The Cortona Men’s Zip Ankle Chelsea Boots

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Timeless Style, Effortless Elegance – The Cortona Men’s Zip Ankle Chelsea Boots

Look sharp without the hassle or the high price. The Cortona Men’s Zip Ankle Chelsea Boots are crafted from premium leather-look material, offering a refined silhouette that adds instant sophistication to any outfit. No need to stress over trends or matching these classic, sleek boots elevate both casual and formal looks effortlessly. Slip them on with trousers for a polished gentlemanly style or wear them with jeans for a clean, modern edge that works year-round.

Product Details

  • Material: High-quality leather-look upper designed for durability, flexibility, and a smooth, polished finish.
  • Fit: Slim ankle fit crafted to provide comfort, support, and a sharp, streamlined profile.
  • Features: Convenient side zip closure, elasticated ankle panel, sturdy outsole, and a timeless Chelsea boot shape for everyday versatility.
  • Occasion: Ideal for office wear, evenings out, formal events, weekend outings, or any setting where style and comfort matter.
  • Care: Easy maintenance with a gentle wipe clean or leather-friendly care products to preserve shine and longevity.
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!