Dr. Marten Chelsea boots for summer? It’s officially a thing.

And, aside from stars like Megan Fox already spotted in her Dr. Marten boots, we’ve seen a big rise in this cool girl trend by ample Gen Z influencers like Olivia Rodrigo, Addison Rae and Emma Chamberlain. From TikTok to tabloids, Dr. Martin (still) isn’t going anywhere.

Dr. Martens boots have a cult following that just won’t die. Debatably an even bigger trend, the rise of Chelsea boots in the fashion scene. Thankfully, you won’t have to choose. Now, you can jump on one of summer’s hottest trends with Chelsea boots designed by the Dr. himself. 

Not sure what to wear with Chelsea boots for summer style? Here are some summer Chelsea boot outfit ideas, infused with cues from runway to street style pros – and of course, styled by yours truly.

Daytime feminine: Chelsea boots + poplin cotton dress

While I’d have to say jeans and a ribbed tank is my favorite outfit combo for Chelsea boots, for the sake of this article I wanted to illustrate a couple more feminine options as well. For his look I’ve styled my Dr. Marten Chelsea boots with a poplin dress and understated accessories.

This look is playful and feminine, and you can personalize with your accessories. I’ve kept mine simple for a more minimalistic approach. It’s a great outfit combo for brunch, errands and daytime occasions when you want to be a bit more formal than jeans and a tee, but still comfortable and relaxed.

Casual sophisticated: biker shorts + Chelsea boots

Effortlessly sophisticated? Copy-paste @victoriatornegren and @madisonelainechertow’s twinning looks with a simple black biker short cordi paired with Chelsea boots. 

Casual tomboy: ribbed tank and jeans + Chelsea boots

Did I mention this is one of my favorite looks? There’s just something about the classics, and nothing says casual off duty quite like your favorite jeans and a simple tank. Chelsea boots or classic Dr. Martens are a nice alternative when you want to make the look a little more London chic.

From office to evening: knit dress + Chelsea boots

If you’re looking for a fool-proof outfit to take you from office to an evening out, pair your Chelsea boots with a sleek kit dress. 

Casual preppy: pair them with your polo

If you’ve been all about 2022’s prep culture, pair your Docs with your favorite polo and jeans. Bonus points for layering on a statement bag. It’s a perfect look for casual Fridays and daytime summer wear.

So in vogue: Chelsea boots + an oversized blazer

Confident in your cool girl style? Nothing says effortlessly in vogue quite like an oversized blazer and Chelsea boots. This confident off-duty look is also tres chic enough to wear from day to night, and you can mix up your looks by what you pair under that boxy boy blazer.

Saturday’s are still chic: summer loungewear + Chelsea boots

Master your model off duty look by pairing your most comfy loungewear sets with Chelsea boots. Simple accessories go a long way, and neat hair and a luxury handbag keep the look from looking like you just rolled out of bed (they’ll never know your secret). 

90’s chic: flair pants + Chelsea boots

Rock Jacquie’s signature 90’s and 2000’s looks by pairing your Chelsea boots with one of the hottest trends of the season. You can go full 90’s with flair pants, or rock a 90’s mini with this trend.

Proper office wear: skirt suit + Chelsea boots

Another from UK street style, pair your Chelsea boots with a classic skirt suit for a look that’s sophisticated with just a bit of edge. 

A night out: lbd + Chelsea boots

Going out for the night? Ditch the heels and pair your little black dress with Chelsea boots to show off a bit of your raw edges.

Rainy days: trench coat + Chelsea boots

One of the most iconic Chelsea boots outfits – pair them with your trench. Perfect for rainy days, this look is London street style approved and as practical as it is chic.

Stick with the basics: jeans and a tee + Chelsea boots

Feel like sticking with the classics? Wear your Chelsea boots with some of your most essential basics, like jeans and a tee. Guaranteed to feel comfy in your own skin. Layer on a blazer for a touch of sophistication.

Want more? Who What Wear declares Chelsea boots the #1 boot trend of 2022… and shares some of the coolest ways to wear it. 

Looking for the perfect pair? You can shop my classic Dr. Martens Chelsea boots online or find a pair that suits your favorite all-season wear.

In accordance with the FTC regulations for Influencers, this post is in collaboration with Klear. All thoughts, comments and musings are made of my own opinion and honest, personal experience with the products reviewed or mentioned. I hope you’ve found this post informational and inspiring!