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Women's Seasonal Outfits

Checks


Boxy checked lightweight shirt discounted price Can$99.00
Contemporaine

Editor's pick

Checked button-front minidress regular price $89.00 discounted price Can$59.95
Icône
Casual plaid twill blazer regular price $119.00 discounted price Can$79.95
Icône
Drawcord-waist checked twill pant regular price $79.00 discounted price Can$49.95
Icône

Editor's pick

Checked wrap-style skort discounted price Can$49.00
Twik
Plaid flannel shirt discounted price Can$79.00
Contemporaine

Editor's pick

Plaid straight skirt discounted price Can$129.00
NOBLE
Patterned headband discounted price Can$28.00
A Bronze Age
Dark plaid pleated chiffon skirt regular price $125.00 discounted price Can$69.95
Contemporaine
Patch-pocket check cropped shirt discounted price Can$167.00
Second Female
Large checked scrunchie discounted price Can$28.00
A Bronze Age

Editor's pick

Cropped reversible plaid/solid puffer coat regular price $179.00 discounted price Can$129.95
Twik
Kilt-like checkered miniskirt discounted price Can$89.00
Contemporaine
Ruffled checkered shirt regular price $69.00 discounted price Can$29.95
Twik
Charcoal-check belted blazer discounted price Can$225.00
Contemporaine
Caramel and merlot plaid blazer regular price $129.95 discounted price Can$99.95
Contemporaine
Caramel and merlot plaid pant
Fit: Wide leg, high rise
regular price $125.00 discounted price Can$99.95
Contemporaine
Double-breasted wool plaid jacket regular price $195.00 discounted price Can$139.95
Contemporaine
Peter Pan collar ruffled plaid shirt regular price $69.00 discounted price Can$39.95
Icône
Fitted plaid Johnny collar shirt regular price $59.00 discounted price Can$39.95
Twik
Checkered flannel peplum waist blouse regular price $49.00 discounted price Can$19.99
Twik
Plaid smocked puff-sleeve minidress regular price $89.00 discounted price Can$49.95
Daisy Street
Ultra-soft fringed check scarf regular price $39.00 discounted price Can$29.95
Simons

Editor's pick

Checked side-tie mini skort regular price $59.00 discounted price Can$39.95
Icône
Ruffle-trim checked twill shirt regular price $79.00 discounted price Can$49.95
Icône
Checkered tie-up crossover blouse regular price $59.00 discounted price Can$19.99
Icône
Two-pleat plaid midi skirt discounted price Can$125.00
Contemporaine
Fall colours checked trench coat regular price $250.00 discounted price Can$99.95
Simons
Checkered tie-neck peasant blouse regular price $69.00 discounted price Can$19.99
Twik

Editor's pick

Checked button-front minidress regular price $89.00 discounted price Can$59.95
Icône
Peter Pan collar ruffled plaid shirt regular price $69.00 discounted price Can$39.95
Icône
Plaid and mini ruffles tiered maxi skirt regular price $69.00 discounted price Can$49.95
Icône
Ruffled trim smocked top regular price $69.00 discounted price Can$49.95
Icône
Mini-checkers stand collar coat regular price $69.95 discounted price Can$49.95
Vero Moda
Chocolate checks loose overcoat regular price $269.00 discounted price Can$199.95
ICHI
Checkered boxy-fit shirt discounted price Can$69.00
Things Between
Checkered Peter Pan collar mini-dress discounted price Can$110.00
Things Between
Corduroy collar checkered coat regular price $245.00 discounted price Can$179.95
JJXX

Suede


Flared suede midi skirt discounted price Can$295.00
Contemporaine

Editor's pick

Stassi slouchy faux-suede boots
Women
discounted price Can$130.00
Steve Madden

New

Faux-suede bubble blouse discounted price Can$125.00
Icône

Editor's pick

Velvety minimalist shoulder bag discounted price Can$59.00
Simons
Faux-suede flared maxi skirt discounted price Can$89.00
Contemporaine

Editor's pick

Fitted faux-suede officer jacket discounted price Can$150.00
Twik
Side ruching faux-suede shirt regular price $59.00 discounted price Can$29.95
Twik
Faux-suede wide-leg pant regular price $79.00 discounted price Can$59.95
Icône
Buttoned-tab faux-suede minidress regular price $89.00 discounted price Can$59.95
Icône

Editor's pick

Faux-suede wraparound mini-skort regular price $59.00 discounted price Can$39.95
Icône

Seasonal Outfits for Women

Fall Outfits

As temperatures begin to cool, fall looks lean into thoughtful layering and refined proportions. At Simons, fall clothing is curated to reflect the latest fashion direction, offering pieces that feel current while remaining easy to wear. Richer fabrics and carefully considered silhouettes create outfits designed for everyday life with a modern edge.

Winter Outfits

Cold-weather dressing calls for comfort, intention, and structure. Winter clothes at Simons are selected to align with what's shaping fashion right now, combining warmth with polished design. Layered looks and elevated essentials make it easy to stay stylish throughout the season.

Spring Outfits

With brighter days ahead, spring clothing introduces lighter construction and refreshed styling. At Simons, spring looks reflect what's new in fashion, offering versatile pieces made for movement and changing temperatures. Each outfit feels up to date while staying practical.

Summer Outfits

Warm-weather looks focus on confidence and ease, blending comfort with refined design. Summer clothing for women at Simons is chosen to match of-the-moment fashion trends, featuring breathable fabrics and relaxed shapes suited to everyday wear. These outfits are designed to feel fresh, current, and effortless all season long.