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.