Men's high ankle shoes are not just about style; they offer the perfect blend of comfort and support for various activities. Whether you're hitting the streets or heading to a casual gathering, these shoes elevate your look while ensuring your feet feel great. With brands like Converse, Nike, and JORDAN leading the way, there's a perfect pair for everyone. Explore the top selections of 2025 and find your ideal match that complements your style and meets your comfort needs. Check out our curated list of the best men's high ankle shoes available this year!
Converse
Converse Chuck Taylor All Star 70 Hi Black
Buy for $80
The Converse Chuck Taylor All Star 70 Hi Black is a timeless classic that combines vintage style with modern comfort. Its high-top design provides excellent ankle support, making it perfect for casual outings or streetwear ensembles. The durable canvas upper and rubber sole ensure longevity, while the iconic star logo adds a touch of flair.
·
Versatile for various outfits
Customer Reviews
1. Appearance:
The most classic retro style, black is the most timeless classic. The simple black and white line design makes it fashionable with any pants. Being canvas shoes, they are very breathable.
2. Experience:
They feel incredibly light on the feet, with excellent breathability that makes it feel like you're barefoot. The high-top design also makes your legs appear longer. The most notable feature is the very soft insole that perfectly supports the sole of your foot, offering a cushioned feel. The design is very thoughtful. They have great grip and are durable, personally I find them even sturdier than sneakers.
3. Advice:
These canvas shoes are a bit narrow at the front, so they might pinch if you have wider feet. For example, after wearing them for a long time, I find they rub against my little toe. I recommend choosing a size larger when buying these shoes.
lg...MoreI wanted to switch up my style since I got tired of wearing sneakers all the time, so I bought a pair of 1970s. The material feels a bit more premium compared to the regular version, and the insole is quite thick. As for the sizing, I think it's fine, but if you prefer a snug fit, you might want to go half a size down.
lg...MoreNike
Nike Flight Legacy Red White
Buy for $94
The Nike Flight Legacy Red White is a stylish high-top sneaker that pays homage to classic basketball shoes. With its bold colorway and premium materials, it offers both comfort and support. The cushioned midsole ensures all-day wearability, making it a great choice for both sports and casual wear.
JORDAN
JORDAN 1 Retro High Og Black Toe Reimagined
Buy for $167
The JORDAN 1 Retro High Og Black Toe Reimagined is a must-have for sneaker enthusiasts. This iconic silhouette features a premium leather upper and a classic colorway that stands out. The Air-Sole unit provides excellent cushioning, making it suitable for both on and off the court.
Converse
Converse Chuck Taylor All Star 70 Hi Ivory
Buy for $89
The Converse Chuck Taylor All Star 70 Hi Ivory offers a fresh take on the classic Chuck Taylor. Its ivory color adds a unique twist, making it a standout piece in any wardrobe. The high-top design provides ample ankle support, while the cushioned insole ensures comfort throughout the day.
Converse
Converse Run Star Legacy Cx Hi Black
Buy for $89
The Converse Run Star Legacy Cx Hi Black is a modern twist on the classic Chuck Taylor. Featuring a chunky platform sole, this sneaker elevates your style while providing comfort. The high-top design and durable materials make it perfect for everyday wear.
Converse
Converse Run Star Hike Hi Black White Gum
Buy for $101
The Converse Run Star Hike Hi Black White Gum combines rugged style with high-top comfort. Its unique sole design offers excellent traction, making it suitable for various terrains. The black and white color scheme adds versatility to your wardrobe.
Converse
Converse Chuck 70 Hi 'Parchment' Sneakers
Buy for $94
The Converse Chuck 70 Hi 'Parchment' Sneakers are a stylish addition to any sneaker collection. With a vintage-inspired design and a soft parchment color, these shoes are perfect for casual wear. The high-top silhouette provides support, while the cushioned insole ensures comfort.
Converse
Converse All Star Optical White
Buy for $116
The Converse All Star Optical White is a classic sneaker that never goes out of style. Its all-white design makes it a versatile choice for any outfit. The high-top silhouette provides ankle support, while the canvas upper ensures breathability.
Vans
Vans Sk8 Hi Black White
Buy for $68
The Vans Sk8 Hi Black White is a skate-inspired high-top sneaker that combines style and functionality. With its durable canvas and suede upper, it offers both comfort and support. The padded collar provides extra cushioning, making it ideal for all-day wear.
JORDAN
Jordan Air Jordan 1 Anti Slip Wear Resistant High Top Vintage Basketball Shoes Unisex Black White Orange
Buy for $510
The Jordan Air Jordan 1 Anti Slip Wear Resistant High Top Vintage Basketball Shoes Unisex Black White Orange is designed for both performance and style. Its high-top design provides excellent ankle support, while the wear-resistant materials ensure durability. The unique colorway makes it a standout choice for sneaker lovers.