Over 156,000 men across the U.S. proudly wear American Outfitter

William - Comfortable Retro Winter Leather Boots

$279.95 $49.95 Save 82%
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Proud American brand since 2005

30-Day Money-Back Guarantee

Color
Size
  • Only left in stock
  • Inventaris onderweg
from our warehouse in Chicago

Anniversary sale:

  • Buy 2 → Save 10% Extra
  • Buy 3 → Save 20% Extra
  • Buy 4 → Save 25% Extra

UPDATE: Due to high demand during our Anniversary Sale, only a few units are in stock! If you can still click 'Add to Cart,' it’s still available.

Elevate your shoe collection with comfortable winter boots

Step up your game style with these Comfortable Retro Winter Boots. Designed with luxury and street style in mind, these boots are a perfect blend of elegance and edge, crafted from premium leather for both durability and comfort. 

Why comfortable boots is so popular

  • Premium quality leather: 100% handmade with genuine leather for durability and comfort.
  • Retro round toe design: a nod to classic style, blending vintage vibes with modern trends.
  • Punk street style: bold and edgy, ideal for those who love to make a statement.
  • Luxury comfort: padded insole and soft leather lining for all-day comfort.
  • Versatile wear: perfect for casual wear, biking, or elevating your street style.

Specifications:

  • Material: full-grain leather
  • Closure: zipper & lace-up combo for easy wear
  • Sole: rubber outsole for non-slip grip and durability
  • Fit: true to size
  • Occasions: casual, outdoor, motorcycling, or street style fashion

Size Chart (cm)

Size
   Foot Length
6.5/7 24
7.5 24.5
8/8.5 25
9 25.5
9.5/10 26
10.5 26.5
11
 27
12/12.5 27.5
13 28
14 28.5
14.5 29

All orders are shipped within 24 hours from our warehouse in Chicago. Average delivery time is 3–5 business days.

Every package includes a Track & Trace code, so you can monitor your shipment at any time.

You’ll receive your tracking information via email within 24–48 hours after placing your order.

If our product doesn’t meet your expectations, you can return it hassle-free within 30 days of receipt.

Before returning your item, please contact our customer service at support@americanoutfitter.us and let us know the reason for your return so we can process it correctly.

Our customer service is available 24/7 to answer all your questions and comments. Whether you need advice on a product or help with an order, we are here to support you.

Don’t hesitate to contact us; we’re happy to help!

Worn by 156,000+ PROUD Americans

Welcome, I’m George Parker, founder of American Outfitter.

I served proudly as a Navy SEAL during the war in Iraq. My years of service were marked by courage, sacrifice, and 11 confirmed kills in combat. But in 2005, just two years after the invasion, health issues forced me to step away from the SEALs. Leaving the brotherhood was one of the hardest moments of my life, but I knew my mission wasn’t over.

I decided to channel that discipline and pride into something new. That’s how American Outfitter was born — a men’s fashion brand built on the same values I lived by in the military: strength, resilience, and honor. From day one, I made a promise: everything we create would be proudly made in the USA and shipped directly from Chicago, supporting American workers and giving men across the country clothing they could wear with pride.

Now, 20 years later, American Outfitter is celebrating its anniversary. To mark this milestone, we’re offering exclusive discounts as a thank-you to everyone who has stood with us. What began as my personal mission has grown into a legacy — and when you wear American Outfitter, you carry the American pride.

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FAQs

Once your order is confirmed, you will receive an email with your order number. To track your order, simply visit our Order Tracking page and enter your order number or email address.

You can return items within 30 calendar days of receiving them.

If you experience any issues or have questions, visit our Contact Page to connect with our support team. We’re here to assist you promptly

Orders are processed within 24 hours in our warehouse in Chicago. The average shipping time is 3-5 business days