26 Chanel, Jimmy Choo, and Gucci Boots We Want Right Now for Under $300

There’s no denying it’s officially boot season. For now, you can let your strappy white Zara sandals hibernate until spring and focus on keeping your toes toasty as we head into the depths of winter (which, as a thoughtful reminder—officially starts in 30 days, friends!). If you haven’t already invested in a comfortable and chic pair of boots to keep you warm this winter, then now is the time.

If you’ve been hankering for a durable, comfortable, and luxurious pair of designer boots but don’t want to pay the hefty price tag for a brand-new pair, then I seriously suggest you head on over to The RealReal right now to score a used but undeniably stylish pair of designer boots at a much more affordable price point. The resale site's boot game is strong right now, and you can find all the chicest styles from Ferragamo, Celine, Stuart Weitzman, Isabel Marant and more.

But today I’m highlighting the best fashion-forward yet timeless boots from three classic and trending designers—Jimmy Choo, Gucci, and Chanel. Whether you’re looking for luxe leather knee-high boots to wear with your midi dresses this season, or you’re yearning for a cool pair of lug soles, or perhaps comfortable and classic black ankle boots are at the top of your wish list, then scroll below as I share the best designer boots hiding on The RealReal for under $300. 



Christian Vierig, Getty Images

The easiest way to amp up your black tights this season.

Wear over your skinny jeans for a cozy winter look.

Iconic riding boots that look seriously luxe.

Buckles were all over the fall/winter 2019 runways.



Christian Vierig, Getty Images

Wear with your midi skirts and dresses all season long. 

You'll get so much use out of these classic booties.

A little over $300 for these ones but so worth it.

These shearling beauties will keep your toes toasty while still looking chic.



The Style Stalker

How sumptuous do these suede navy boots look?

The most sophisticated rain boots in all the land.

These will work with everything in your closet.

We guarantee you'll be wearing these on repeat.

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