Men’s dark chestnut nubuck chukka boots handmade in Italy by Astorflex with natural rubber sole – side profile on neutral background
Close-up of handcrafted Astorflex Greenflex chukka boot in waxed nubuck leather showing detail of stitching and suede texture
Top-down view of Astorflex Greenflex chukka boot in dark chestnut nubuck with visible laces and padded leather interior lining
Pair of Astorflex Greenflex boots in dark chestnut nubuck side by side on wood surface – Italian-made sustainable men’s footwear
Bottom view of Astorflex chukka boot showing 100% natural crepe rubber outsole and Italian craftsmanship

Astorflex Greenflex Chukka Boot – Dark Chestnut Nubuck

$295.00 USD Or available in 4 easy payments of $32. See checkout for details.

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We offer free shipping on all orders over $125, see checkout for additional details.

Easy 30 Day Returns

Orders can be easily returned, or exchanged for a different size, color, or style within 30 days, through our return portal. Learn More

Returns +

Our policy lasts 30 days. If 30 days have gone by since your purchase, unfortunately we can’t offer you a refund or exchange. To be eligible for a return, your item must be unused and in the same condition that you received it. It must also be in the original packaging. Several types of goods are exempt from being returned. Perishable goods such as food, flowers, newspapers or magazines cannot be returned. We also do not accept products that are intimate or sanitary goods, hazardous materials, or flammable liquids or gases. Additional non-returnable items: Gift cards Some health and personal care items To complete your return, we require a receipt or proof of purchase. Please do not send your purchase back to the manufacturer. There are certain situations where only partial refunds are granted (if applicable) Book with obvious signs of use Any item not in its original condition, is damaged or missing parts for reasons not due to our error Any item that is returned more than 30 days after delivery

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To return your product, you should mail your product to: 8712 Pacific ST. Omaha Nebraska US 68114 You will be responsible for paying for your own shipping costs for returning your item. Shipping costs are non-refundable. If you receive a refund, the cost of return shipping will be deducted from your refund. Depending on where you live, the time it may take for your exchanged product to reach you, may vary. If you are shipping an item over $75, you should consider using a trackable shipping service or purchasing shipping insurance. We don’t guarantee that we will receive your returned item.

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Handcrafted Italian Chukka Boots Built to Last

The Astorflex Greenflex Chukka Boot in Dark Chestnut is a timeless staple for any man’s wardrobe. Built for everyday comfort and all-season versatility, this handcrafted boot combines traditional Italian shoemaking with rugged durability—perfect for those who value quality goods made to stand the test of time.

Premium Nubuck Leather with Character

These exclusive boots feature a specially selected dark chestnut nubuck with a waxy finish and buttery-soft feel. This natural leather is made to age gracefully, picking up a rich patina with wear—each pair becoming uniquely yours. Due to the natural beeswax finish, color may vary slightly, enhancing the authenticity of each boot.

Made by a 6th-Generation Italian Workshop

Handmade in Northern Italy by a family-run operation spanning six generations, Astorflex blends heritage craftsmanship with environmental responsibility. Every pair is thoughtfully constructed using:

  • Eco-friendly, vegetable-tanned European nubuck leather

  • 100% natural rubber soles for all-day cushioning and traction

  • Soft, breathable leather lining for barefoot-level comfort

  • Traditional desert boot design inspired by WWII soldiers and style icons like Steve McQueen

Whether you’re dressing them down with denim or pairing them with a sport coat, the Greenflex chukka boot delivers sharp looks with everyday utility.

Sizing & Care

  • Sizes: US 8–15 (EU 41–48)

  • Fits true to size. For wide feet, consider sizing up.

  • To darken or refresh the leather, use vegetable oil, mink oil, or visit your local cobbler.

Sizing & Fit:

  • Available in US whole sizes

  • If you’re between sizes, we recommend sizing down

  • See size chart for European to US conversion

US Size European Size
8 41
9 42
10 43
11 44
12 45
13 46
14 47
15 48

Why We Carry It at The Simple Man

At The Simple Man, we value quality goods for men—gear that looks sharp, wears well, and stands the test of time. The Bitflex Chelsea is exactly that: a boot made for the guy who needs something versatile enough to pair with jeans, flannels, or even a sport coat on the weekend. It's understated but undeniably stylish. Just like our customers.

Suggested Pairings:

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