Cleo | Women's Chunky Heel Ankle Boots with Side Zippers
Cleo | Women's Chunky Heel Ankle Boots with Side Zippers
Cleo | Women's Chunky Heel Ankle Boots with Side Zippers
Cleo | Women's Chunky Heel Ankle Boots with Side Zippers
Cleo | Women's Chunky Heel Ankle Boots with Side Zippers
Cleo | Women's Chunky Heel Ankle Boots with Side Zippers
Cleo | Women's Chunky Heel Ankle Boots with Side Zippers
Cleo | Women's Chunky Heel Ankle Boots with Side Zippers
Cleo | Women's Chunky Heel Ankle Boots with Side Zippers
Cleo | Women's Chunky Heel Ankle Boots with Side Zippers
Cleo | Women's Chunky Heel Ankle Boots with Side Zippers
Cleo | Women's Chunky Heel Ankle Boots with Side Zippers
Linda T.
Linda T. verified and 35,000+ others love our clothing

Cleo | Women's Chunky Heel Ankle Boots with Side Zippers

$100.00 $49.95 Save $50.05
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UPDATE: Limited Stock Alert! 5 pieces available due to high demand during the SALE. If you can still click "Add to Cart," it is still available.

woRetro Charm Meets Modern Comfort

The Cleo Ankle Boots combine retro charm with modern practicality. Featuring a ruched vamp, chunky heel, and round toe, these boots deliver timeless style with genuine wearability. Dual side zippers ensure quick, seamless dressing, while premium leather, soft glove lining, and a supportive insole provide comfort throughout the day. Versatile enough for casual wear or polished occasions.

Why You'll Love It

  • Walkable Chunky Heel: The block heel gives a subtle lift with a retro-chic look. Its stable design also offers greater comfort and support for all-day wear.
  • Effortless Slip-On Design: Side zippers let you slip these boots on and off effortlessly. They eliminate the hassle of traditional ankle boots while ensuring a snug, secure fit.
  • Luxurious Comfort Features: The glove-lined interior and shock-absorbing insole cradle your feet in lasting comfort. This gentle support reduces fatigue from morning to night.Anklew
  • Versatile Retro Styling: These boots feature a classic shape with unique ruched detail, adding vintage character to any outfit. They effortlessly elevate both casual and dressier looks.

Add a touch of vintage flair to your step—secure your pair of Cleo Ankle Boots today.

Size Foot Length (in)
35 8.9
36 9.1
37 9.3
38 9.4
39 9.6
40 9.8
41 10.0
42 10.2
43 10.4

We offer FREE USPS Shipping on all orders shipped within the United States.
Check our Shipping Policy for more

We’re confident you’ll love your purchase — but if it’s not quite right, you have 90 days to return it for a full refund.

Read our full Return and Refund Policy

Customer Services Hours:
Monday to Saturday: 9:00 AM – 6:00 PM EST

Email: support@orion-newyork.com
Phone:+1 302 612 0409
Contact Form: Available online on our Contact Us page

Loved by Customers Across the U.S.

Helen P.

Looks better in real life

I was a bit unsure ordering online, but it actually looks better than the photos. The fit is flattering and the fabric feels really nice.
Helen P.
Marianne L.

Warm without feeling bulky

Very comfortable to wear and surprisingly warm. I like that it doesn’t feel heavy or stiff. I’ve worn it almost every day since it arrived.
Marianne L.
Michael H.

Warm and looks good

Wore this during cold morning walks and it keeps me warm without feeling heavy. The fit is comfortable and still looks neat. I like clothing that feels natural to wear!
Michael H.
Susan M.

Easy to style

It goes with almost everything I already own. Jeans, boots, scarf, it just works. I like clothing that doesn’t need much thinking.
Susan M.
Carol W.

Just feels right

From the moment I put on this dress it felt right. Not stiff, not too loose. I’ve had a few compliments already which is always nice.
Carol W.
Robert K.

Perfect for winter walks

Bought this for everyday use and I’m very happy with it. Keeps me warm on walks and still looks neat enough to wear into town. Would buy again.
Robert K.
Laura S.

Perfect summer dress

Such a nice dress for warm days. The fabric feels light and comfortable and it fits really well. I wore it on holiday and felt dressed up without trying too hard
Laura S.
Elaine T.

Warm and flattering

Very happy with this purchase. The cut is flattering without being tight and it feels soft on the skin. Definitely recommend.
Elaine T.
Denise W.

Easy and flattering

I’m very happy with this dress. It’s easy to wear, not tight, and very flattering. Got a few compliments the first day I wore it. Will probably order another color.
Denise W.

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Where It Began

Orion New York began long before it became a brand.

In a small workshop, their grandmother Margaret Orion spent years creating garments focused on comfort, fit, and longevity. For her, clothing was never about trends, but about how it felt throughout the day and how long it truly lasted.

Those values became the foundation of Orion.

A New Generation

Years later, siblings Elena and Marcus Orion carried those principles forward. They refined them for today, with modern silhouettes, thoughtful materials, and a clear focus on wearability.

Clothing was never about trends, but about how it felt, how it moved, and how long it lasted. Those values became the foundation of Orion.

Craft, Comfort, and Continuity

Orion New York stands for quiet quality. Carefully selected fabrics. Considered construction. Pieces made to be worn often, trusted daily, and appreciated over time.

This is clothing shaped by experience. Built to last. Designed to feel right from the first wear, and even better as time goes on.

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Behind the scenes

CRAFTED BY EXPERIENCE

Every piece is shaped with experience, patience, and respect for the craft. From the first cut to the final stitch, nothing is rushed. This is clothing made with intention, designed to feel right, wear well, and last over time.

In a world of mass production, choose something real.

Free Shipping

We offer FREE USPS Shipping on all orders shipped within the United States.

Shipping Policy

90-Day Money Back Guarantee

You can request a return or refund within 90 days of delivery.

Return and Refund Policy

Customer Service

Customer Services Hours:
Monday to Saturday: 9:00 AM – 6:00 PM EST

Contact Us