Oscar | Men's Chelsea Boots
Oscar | Men's Chelsea Boots
Oscar | Men's Chelsea Boots
Oscar | Men's Chelsea Boots
Oscar | Men's Chelsea Boots
Oscar | Men's Chelsea Boots
Oscar | Men's Chelsea Boots
Oscar | Men's Chelsea Boots
Oscar | Men's Chelsea Boots
Oscar | Men's Chelsea Boots
Oscar | Men's Chelsea Boots
Oscar | Men's Chelsea Boots
4.8/5 based on 4.700+ reviews

Oscar | Men's Chelsea Boots

Regular price $145.00 Sale price$69.95 Savings: $75.05
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Limited stock available!
  • 30 day hassle free returns
Colour
Size
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Classic Style Meets All-Day Comfort

The Oscar Chelsea Boots are the ultimate footwear for the modern man who values both style and practicality. With their sleek, iconic design and high-quality leather, these boots provide a perfect blend of elegance and comfort. Whether you're at work or enjoying a night out, the Oscar Chelsea Boots offer support and sophistication for any occasion.

Why do 1,000+ Customers Love the Oscar | Men's Chelsea Boots?

  • Long-Lasting Comfort: With a soft, cushioned interior, these boots keep your feet comfortable throughout long hours of wear.
  • Effortless Style: The sleek, timeless design seamlessly complements both formal and casual looks, making them a versatile addition to any wardrobe.
  • Built for Durability: Crafted with premium materials, these boots are designed to withstand daily use while maintaining their polished appearance.

Specification:

  • Material: Genuine Leather
  • Colour: Black, Brown, Dark Brown, Light Brown, Grey
  • Size: 6.5-11.5

I proudly offer FREE shipping

Each pair of shoes is carefully wrapped by hand and sent directly from my workshop to your doorstep, with love and attention to detail.

Once your order is shipped, you’ll receive a tracking number so you can follow your new boots on their journey home.

If you're not completely satisfied with your shoes, you can return it within 30 days - no questions asked.

Hi, I'm Henry

For over 30 years, I've been crafting leather boots, believing everyone deserves to walk in comfort and style. Each pair blends durability, beauty, and individuality—because every step should feel as good as it looks. From rugged to refined, every boot tells its own story, shaped with care from the finest leather.

As I close this chapter, I'm grateful you’ve been part of the journey and hope these boots bring you the same comfort and confidence they’ve brought me.

Lifetime Craftsmanship Guarantee

Every pair of shoes comes with a lifetime craftsmanship guarantee. Not satisfied? Return them for a full refund—no hassle, no questions.

38.787+ MEN ALREADY LIKED MY CRAFTSMANSHIP!

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★★★★★

I can't get over the quality of this Shoes! The leather feels so soft and durable, and the design is both practical and stylish.

Andrew M.

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★★★★★

Bought my Boots a few days ago, and They've already been delivered! The leather is soft and the craftsmanship is exceptional.

Jack P.

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★★★★★

These are hands down the best pair of Boots I’ve ever owned. The leather is top-notch, and they're very comfortable.

Ben O.

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★★★★★

very pleased with the purchase. Nice looking boots and very comfortable to wear. Arrived very quickly. Excellent service 👏

Jack U.

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★★★★★

One the best boots I bought. They are good quality and sturdy.. You can wear them for work or on nights out. I definitely recommend. such a great price for such quality boots!

Daniël A.

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★★★★★

Great product, really comfortable, delivery good, thanks! I'm very happy!

Mark M.

Frequently Asked Questions

I am available 7 days a week to answer all your questions.

Opening hours:

Mon - Fri: 9:00 AM - 5:00 PM

Sat - Sun: 10:00 AM - 4:00 PM

I strive to respond within 48 hours.

✉️ support@henry-boots.com

I always offer our customers the option to return their order within 30 days of receipt. Email us at the address below to initiate a return.

support@henry-boots.com

I always offer FREE shipping

You will receive a tracking number once your order has been shipped

Pay easily and securely with PayPal, Amex, Maestro, Visa, MasterCard, Afterpay, Apple Pay, Google Pay, and Shop Pay and so on

All of the shoes on the website are handmade by me

I’ve crafted thousands of shoes, bringing joy to just as many people who wear them happily every day

The very last chance—only a few pairs left in stock!