Fashionably Late Mom is part of the Amazon Affiliate Program and earns a commission from products purchased through Amazon links along with other retailers that are shared..
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.
Outfit Ideas for Chelsea 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.
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.
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.
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.
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!