Iain | Casual Shoe
Iain | Casual Shoe
Iain | Casual Shoe
Iain | Casual Shoe
Iain | Casual Shoe
Iain | Casual Shoe
Iain | Casual Shoe
Iain | Casual Shoe
Iain | Casual Shoe
Iain | Casual Shoe
Iain | Casual Shoe
Iain | Casual Shoe
Iain | Casual Shoe
Iain | Casual Shoe
Iain | Casual Shoe
Iain | Casual Shoe
Iain | Casual Shoe
Iain | Casual Shoe
Iain | Casual Shoe
Iain | Casual Shoe
Iain | Casual Shoe
Iain | Casual Shoe
Iain | Casual Shoe
Iain | Casual Shoe
Iain | Casual Shoe
Iain | Casual Shoe
Iain | Casual Shoe
Iain | Casual Shoe
Iain | Casual Shoe
Iain | Casual Shoe
Iain | Casual Shoe
★★★★★ 4.8/5 (12,000+ Reviews)

Iain | Casual Shoe

Regular price $169.95 Sale price$59.95 Save 65%
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EARLY SUMMER SALE: Stock is limited and popular sizes are selling quickly. If you can still click 'Add to cart', your size is still available.

Iain | Casual Shoe That Looks Sharp Enough for Any Occasion and Feels Genuinely Comfortable All Day

Most men have learned to accept the compromise — the shoe that looks right tends to feel wrong by mid-afternoon, and the one that feels right rarely looks polished enough for anywhere worth going. Iain was built to end that compromise entirely. A beautifully considered hybrid shoe that takes the clean, refined silhouette of a classic oxford and delivers it in a construction that wraps the foot with a soft, sock-like ease that you simply do not expect the moment you put it on. The cognac leather trim at the collar and heel adds a quietly distinguished, artisan-quality detail that elevates the whole design well beyond a casual trainer, while the cushioned serrated sole keeps every step light, stable, and genuinely comfortable through hours of wear. A leather pull tab at the heel makes it easy to slip on and off without breaking the look. Available in five colourways — beige, black, white, blue, and navy — each one equally versatile, equally polished, and equally ready for whatever the day asks of you.

WHY YOU'LL LOVE IT

Oxford Silhouette That Looks Smart on Every Occasion — The clean, structured lines of a classic lace-up oxford that reads as polished and considered with chinos, tailored trousers, or dark denim — without ever looking like a trainer.

Sock-Like Fit That Wraps the Foot With Immediate Comfort — A precisely constructed upper that conforms to the natural shape of the foot and delivers a soft, close fit that stays comfortable from the first step to the last.

Cognac Leather Trim That Gives It a Refined, Artisan Character — A warm brown leather collar and heel detail that adds a quietly distinguished, handcrafted quality to the overall design and lifts the whole shoe well above the ordinary.

Cushioned Sole That Keeps Every Step Light and Stable — A well-engineered serrated rubber sole that absorbs impact, provides real grip, and keeps your feet genuinely comfortable through long days on any surface.

Five Colourways That Work With Everything in Your Wardrobe — Choose from beige, black, white, blue, or navy — each equally versatile and equally easy to reach for on any morning without a second thought.

Fit: Men's lace-up oxford-inspired shoe with a knit upper, cognac leather collar trim and heel pull tab, cushioned serrated rubber sole, available in beige, black, white, blue, and navy.

Ideal for: Everyday smart-casual wear, travel, social occasions, long days on your feet, and any situation where you want to look polished and feel genuinely comfortable at the same time.

Available sizes: Check the size chart for a perfect fit.

Shipping: Free shipping across Canada on every order.

Guarantee: 30-day money-back guarantee.

Don't miss out. Order now while our early summer sale lasts — today only.

Once your payment is confirmed, Olivia gets right to work preparing your order with care.

Please allow 1–3 business days for us to carefully pack and ship everything — we want to make sure every piece leaves our hands exactly as it should.

As soon as your order is on its way, we'll send you a confirmation email with a tracking number so you can follow your package every step of the way. You can also check in anytime on our Track Your Order page — because we know the waiting is the hardest part!

We want you to love what you receive — but if something doesn't feel quite right, we've got you covered. Whether it's the fit, the style, or anything in between, you have 30 days to return your order.

We believe that fashion is about feeling like the best version of yourself — confident, comfortable, and completely you. That's what drives everything we do at Evelyn & Olivia.

Finding the right piece can make all the difference, and we're here to help you every step of the way. Whether you need advice on sizing, a personal outfit recommendation, or just want to say hello — Olivia is always happy to help.

Feel free to reach out anytime through our contact form or send us an email at info@evelynandolivia-toronto.com. We'd love to hear from you!

Jennifer A. ⭐️⭐️⭐️⭐️⭐️
And 12,000+ other customers are wearing Evelyn & Olivia Toronto

OVER 12,000 HAPPY CUSTOMERS

★★★★★

"I've been burned by online shopping before. The 30-day guarantee made me try it. Swimsuit is well-made, exactly like the photo, and actually provides support. I'm 71 and I feel good in it."

Carol M.
Vancouver
★★★★★

"I don't shop online much, but Olivia answered all my questions before I even ordered. Helped me pick the right size and colour. Felt like a real boutique, not some faceless website."

Barbara K.
Calgary
★★★★★

"Loved the blouse but the medium was a bit snug. Emailed Olivia and she came with a perfect solution — no hassle. That kind of service is rare online. Beautiful piece, I'd order again."

Diane R.
Montreal
★★★★★

"Almost didn't order — I'd never heard of this store. But the money-back guarantee convinced me. Arrived very fast, beautiful fabric, and it actually fits. I'm 67 and I felt comfortable right away. Already ordered a second one."

Margaret R.
Ottawa
★★★★★

"Wasn't sure about ordering from a store I didn't know. Jacket arrived earlier than I expected, fits great. Emailed with a question and Olivia responded right away — friendly, no rush. How stores used to be."

Robert G.
Toronto
★★★★★

"Sneakers are comfortable and look sharp — my son asked where I got them. Took a couple extra days but Olivia kept me updated with tracking. Nice to support a Canadian business."

Gary P.
Mississauga

Evelyn & Olivia Toronto

30-DAY MONEY-BACK GUARANTEE

We love our products and are confident that you will too! That’s why we offer a 30-day money-back guarantee. If the product doesn’t meet your expectations, simply return it for a refund.

Free shipping across Canada

Every order ships free, fully tracked, and with no hidden fees — because you deserve to know exactly where your package is, every step of the way.

30-Day Money-Back Guarantee

Shop with confidence. If it’s not the right fit, our hassle-free returns make it simple to send it back.

OLIVIA IS HERE FOR YOU

Have a question? Need sizing help? Just want to say hi? Reach out anytime at info@evelynandolivia-toronto.com — Olivia personally handles every message with care.

FAQs

Yes — shipping is on us anywhere in Canada. We believe your order should arrive safely and reliably, without any additional shipping charges at checkout.

Once your order has been processed, you will receive a confirmation email with your personal tracking number. You can then track your package anytime through our Order Tracking Page.

Each product includes a detailed size chart to help you pick the best fit. If you’re between two sizes, we recommend going one size up for extra comfort. Still unsure? Our customer support team is happy to assist you.

You can shop safely and securely with the following payment methods:

  • Credit Cards (Visa, Mastercard)
  • Apple Pay
  • Google Pay
  • Shop Pay

Orders are typically processed within 1–3 business days. Delivery times may vary depending on your location and seasonal demand, but you will always receive tracking updates by email.