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Cute Chunky Heel Booties to Shop

Chunky heeled boots make a great alternative to stiletto styles, as they offer extra height without killing your arches. The thick heel usually is easier to stand and walk on for longer periods of time, making these looks perfect to wear at parties or events where you know you won’t be sitting down much.

What’s more, the silhouette is inherently chic and timeless, so you’ll never have to worry about it going out of style. You can pair chunky heeled boots with relaxed trousers and a blazer for the office, and style them all weekend long with maxi dresses, jeans and tanks and more off-duty combinations.

To help simplify your search, we curated some of our favorite chunky heeled boots to shop.

Why Trust Our Recommendations:

Among our selection, you’ll find pairs from buzzy, trend-forward brands like Dr. Martens, Timberland and Chinese Laundry. In addition to offering a thick heel, many of these styles are also built for elevated comfort thanks to features like cushioned footbeds and padded tongues and collars. After all, who doesn’t love a cute boot that won’t leave you hobbling in pain after you walk out the door?

Shop our picks ahead.

For more than 75 years, Footwear News has been the shoe authority. Our coverage spans top industry news, retail trends, head-to-toe fashion, athletic and outdoor analysis and more. Footwear News’ global network of editors has carefully curated all product selections featured using our expansive brand knowledge and thorough research to find quality, long-lasting items. If you purchase an independently reviewed product or service through a link on our website, we may receive an affiliate commission.

1. Dr. Martens Hurston Boot

These leather Chelsea boots have a 3.5-inch heel and one-inch platform built on Dr. Martens’ signature AirWair air-cushioned sole.

Pros: A lugged outsole offers an on-trend look. Elastic side panels and a rear pull tab help you slip them on with ease. They’re offered in black and cherry red.

Cons: They run somewhat big.

dr. martens women's hurston boot
CREDIT: Amazon

2. Lucky Brand Nomi Boot

These booties feature a genuine leather upper, subtly squared off toe and a stacked wooden heel measuring over three inches tall.

Pros: They come in three neutral colors to choose from — including black, macaroon and raisin — and have a medial side zipper for easier removal.

Cons: These run small.

lucky brand nomi boot
CREDIT: Courtesy of Amazon

3. Timberland Allington 6 inch Nubuck Boots

This slim fit, lace-up style is done in smooth nubuck leather with a plush Ortholite footbed and three-inch heel for just the right amount of height.

Pros: Made from 15% recycled rubber, the rubber lug outsoles are made to be eco-friendly, grippy and durable. These also feature a PET lining made from 50% recycled plastic bottles.

Cons: They may run slightly small and narrow.

timberland allington 6 inch boot
CREDIT: Courtesy of Amazon

4. Chinese Laundry Daria Ankle Boot

These chic snakeskin booties feature a rounded toe and low block heel, so you can comfortably walk in them for hours.

Pros: A side zipper allows for seamless entry and makes it easier to tuck jeans into the boots. Also available in smooth suede and leather if faux snakeskin isn’t your thing.

Cons: May run narrow.

chinese laundry daria bootie
CREDIT: Courtesy of Amazon
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