As someone who owns at least six pairs of Dr. Martens, I guess chunky boots are kinda my thing. Every year when fall comes around, I eagerly ditch my sandals for boots, always opting for something with a clunky heel or thick, lugged sole. They’re not only flattering and practical (hello, impending winter weather), but they also go with everything from puff-sleeve empire-waist dresses to tailored fall suiting, giving any look just the right amount of attitude.
Luckily for me, the chunky-boot trend of 2020 is still riding strong for fall 2021. Whether platform ankle boots are your thing or you prefer knee-high and over-the-knee silhouettes, trust that there’s a style for you. Not to mention this season’s pickings come in a variety of colorways, including classic neutrals and plenty of pastels and brights.
Ahead, I rounded up 26 of the best chunky boots of the season, starting at just $40. Keep scrolling to check them out, and snag a pair or two for yourself while you’re at it.
This sleek over-the-knee style looks killer paired with minidresses and skirts.
This color, though!
Everyone needs a good pair of white boots, in my opinion.
Yep, I've already bought these for myself.
This block heel is a great height for everyday wear.
Can't go wrong with a pair of classic Docs.
Of course, I can’t fail to mention my dream New Bottega boots.
These top zippers are a nice touch.
I’d be lying if I said I didn’t think about these boots at least five times a day.
Leave it to Ganni to put out the perfect slime-green boots.
Okay, I need these.
This light-gray option is too pretty.
As is this gorgeous pastel.
I’ll be wearing these on sunny days, too.
Can’t decide between sneakers or boots? Try this sneaker-boot hybrid.
These chunky, flat boots are an instant classic.
I never thought I needed boots with multicolored soles—until now.
Snakeskin-print boots are always a good choice.
This pair is drool-worthy.
I love the brown sole black upper combination on this pair.
Simply put, these are everything.
Nodaleto has perfected the chunky angled heel, and these platform lace-up boots are one of my favorite styles.
These would look great with a pair of skinny jeans, just saying.
Into combat boots? Try this sky-high pair.
The cherry-red sole on these is too good.
And finally, a sleek everyday option with just the right amount of height.
Next, You've Never Heard of Them, But These 8 Emerging Brands Are About to Go Viral
-
This Simple Fashion-Person Approved Layering Technique Changed the Way I Wear My BasicsEffortlessly cool.
-
Pump the Brakes on Booties—Kate Hudson Knows the Better Fall Shoe Trend to Pair With DressesThis outfit combo is top-tier.
-
7 Expensive-Looking Outfits to Wear With Fall's Most Iconic Shoe TrendLet your outfit do the talking.
-
Forget Lace-Up Boots: This Casual and Easy Boot Trend Is About to Be EverywhereMake this your first boot purchase for the season.
-
The Elegant Fall Boot Trend Everyone Is About to Wear With Miniskirts Has ArrivedLeg baring and cool girl approved.
-
The Pretty Dress Trend L.A. It Girls Are Bringing Into Fall (and the "Basic" Style They Already Forgot About)It's finally time to part ways with boring linen dresses.
-
I'm Manifesting a Fashionable Fall in NYC With These 36Replica Store Anniversary Sale FindsFrye, AllSaints, Vince, Coach, and more.
-
I Thought Wearing These Shoes With Shorts Was Cringey—Turns Out the Combo Is Peak 2025Apologies are in order.
