I don’t have a fashion crystal ball, sadly, so I can’t tell you what the weather will be in a few weeks’ time. But you know what I can tell you? As of right now the leaves are turning brown indicating autumn is here, and that, my friends, is what I like to call midi-dress time. For starters, it’s the best length whatever your height. It’s also great for the slightly warmer autumn days but also a great option for cooler months, making it the ideal outfit option for the changeable weather we’re currently experiencing. What I’m saying is, and there’s no fighting me on this, the midi dress reigns supreme. Hands down, it’s also the best frock to wear with boots.
Anna wears a black midi dress with knee-high boots and a fringed jacket. In short, it is the Goldilocks of dresses—not too long and not too short, which makes it ideal for showing off your footwear. For this coming season, there are quite a few ankle-boot trends that are bubbling up, and let me tell you, you don’t want to be hiding your fancy new shoes under too much material.
Karina wears a printed midi dress with cowboy boots and a maxi coat. So without any more faffing, here is my list of the best autumn midi dresses you’re going to love wearing with boots—or any footwear for that matter.
Thandi wears a bright midi dress with platftorm ankle boots.
A timeless midi that can be worn throughout the year.
This also comes in heavenly khaki or cream version.
Corduroy feels so fresh right now.
Just add pointed toe boots.
Florals are just as relevant for autumn, just add chunky boots.
Just imagine the movement when walking.
This looks so much more expensive IRL.
So chic and cosy in equal parts.
Everything from flat riding style boots to pointy toed ankle boots will go perfectly with this dress.
I love this iteration styled with a knitted roll neck layered underneath.
Every wardrobe needs a black midi in their arsenal.
You’ll find yourself relying on this knitted dress over and over again.
Perfect for the changing seasons.
A throw-on-and-go kind of dress.
It’s the balloon sleeve for me.
Just add cowboy boots.
Wear from now until next summer.
Not just for day, dress up with white ankle boots for evening.
Animal print is everywhere for 2023.
Style with knee-high leather boots.
Found – your next little black dress.
If you’ve got plenty of black dresses, blue is just as classic.
There are so many ways to wear this dress…
Chunky ankle boots will look so good with this.
Take this dress from the office to the evening.
Such a fab colour.
I love the ruching detail on this style.
A gorgeous silhouette.
I love a floral dress with cowboy boots.
Dress it up with heels or down with trainers.
Next Up: The 9 New-In Pieces I’m Adding to My Wish List This Week
This post was originally published at an earlier time and has since been updated.
