Fashionably Late Mom

Women’s Fashion: How to Style Chelsea Boots

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What was one of the most top trending boot styles of 2022 and still going strong into 2023? Chelsea boots for sure! There are many different variations of the chelsea boot which makes them appealing to women of all ages. Yes, we will see teens wearing them with their slouchy sweatshirts. But, we will also see women in their 50’s – 60’s wearing them with a blazer and jeans to dinner. Not sure how to style them? This almost 40 year old mom of three is going to show you how to style chelsea boots.

TARGET STYLE, CHELSEA BOOTS, how to style chelsea boots
BOOTS – SOLD OUT

Outfit Ideas for Chelsea Boots

OUTFIT DETAILS HERE
SWEATER / JEANS / SIMILAR BOOTS

My preference jeans wise when styling a pair of chelsea boots is pairing them with a cropped ankle length. A pair that hit at just the top of the boot is perfect for me.

black and white sweater, spanx faux leather leggings, chelsea boots
SHOP OUTFIT HERE
SWEATER / LEGGINGS / SIMILAR BOOTS

Don’t worry my legging loving friends, you can still wear chelsea boots with your favorite leggings! While I prefer to style them with a cozy sweater, you could definitely go the route of a pair of leggings, tunic tee and coatigan.

how to style chelsea boots, white sweater, straight leg levis, boots
SHOP OUTFIT HERE
SWEATER / JEANS / SIMILAR BOOTS

With this jeans and boot combo I’d like to call it a little more on the trendier side. I was a little hesitant to roll my straight leg jeans like this being almost 40 (because let’s face it I feel like it’s how the 15-25 year olds would wear them) but after putting it together I kind of liked it. Sometimes thinking outside the style box isn’t so bad after all. This style is going to be great for women with shorter legs. You’re not going to see the cut lines as you would with cropped jean styles.

SHOP OUTFIT HERE
CARDIGAN / TEE / JEANS / SIMILAR BOOTS

Layers can be our best friend! Especially when they are neutrals. I’m 5’3″ and I feel I’m pretty proportionate in my height. If you have shorter legs, you aren’t going to want to wear cropped jeans like these with your chelsea boots. They’ll make you appear even shorter. Go for a pair like the Levi’s above so you don’t see the “line” that’s basically chopping the legs.

ONE / TWO / THREE / FOUR / FIVE / SIX

Hopefully this has given you some inspiration on how to style a pair of chelsea boots. I have a feeling they’re still going to be around fall of 2023 so be sure to pin these images to Pinterest so you can easily find them again!

I’m a stay at home mom of three kiddos, and wife to my high school sweetheart. I’ve always had a love for fashion and styles that you won’t find on just anybody. Follow me on this journey so I can share with you all of my favorite things!

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