It’s officially boot season, and even though our boot collection has expanded quite a bit in the last few years (hello, knee-high boots, rubber boots, and Western boots, to mention a few), there’s one pair that’s a step above the rest. We’re talking about Chelsea boots, specifically chunky Chelsea boots. Maybe it’s because they add an effortless vibe to all our fall and winter outfits; maybe it’s because they’re supremely comfortable, easy to put on, and practical; or maybe it’s because we haven’t found a style yet that we don’t like—whichever the reason, they’re the dominating shoe trend this season, and we’re so here for it.
If you’ve been eyeing the trend but haven’t found the outfit inspiration you needed, then look no further than the 12 Chelsea-boot outfits below. We’ve curated a selection from some of your favorite Instagram style stars who’ve worn theirs with everything from relaxed jeans and big blazers to knit dresses. In other words, there’s enough inspiration ahead for the rest of winter—and even those transitional weeks after.
Marry Chelsea boots to another cool trend we’re into: leather Bermuda shorts.
The chunky boots add a cool edge to basic knitted dresses, and the outfit combination couldn’t be any easier.
Skip your basic booties when you wear jeans and a cool top, and go for Chelsea boots instead to give the look a forward spin.
The heavy stompers create a cool contrast with pretty printed dresses.
Live in a warmer climate? Re-create this cool ensemble when you wear a big blazer over a bodysuit, though a minidress would work just as well.
Although boots might not be your first thought when wearing a polished skirt set, Chelsea boots ensure the look is current.
Another big trend the boots pair flawlessly with? Sweater-vests. Wear one with a miniskirt and collared shirt for the ultimate 2022 vibe.
Long column skirts also happen to look good with the chunky-soled boots.
If skinny jeans and pants are part of your style lexicon, try tucking them into a pair of mid-calf boots like so.
Shorts and boots might not be the first combination to come to mind, but the unexpected footwear makes relaxed shorts look a tad more elevated.
A classic trench coat and chunky boots is a match made in transitional-weather heaven.
Lastly, wear them with your loungewear looks. Even if you’re running out for a quick coffee, the boots are a more stylish option than sneakers or slides.
