Make no mistake—maxi skirts are having a moment this season. Whilst the micro mini was all-the-rage last year, this winter hemlines are dropping and the long-line silhouette is back on the agenda. Though pleated skirts and billowy styles held our attention for so long, this season sleek pencil cuts and tailored maxis are set to steal hearts.
Whilst styling up-top remains straight forward—your favourite maxi skirt will pair well with everything from chunky knits to graphic tees, it’s the footwear front that I’m focusing on for now. With an extra long-hemline and a few seasons out of the rotation, it can feel difficult to find a shoe that works well with your floor-skimming maxi. So, I’ve set about finding some inspiration on what shoes to wear to make the new-season silhouette feel fresh for 2024. Read on to find out the best long skirt and shoe pairings I’ve discovered.
Style Notes: Lean into the leg-elongating qualities of a sweeping maxi skirt and style with a heeled boot. Adding inches to the frame and a streamlined silhouette—plus the added assurance that your winter maxi skirt will stay clear of puddles, this is the easiest way to ensure your maxi looks chic this winter.
The denim skirt trend is back with vengeance for 2024. For a seasonal upgrade swap your light wash skirt for a deep indigo shade.
Square-toe boots add extra dimension to a casual outfit.
These knee-high heeled boots are a favourite of mine.
Style Notes: Sleek and simple trainers always look great set against against longer hemlines. Dressing down the dramatic silhouette, a trainers pairing adds a hint of friction to a skirt outfit, for a decidedly chic finish.
I’ve had my eye on this skirt for several seasons now, and I think this is the time to strike.
Trust me, this new-season shade is going to sell out quickly.
Every great wardrobe starts with a pair of white trainers.
Style Notes: In my opinion, maxi skirts and sling-back heels are a perfect match; the combination of floor-length hem and sleek heel feels distinctly current and will look chic no matter how you style it.
The single strap details elevated the feel of this classic heel.
Cherry red heels are having a moment this winter.
Style Notes: The contrast of relaxed maxi skirts and smart loafer is a good way to balance out the proportions of your outfit. On colder winter days style with thick tights or socks—extra points if they’re red or grey.
This side-split skirt will carry you through from winter until summer.
An elegant cut that will never go out of style.
This polished shoe is great for transeasonal styling.
Style Notes: The beautiful thing about maxi skirts is their ability to instantly elongate your frame and balance out your proportions. Continue the mood of this sleek silhouette by adding some pointed-toe boots into the mix.
Tailored maxi skirts were all over the A/W runways last season.
The curved heel design adds interest to the simple boot.
A kitten heel boot is the winter-ready staple I’ll come back to season after season.
Next Up: I Won’t Wear These 5 Shoes With Maxi Dresses—Here Are 5 I’d Choose Instead