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Structured Chelsea Ankle Boots

Red-Red Sole / 5.5
$128.95
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Structured Chelsea Ankle Boots

$128.95
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30-day money-back guarantee
Only 4 left in stock
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Smart Ankle Boots for Workwear Fitted style — if you are between sizes, size up for a more comfortable fit.

Runs Small True to Size Runs Large
US Size Foot Length
US 5.5 24.0 cm / 9.4 in
US 6.5 24.6 cm / 9.7 in
US 7.5 25.3 cm / 10.0 in
US 8 25.9 cm / 10.2 in
US 8.5 26.6 cm / 10.5 in
US 9.5 27.3 cm / 10.7 in
US 10.5 27.9 cm / 11.0 in
US 11.5 28.6 cm / 11.3 in
US 12.5 29.2 cm / 11.5 in

How to Measure Your Foot

  • Stand on a piece of paper with your heel against a wall, then mark the tip of your longest toe.
  • Measure the distance from the wall to the mark in centimetres — this is your foot length.
  • Compare your foot length to the size chart above and choose the closest match, sizing up if you're between sizes.
  • Measure both feet and use the larger measurement, ideally at the end of the day when feet are largest.

Smart Ankle Boots for Workwear

Fitted style — if you are between sizes, size up for a more comfortable fit.

These structured ankle boots bring a smart finish to formal and smart-casual outfits. Low block heels create a neat, grounded profile, while textured outsoles offer added grip underfoot on selected styles.

Closure details — Selected styles feature Chelsea-style elastic panels, while others have lace-up fastening.

Lace-up option — Selected styles have laces for an adjustable fit.

Pull tabs — Pull tabs help when putting the boots on and taking them off.

Rubber outsole — Textured tread appears on some outsole styles for a more substantial finish.

Wear it to: office days, dinner plans, city walks, smart-casual gatherings, winter outings.

Upper: artificial leather; shaft: split leather; insole: EVA; outsole: rubber. Structured ankle-boot silhouettes with low block heels; toe shapes vary by style.

Size Guide

US Size Foot Length
US 5.5 24.0 cm / 9.4 in
US 6.5 24.6 cm / 9.7 in
US 7.5 25.3 cm / 10.0 in
US 8 25.9 cm / 10.2 in
US 8.5 26.6 cm / 10.5 in
US 9.5 27.3 cm / 10.7 in
US 10.5 27.9 cm / 11.0 in
US 11.5 28.6 cm / 11.3 in
US 12.5 29.2 cm / 11.5 in

General shoe size guide — exact fit may vary by style.

Processing time: 1–3 business days. Orders placed before 5:00 PM go out the same business day.

Transit time: 4–9 business days once shipped.

Estimated delivery: 5–12 business days total, from order to arrival.

Free shipping on all orders over the threshold shown at checkout. Read the full shipping policy.

Not the right fit? You can return your order within 30 days. Read the full return policy.

Smart Ankle Boots for Workwear

Fitted style — if you are between sizes, size up for a more comfortable fit.

These structured ankle boots bring a smart finish to formal and smart-casual outfits. Low block heels create a neat, grounded profile, while textured outsoles offer added grip underfoot on selected styles.

Closure details — Selected styles feature Chelsea-style elastic panels, while others have lace-up fastening.

Lace-up option — Selected styles have laces for an adjustable fit.

Pull tabs — Pull tabs help when putting the boots on and taking them off.

Rubber outsole — Textured tread appears on some outsole styles for a more substantial finish.

Wear it to: office days, dinner plans, city walks, smart-casual gatherings, winter outings.

Upper: artificial leather; shaft: split leather; insole: EVA; outsole: rubber. Structured ankle-boot silhouettes with low block heels; toe shapes vary by style.

Size Guide

US Size Foot Length
US 5.5 24.0 cm / 9.4 in
US 6.5 24.6 cm / 9.7 in
US 7.5 25.3 cm / 10.0 in
US 8 25.9 cm / 10.2 in
US 8.5 26.6 cm / 10.5 in
US 9.5 27.3 cm / 10.7 in
US 10.5 27.9 cm / 11.0 in
US 11.5 28.6 cm / 11.3 in
US 12.5 29.2 cm / 11.5 in

General shoe size guide — exact fit may vary by style.

Frequently Asked Questions
We vet every piece before it makes a Helvenza collection. If it's not right for any reason, you're covered by our return policy, no risk to you.
See our full Shipping Policy for current processing and delivery times.
See our full Returns & Refunds Policy for eligibility details.
Yes — contact our customer service team and we'll process it as a return plus a new order, subject to availability.
We accept Visa, Mastercard, American Express, Apple Pay, and Shop Pay, all processed securely through Shopify Payments.

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