberlan N.Vioz Plus Gore-Tex RR WL Leather Men's Lace Up Chestnut Boots
Sale price$213.50 Regular price$376.00
Choose options
Save $17.69
Timberland Flume Mid Waterproof Black Mens Boots#color_black
Timberland Timberland Flume Mid Waterproof Leather Men's Lace Up Black Boots
Sale priceFrom $115.09 Regular price$132.78
Choose options
Save $4.49
Timberland Earthkeepers Stormbuck Chelsea Black Mens Boots#color_black
Timberland Timberland Earthkeepers Stormbuck Chelsea Full Grain Leather Men's Ankle Black Boots
Sale priceFrom $195.26 Regular price$199.75
Choose options
Timberland Chukka Brown Mens Boots#color_brown
Timberland Timberland Chukka Leather Men's Ankle Brown Boots
Sale price$190.00
Choose options
Timberland Euro Sprint Black Mens Boots - 6361R M#color_black
Timberland Timberland Euro Sprint Leather Men's Ankle Black Boots
Sale price$190.00
Choose options
Save $61.16
Red Wing Iron Ranger 8083 Suede Mens Boots#color_hawthorne
Red Wing Red Wing Iron Ranger 8083 Suede Men's Ankle Hawthorne Boots
Sale price$314.84 Regular price$376.00
Choose options
Save $96.41
Red Wing 3343 Blacksmith Copper Mens Boots#color_copper
Red Wing Red Wing 3343 Blacksmith Leather Men's Ankle Copper Boots
Sale price$314.84 Regular price$411.25
Choose options
Save $62.56
Red Wing Moc Toe 8890 Charcoal Mens Boots#color_charcoal
Red Wing Red Wing Moc Toe 8890 Leather Men's Ankle Charcoal Boots
Sale price$313.44 Regular price$376.00
Choose options
Save $119.91
Red Wing Classic Chukka 3141 Dark Brown Mens Boots#color_dark brown
Red Wing Red Wing Classic Chukka 3141 Leather Men's Ankle Dark Brown Boots
Sale price$256.09 Regular price$376.00
Choose options
Save $62.56
Red Wing Moc Lug 875 Brown Mens Boots#color_brown
Red Wing Red Wing Moc Lug 875 Leather Men's Ankle Brown Boots
Sale price$313.44 Regular price$376.00
Choose options
Save $62.56
Dr. Martens 1460 8-Eyelet Other Leather Unisex Boots#color_black
Dr. Martens Dr. Martens 1460 8-Eyelet Leather Unisex Ankle Black Boots
Sale priceFrom $137.19 Regular price$199.75
Choose options
Save $16.24
Blundstone 1306 Leather Unisex Boots#color_rustic brown
Blundstone Blundstone 1306 Leather Unisex Ankle Rustic Brown Boots
Sale price$218.76 Regular price$235.00
Choose options
Timberland Euro Sprint Hiker Wheat Mens Boots#color_wheat
Timberland Timberland Euro Sprint Hiker Leather Men's Ankle Wheat Boots
Sale price$171.76
Choose options
Save $119.91
Red Wing Classic Moc Toe 8881 Olive Mens Boots#color_olive
Red Wing Red Wing Classic Moc Toe 8881 Suede Men's Lace Up Olive Boots
Sale price$256.09 Regular price$376.00
Choose options
Save $28.49
Clarks Torhill Hi Suede Mens Boots#color_black
Clarks Clarks Torhill Hi Suede Men's Lace Up Black Boots
Sale price$101.94 Regular price$130.43
Choose options

Recently viewed

What Makes Men’s Ankle Boots Stand Out

Men’s ankle boots are not just footwear; they are a versatile staple that can elevate any outfit and adapt to various occasions. Here’s an in-depth look at what makes them a standout choice in men’s fashion.

1. Versatility Across Styles

Men’s ankle boots come in a diverse range of styles, each with unique characteristics that cater to different settings and personal tastes.

  • Chelsea Boots: Known for their sleek silhouette and elastic side panels, Chelsea boots are effortlessly chic. They transition seamlessly from casual outings to formal events, making them a wardrobe essential.
  • Chukka Boots: With their ankle height and typically two or three eyelets, chukka boots offer a casual yet polished look. They're ideal for weekend brunches or casual Fridays at the office.
  • Work Boots: Designed for durability, work boots combine ruggedness with style. They are perfect for tough conditions while still looking fashionable, making them suitable for both work and casual settings.

2. Comfort Without Compromise

Comfort is paramount when it comes to footwear, and many ankle boots are crafted with features that prioritize your comfort throughout the day:

  • Cushioned Insoles: Many styles feature padded insoles for all-day comfort. This ensures that even after hours of wear, your feet remain comfortable and supported.
  • Breathable Materials: Our selection includes boots made from quality leather and suede, offering excellent ventilation to keep your feet comfortable in various conditions.

3. Seasonal Adaptability

Our men’s ankle boot collection is designed for all seasons:

  • Winter: For the winter season, our insulated and waterproof ankle boot options are perfect to keep your feet warm and dry. Look for styles with thermal linings or waterproof materials to ensure maximum protection against the elements.
  • Spring and Fall: Our lightweight suede or leather styles are ideal for transitional weather, providing breathability while still offering coverage.

4. Unique Design Features

Stand out with unique features in our collection:

  • A Variety of Materials: From classic leather to soft suede, the range of materials allows you to choose the perfect texture and look for your style.
  • Color Options: Beyond traditional brown and black ankle boots, our collection includes a variety of colors to complement your wardrobe and express your personal style.
  • Decorative Details: Many of our boots feature unique elements like broguing, contrast stitching, or stylish buckles, allowing you to make a subtle statement with your footwear.

5. Timeless Appeal

Ankle boots have a rich history in men’s fashion, remaining a staple through changing trends. Their timeless design ensures they never go out of style, making them a reliable choice for any wardrobe.

  • Historical Significance: From Victorian England to modern street style, ankle boots have evolved while maintaining their status as a fashion essential.
  • Enduring Popularity: Their ability to adapt to various fashion trends while retaining classic elements ensures that ankle boots will continue to be a favorite for generations to come.

Explore our collection of men’s ankle boots today and find the ideal pair that complements your personal style! Since you are here, we would recommend exploring our full collection of men’s boots, chelsea boots & leather boots for more options