If there’s one pair of shoes I reach for on repeat every autumn and winter, it’s a pair of black boots. And I'm talking pretty much day in, day out. They may seem simple — and have even been dismissed by some as boring — but in my opinion, its their simplicity that makes them brilliant.
Black boots have a way of grounding any outfit, adding just enough polish while still feeling effortless and cool. Be it a sleek pair of ankle boots, a statement riding boot or a chunky block heel, there's a black boot style that will work with pretty much anything in your wardrobe.
Now that we're firmly in cold season, I’ve been looking for new ways to style my trusty black boots. From jeans and trench coats to minis and oversized knits, it's fair to say that I've found inspiration aplenty.
Below, I’ve rounded up seven outfits that show just how versatile black boots can be (and why they’ll always earn their place in a capsule wardrobe). And should you find yourself in the mood to shop, I've curated an edit of the best pieces that will help you recreate the looks.
7 Ways to Style Black Boots This Season:
1. Pencil Skirt + Plain Tee + Chunky-Block Boots
Style Notes: Dawn has found the perfect way to make a pencil skirt feel fresh. A simple black tee and chunky block-heel boots strike the right balance of smart and cool — perfect for desk-to-dinner days.
Shop the Look:
For all your autumn-winter layering needs.
Black boots make this feel a lot more wearable.
Simple, yet elegant.
The perfect length.
2. Wide-Leg Jeans + Shirt + Ankle Boots
Style Notes: There’s nothing “boring” about classic black ankle boots when they’re paired with wide-leg jeans and a laid-back checked shirt. The clean white tee ups the effortless factor even more.
Shop the Look:
Like Jessica, I'd wear this open with a plain white tee underneath.
Love the slouchy fit.
The autumn bag of dreams.
There's something so nostalgic about Chelsea boots.
3. Leather Jacket + Mini Skirt + Suede Over-The-Knee Boots
Style Notes: Over-the-knee boots are the easiest way to make a mini skirt feel autumn-appropriate. A leather jacket and cosy knit sweater add extra warmth.
Shop the Look:
A true wardrobe hero.
This is so sweet.
Hush have got some gorgeous knitwear this season.
It would be hard not to feel elegant in these.
4. Trench Coat + Straight-Leg Jeans + Kitten Heel Boots
Style Notes: A classic trench and straight-leg jeans combo always looks chic, but the addition of sleek kitten-heel boots makes it feel polished without trying too hard. It’s the perfect outfit formula for those mild but unpredictable autumn days.
Shop the Look:
An investment that would pay off over a lifetime.
M&S are super reliable when it comes to jeans.
There are so many ways you could style this.
The heel height is just right.
5. Rugby Sweater + Mini Skirt + Riding Boots
Style Notes: The preppy rugby sweater and riding boots pairing is quietly trending right now. Add a mini skirt and you’ve got a look that feels playful yet practical — perfect for sunny autumn days.
Shop the Look:
Preppy but chic.
For the outings when only the miniest of minis will do.
I predict that riding boots will be everywhere this season.
I'd love to own these.
6. Sweater + Midi Skirt + Knee-High Boots
Style Notes: A cosy knit tucked into a silky midi skirt is a transitional favourite for good reason. The sleek knee-high boots pull everything together, adding both warmth and polish.
Shop the Look:
There's three gorgeous colours to choose from.
Every girl needs a plain white tee.
I'm picturing this with many looks, from day to night.
Sometimes, the best boots have the simplest design.
7. Leather Shearling Jacket + Trousers + Ankle Boots
Style Notes: Few combos feel more winter-ready than a shearling-lined leather jacket with chunky black ankle boots. This is the perfect look for cold-weather city walks.
Shop the Look:
Shearling jackets are the chicest way to stay warm.
COS always hit that sweet spot between quality and affordability.
The cold months are a-coming.
The zip-front is everything.
-
Elizabeth Olsen Just Arrived at the Airport in the Shoe Trend That’s So Mary-Kate-and-Ashley-CodedI just know her sisters would approve.
-
Victoria Beckham Just Wore the Elegant Skirt Trend Every Fashion Person Is Searching for Right NowThis is one to have on your radar.
-
I Just Got Back From Paris—This Is the Jacket, Jeans and Shoe Formula I Saw on Every CornerI'm feeling inspired.
-
This High-Street Brand Just Dropped the Most Expensive-Looking Shoe Edit I've Seen This YearTimeless silhouettes with a contemporary twist.
-
It’s Boot Season—If You’re Going To Wear Them This Winter, Try These 6 Trending StylesPut your best foot forward.
-
Jennifer Lawrence Just Wore the Boot Style I’ve Always Said Works Best With Straight-Leg JeansAn enduringly chic silhouette.
-
So, You Want an Elegant-Looking Wardrobe This Winter? I’d Start With These 6 Timeless StaplesFrom timeless coats to expensive-looking trainers.
-
Trust Me: If You Pair This Coat With These Shoes, You Can Wear Anything Underneath and Still Look ChicA foolproof formula.
