5 Ankle Boots All Our Fashion Friends Will Wear in 2020

Winter officially started on the 21st of December, but we’ve been wearing boots since the beginning of October. Factor in the season lasting at least three months in the New Year (because who are we kidding?), then you’ve got at least six month’s worth of solid boot-wearing time. The biggest of all is undeniably ankle boots—it is the easiest boot style to wear with everything in your wardrobe. Great with jeans, dresses and skirts, it is usually the one item in your wardrobe you can guarantee you’ll get a lot of wear out of during the colder months. Which is why deciding on which one you want to invest in is important. How do you know which boot will have longevity in terms of your own personal style as well as ticking the on-trend box? 

This is where we come in. As we spend an inordinate amount of time shopping as well as looking at the latest trends, not to mention constantly looking at what people are genuinely buying (from Who What Wear readers to influencers), we have a pretty good understanding of what’s going to make the cut when it comes to ankle boots trends for 2020.

This year, it’s all about interesting silhouettes, pared-back aesthetics (tapping into that minimalist trend) as well as sticking with some of the most-loved trends from 2019. There are of course brands leading the way too such as Khaite, The Row and Bottega Veneta, although inexpensive options are available too. Ready to see what trends we’re backing for the new year? Keep scrolling…

Track Soles

Thanks to Bottega, The Row and Prada, track sole boots are easily one of the biggest trends for the year. If the designer prices are a little out of your reach, Zara does a brilliant pair too. 

Thanks to brand of the moment, Khaite, these zebra print boots are on our wish list. But it’s not just black and white striped that are big for the year, it’s any kind of animal print. So take your pick from leopard, cow and snake too. 


There’s no escaping the fact that minimalism is back in a big way for 2020–and this extends to ankle boots too. Try pared-back walking, Chelsea and sock boots in black or beige for a chic way to wear this trend. 


Ahh, DMs. They were worn by everyone at the end of last year. The stomper lace-up boot is a real classic, but this year it’s back with a vengeance. Whether you opt for Dr. Martens or wear a designer take, there are plenty of options. 

Much like a lot of trends in fashion right now (leather, minimalism, bags) Bottega Veneta is responsible for this particular ankle boot trend: the square toe. There are other equally as chic alternatives however including from Wandler, Jimmy Choo and Zara. 

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