Jacqueline | Waterproof Orthopedic Ankle Boots
Jacqueline | Waterproof Orthopedic Ankle Boots
Jacqueline | Waterproof Orthopedic Ankle Boots
Jacqueline | Waterproof Orthopedic Ankle Boots
Jacqueline | Waterproof Orthopedic Ankle Boots
★★★★★ 4.8/5 (12,000+ Reviews)

Jacqueline | Waterproof Orthopedic Ankle Boots

Regular price $220.95 Sale price$59.95 Save 73%
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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.

Jacqueline | Waterproof Orthopedic Ankle Boots
That Keeps You on Your Feet All Day Without Reminding You That You Are

Most ankle boots make a choice between looking good and feeling good — and then make you live with that choice for the rest of the day. Jacqueline refuses that compromise. A slip-on ankle boot in deep crimson with a warm tan contrast strap at the ankle, it has the kind of clean, put-together look that works with jeans, trousers, or a casual dress without any effort. The cushioned sole and flexible construction support your foot naturally through long stretches of walking or standing, and the pull tab at the back makes getting them on and off completely fuss-free. This is the boot you wear on the days when you need your feet to feel as good at 6pm as they did at 9am.

WHY YOU'LL LOVE IT

Deep Crimson With a Tan Contrast Detail That Stands Out Quietly — The rich red upper with a warm tan strap at the ankle gives Jacqueline a distinctive, polished look that adds colour and character to any outfit without overwhelming it.

A Cushioned Sole That Eases Pressure Through Long Days — Designed to reduce strain on the foot, arches, and joints, the supportive sole keeps you comfortable whether you're walking, standing, or doing both from morning to evening.

Slip-On Ease With a Flexible, Secure Fit — No laces, no zips — just slide them on using the back pull tab and go. The construction adapts naturally to the shape of your foot for a fit that feels right from the very first wear.

A Flat Sole That Keeps You Grounded and Stable — Low to the ground with a flexible hand-stitched construction, these boots provide a steady, sure-footed comfort that makes every surface manageable throughout a full day.

Versatile Enough to Wear Every Day — Pairs effortlessly with jeans, trousers, casual dresses, and winter layers — Jacqueline is the boot you reach for first because it works with virtually everything already in your wardrobe.

Style: Slip-on ankle boot with a deep crimson upper, warm tan contrast strap detail, back pull tab, and a flat hand-stitched sole.

Ideal for: Daily walking, errands, casual outings, and any occasion where you need genuine comfort and easy style through a full day of wear.

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.

We want to make your shopping experience as pleasant as possible. That's why we offer free shipping on all our orders. Whether you're buying a small or large item, you don't have to worry about extra shipping costs. We also offer a convenient tracking service, allowing you to follow your order at any time.

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

All transactions are encrypted with SSL technology. We accept Visa, Mastercard, Maestro, Apple Pay, Google Pay, and Shop Pay.

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

Enjoy free premium shipping on every order across Canada — fast, reliable, and with no hidden fees. (Track and Trace Code included)

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.

CUSTOMER SERVICE

Real people, ready to help. Reach out anytime at info@evelynandolivia-toronto.com — we’re here to make your experience effortless.

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.