1200 Speers Rd unit 34,
Oakville, ON L6L 2X4
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Drew Men's Armstrong Shoes

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Removable footbed for custom orthotics
Available in colors
Order today to get free door to door delivery!
Available for $169

Take advantage of an official distributor in Canada:

  • Free replacement for defective items
  • Money back guarantee: 30-day returns & exchanges
  • Friendly support via phone & email
  • Canadian-owned business in Oakville, ON
  • Secure payment with enhanced protection
  • Multiple payment options available
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The Drew Armstrong Men's Casual Shoe combines comfortable features with stylish looks making it a perfect addition to any shoe collection. The Armstrong comes with an upper made with premium leather.
  • Plus Fitting System-Two Removable Footbeds For Added And Double Depth Wear
  • High Rebound EVA Midsole for Shock Absorption
  • Slip-Resistant Rubber Outsole
  • Cushioned EVA Insole
  • Strong, Nylon Shank
  • Rocker Bottom
  • Extended Medial Heel Stabilizer
  • Accommodates Prescribed Orthotics
  • Covered by most insurance plans
The Drew Armstrong Men's Casual Shoe combines comfortable features with stylish looks making it a perfect addition to any shoe collection. The Armstrong comes with an upper made with premium leather.  The removable footbed provides arch support and shock absorption; plus, it can be removed to accommodate custom orthotics or diabetic insoles. The EVA midsole is shock absorbing, helping reduce leg fatigue.  The wide, rocker bottom and strong shank offers lateral, medial and arch support and better motion control by maximizing rearfoot stability. The slip-resistant outsole will keep you sure on your feet. The Drew Men's Armstrong Casual Shoe is the ideal for diabetics and casual wearers alike.
  • Plus Fitting System-Two Removable Footbeds For Added And Double Depth Wear
  • High Rebound EVA Midsole for Shock Absorption
  • Slip-Resistant Rubber Outsole
  • Cushioned EVA Insole
  • Strong, Nylon Shank
  • Rocker Bottom
  • Extended Medial Heel Stabilizer
  • Accommodates Prescribed Orthotics
  • Covered by most insurance plans
  • Model 40220
Learn more on Drew website

Shipping & Returns

Shipping

  • Free door-to-door shipping on orders over $99 across Canada
  • Standard shipping fee: $14.99 for orders under $99
  • Orders are processed within 2–5 business days
  • Estimated delivery: 2–7 business days depending on your location

Easy Returns

  • 30-day money-back guarantee on all purchases
  • Items must be unworn, in original undamaged packaging
  • Prior return authorization is required — contact us before shipping
  • Refunds are processed within 5–10 business days after we receive the item

Frequently Asked Questions

Do Drew shoes work with custom orthotic insoles?
Yes. All Drew shoes feature removable insoles and extra depth, allowing you to use your own custom orthotic inserts. This is one of the brand's key advantages for people with specific foot health needs.
What sizes and widths are available in Drew shoes?
Drew offers one of the widest size/width ranges in the industry. Men's widths: Narrow (B), Medium (D), Wide (2E), 4W (4E), and 6E. Women's widths: Slim (4A), Narrow (2A), Medium (B), Wide (D), WW (2E), and XW (4E). Some styles may vary — check the specific model listing for details.
What foot conditions are Drew shoes designed for?
Drew specializes in therapeutic and orthopedic footwear suitable for diabetes, plantar fasciitis, arthritis, bunions, hammertoes, flat feet (pes planus), high arches (pes cavus), and other foot conditions. Features like deep toe boxes, firm heel counters, and cushioned midsoles provide targeted support.
How do I care for my Drew shoes?
For full grain leather: wash with a damp cloth and mild soap, apply a matching cream polish, let it sit for a few minutes, then buff with a soft cloth or brush. Always test cleaning products on an inconspicuous area first. Avoid storing shoes in a closed box for extended periods, especially in humid climates.
Are Drew shoes available in Canada?
Drew does not ship directly outside the USA. However, the brand has authorized distributors and retailers across Canada. You can find a local store using the Drew Shoe Store Locator on their website, or visit us at Comfort Clinic in Oakville.
Drew Men's Armstrong Shoes $169