Fiona | The Slip-On Penny Loafer
Fiona | The Slip-On Penny Loafer
Fiona | The Slip-On Penny Loafer
Fiona | The Slip-On Penny Loafer
Fiona | The Slip-On Penny Loafer
Fiona | The Slip-On Penny Loafer
Fiona | The Slip-On Penny Loafer
★★★★★ 4.8/5 (12,000+ Reviews)

Fiona | The Slip-On Penny Loafer

Regular price $164.95 Sale price$64.95 Save 61%
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  • Free Shipping — Today Only
  • 30-Day Money-Back Guarantee
  • Loved by 12,000+ Canadians

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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.

Fiona | The Slip-On Penny Loafer for Women Who Are Done Letting Their Shoes Dictate Their Day

You've reorganised your whole day around your shoes — skipping the long walk, sitting when you'd rather be moving, heading home earlier than you wanted to. Most shoes that look put-together don't give your feet the support they actually need, and by the time you find out, it's too late. Fiona was designed for women who want to stop making those compromises. A slip-on penny loafer built on a cushioned orthopedic footbed and a grippy lug sole — it supports your feet, takes pressure off your knees and lower back, and looks sharp enough to wear with anything from rolled jeans to a blazer. This is the shoe that gives your day back.

Why You'll Love It

Full-Body Relief — The orthopedic footbed cushions each step and helps relieve strain on your feet, knees, and lower back throughout the day.

Slip On in One Move — No bending, no laces, no struggle — just on and out the door, every single morning.

Grip You Can Count On — The chunky lug sole keeps you stable on wet pavement, smooth floors, and uneven surfaces.

Comfortable From First Step to Last — Supportive cushioning means you can stand, walk, and go without counting down to when you can finally sit down.

Effortlessly Versatile — The classic penny silhouette pairs naturally with rolled jeans, trousers, or a skirt — whatever the day calls for.

Fit: Classic slip-on penny loafer silhouette with a rounded toe, cushioned orthopedic footbed, and a chunky lug sole for stability and all-day support.

Ideal for: Full days out, errands, casual dining, city walks, and everyday wear where you need your feet to feel as good at 6 PM as they did at 8 AM.

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 spring 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 100% 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.

WE'RE HERE FOR YOU

Have a question? Need sizing help? Just want to say hi? Reach out anytime at info@evelynandolivia-toronto.com — We personally handle 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.