Skirts, which come in so many varying lengths, fabrics, colours, and patterns, are the perfect summer-to-fall transitional piece. They allow you to subtly shift your wardrobe for the upcoming season, without sacrificing comfort in still-sweltering temperatures. From anything-but-boring pencil skirts to flirty miniskirts, we’ve sourced the hottest styles to take you from the dog days of summer through harvest season.
Scroll down to shop our favourite summer-to-fall transitional skirts!
Zara Jacquard Miniskirt ($60) in Black
Eyelash fringe is an adorable finishing touch on this tweed mini skirt.
J.Crew Pleated Chevron Skirt ($148) in Navy
Tap into the pleated trend with this option, which comes in fall-friendly colours.
Topshop Quilted Leather Pencil Skirt ($200) in Black
A chic leather skirt at this price point is a must-have.
10 Crosby Derek Lam Box Pleat Skirt ($395) in Nude
This pale pink skirt transitions nicely into fall thanks to its structured silhouette.
NIC+ZOE Midnight Sky Midi Skirt ($118) in Black Mix
This slim take on a ladylike midi skirt is ultra-flattering.
Thakoon Addition Fringed Knit Wool Skirt ($325)
An asymmetrical fringe hem has major sartorial impact on this knit mini.
Elizabeth and James Raya Striped Zipper Skirt ($265)
This miniskirt feels both ‘90s-inspired and modern.
ASOS Premium Pencil Skirt in Bonded Satin ($97) in Purple
Try this dressy pencil skirt in place of your typical cocktail dresses.
Proenza Schouler Tiger-Print Flocked Jacquard Mini Skirt ($850) in Navy/Jade
An edgy designer skirt is an investment that you’ll reach for repeatedly.
Finders Keepers Wildfire Skirt ($120) in Black/White
You’ll get plenty of use out of this minimal skirt.
Milly Lace Skirt ($375) in Black/Blush
Dress down this lacy piece with a casual t-shirt and pointy-toe flats.
H&M Textured-Weave Skirt ($35) in Zebra Print
Come fall, you’ll want to wear this neutral animal-print skirt with opaque tights and ankle boots.
Victoria Beckham Denim Skirt ($380) in Blue
Depending on your profession, this sleek denim skirt might be refined enough for the office.
LOFT Autumn Bloom Pencil Skirt ($70) in Golden Mustard
Pair this skirt with a chambray top through summer, and with a slouchy cardigan for fall.
Isabel Marant Adelaide Wool-Blend Wrap Mini Skirt ($505)
Isabel Marant’s skirt proves that wrap-style versions are always cool.
A.L.C. Bell Print Skirt ($444) in Black/Camel
You’ll be the best-dressed at the office in A.L.C.’s chic print.
River Island Blue Check Floral Print Midi Skirt ($70)
The combination of plaid and bold florals makes this an eye-catching piece.
Ted Baker Falda Structured Tulip Skirt ($248) in Silver
The skirt’s tulip shape and its understated colour speak to our feminine sensibilities.
Nasty Gal Naomi Skirt ($68)
This cobalt blue skirt’s tasteful front slit adds an interesting element.
Y'S Faux Wrap Skirt ($690) in Black
An adjustable drawstring waistband makes this wrap skirt ultra-comfortable.