I’ve busted out my chelsea boots this past week because we had a week of off/on rain and they worked great. Which inspired me to do some digging into outfits I wanted to pair together with my boots. Often chelsea boots, those boots that aren’t low but aren’t high, get a bad wrap because we’re not sure what to do with them. So in general, I try to wear them with a bottom that will come down over the top shaft just a bit or fully. That’s just my rule of thumb, but it doesn’t have to apply to everyone, but it works well for me.
Here are my personal go to bottoms of choice that I wear with my chelsea boots:
1. Full Length Wide Leg Jeans / Full Length Pull On Pants
Wide leg jeans are my favorite style to lean into because they feel like the easiest way to fit a chelsea boot under. I have been wearing a longer length, as it’s my preference at the moment, and find that this formula, with a cropped or fitted top and mid length layering piece makes a great outfit formula. I’m using my vintage suede jacket I found for 30 Euros at a secondhand shop in Paris.
If you are looking for a great suede jacket, I’d seriously consider trying to source one secondhand. There are some amazing options out there. I started linking some secondhand suede jacket finds for you here.
2. Straight Leg Jeans
Straight leg jeans, that sit at my ankle, as long as they don’t taper in, work for me too. They tend to just touch the top of the boot or hang over ever so slightly, so I’ll pair a fun sock with them. A formula of a cozy mid length sweater, an ankle jean, and a long layer (like a wrap coat or trench coat) is a good go to. Outfit inspo is linked here
3. Full Length Pull on Pants
This is my go to travel outfit (I’d swap out the boots for a loafer) but this formula works every time. It’s minimal, easy, and put together. What works here with the chelsea boot is the cropped jacket. It gives it a pulled together vibe with a simple, but textured, layering piece. Pieces are linked here
My Outfit Inspo for Chelsea Boots
On Monday, I’ll be styling my chelsea boots in a reel to coincide with this post, so stay tuned! Whenever I want more style inspo, I put together some moodboard ideas. It helps me to wear whatever I’m moodboarding more often. Hope these outfits give you some ideas as well. The boots I have and love are the Brooke Boot by Freda Salvador. They are my favorite rainy day boot (are rain resistant) and are super lightweight and comfortable. I have them linked here (they are 25% off at the moment) as well as other colors too. *code BLACKFRIDAY25. Happy Weekend!
xx, Conni