The Orosei Men’s Slip On Winter Busines Leather Chelsea Boots

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Classic Sophistication, Effortless Comfort – The Orosei Men’s Slip-On Winter Business Leather Chelsea Boots

Step into timeless confidence with The Orosei Men’s Slip-On Chelsea Boots where modern craftsmanship meets effortless sophistication. Made from premium leather and designed for comfort and class, these boots bring warmth, durability, and style together seamlessly.

Whether you’re dressing for the office, a night out, or weekend plans, these sleek ankle boots elevate any outfit without compromise. The elastic side panels and slip-on design make them easy to wear, while the soft interior lining ensures your feet stay comfortable all day long.

Product Details

  • Material: 100% Genuine Leather upper with soft inner lining for warmth and comfort
  • Fit: Tailored for a snug yet flexible fit, perfect for daily wear
  • Features: Slip-on design with elastic gussets, durable non-slip rubber sole, and sleek polished finish
  • Occasion: Ideal for business meetings, formal events, or smart casual wear in autumn and winter
  • Care: Wipe clean with a soft damp cloth and condition leather regularly to maintain its shine
SIZE GUIDE

For clothing, we recommend ordering one size up for the best fit.

Please allow a margin of error of 1–3 cm due to manual measurement.


For footwear, please refer to the size chart for accurate sizing.

Shipping & Delivery

FREE SHIPPING

We offer free shipping on all orders across Canada — no hidden fees, no minimum purchase required. We also run exclusive promotions from time to time, so keep an eye out!

Delivery Times
Your order will typically arrive within 5–9 business days, depending on your location.

This includes:

  • 0–2 business days for order processing
  • 5–7 business days for delivery

Same-Day Processing
We ship your order as quickly as possible!

Orders placed on weekdays before 2:00 PM ET (GMT-05:00 Eastern Standard Time, Toronto) are generally dispatched the same day.

Orders placed on weekends or public holidays will be processed on the next business day.

Returns & Refunds

Returns Made Easy

We want you to be completely satisfied with your purchase. If for any reason you’re not, you can return your order within 30 days of receipt.

Return Conditions:

  • Items must be unwornunwashed, and returned in resellable condition with all original labels attached.
  • Sale items may also be returned and are eligible for an exchangestore credit, or refund.

Please note: Return shipping costs are the responsibility of the customer.

30 Day Try-On

Try it at home. Experience the fit. Return with no complications.

Free Shipping

Dispatched same day before 2:00 PM ET (GMT-05:00 Eastern Standard Time, Toronto)

Crafted for Canada

Over 50,000 satisfied gentlemen served across Canada.





Perhaps You’re Wondering…

We ship your order as quickly as possible! Orders placed on weekdays before 2:00 PM ET (GMT-05:00 Eastern Standard Time, Toronto) are generally dispatched the same day.

Good news! At The True North Gentleman, shipping is free on all orders across Canada.

After placing your order, you will receive an email with your shipping information within 24 hours.

Please note that this email may occasionally end up in your junk or spam folder—so be sure to check those first.

If you still can’t find it, feel free to contact us at info@thetruenorthgentleman.com— our team will be happy to assist you.

We offer a 30-day return policy. If you are not completely satisfied with your purchase, you may return the item in its original condition within 30 days of receiving it for a refund or an exchange.

Simply contact our customer service team at info@thetruenorthgentleman.com,

including your order number and the reason for the return.

We will then provide you with the next steps.

We get this question a lot. At the moment, we are focused on serving our customers in Canada. However, we might expand and may offer international shipping in the future. Stay tuned for updates!