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Women's Dresses & Jumpsuits

Featured

Editor's pick

Soft microfibre fitted romper regular price $69.00 discounted price Can$39.95
Icône

New

Fuchsia asymmetric-train tube dress discounted price Can$189.00
Icône

Editor's pick

Sleeveless micromesh maxi dress discounted price Can$69.00
Icône

Editor's pick

Notch collar belted poplin dress regular price $89.00 discounted price Can$69.95
Icône
Seersucker wrap dress discounted price Can$99.00
Contemporaine

Editor's pick

Organic linen shirt-collar dress discounted price Can$125.00
Contemporaine

Editor's pick

Organic linen slit-collar dress discounted price Can$125.00
Contemporaine

Editor's pick

Tie-belt shirtdress discounted price Can$150.00
Contemporaine

Editor's pick

Toile de Jouy square-neck dress discounted price Can$99.00
Twik

Editor's pick

Organic cotton denim shirtdress discounted price Can$69.00
Twik
Decorative bow pointelle knit dress discounted price Can$39.00
Twik

Editor's pick

Open-collar shirtdress discounted price Can$59.00
Twik

Classic—and subtly sexy—lace on a magnificent boat-neck maxi dress.

Boat-neck stretch lace maxi dress by Icône at Simons

Editor's pick

Ruffled floral long dress discounted price Can$89.00
Icône

Editor's pick

Delicate peonies satiny midi dress discounted price Can$79.00
Icône

Editor's pick

Touch of linen square-neck long dress discounted price Can$119.00
Icône

Editor's pick

Spun floral trapeze dress regular price $79.00 discounted price Can$49.95
Icône

Editor's pick

Flocked floral tulle maxi dress discounted price Can$119.00
Icône
Tie detail long T-shirt dress discounted price Can$80.00
Icône

New

Ruffled off-the-shoulder denim mini-dress discounted price Can$79.00
Icône
Piqué kimono dress discounted price Can$99.00
Icône

New

Summer flowers maxi smocked dress discounted price Can$100.00
Rip Curl

Editor's pick

Smocked bust tiered maxi dress discounted price Can$75.00
Icône
Wrinkled chiffon tiered dress discounted price Can$69.00
ICHI

Is there anything better than a bodycon fit with a sporty flair?

A young woman wears an athletic dress
+1
Straight-fit crew-neck T-shirt dress discounted price Can$29.00
Twik

Editor's pick

Organic cotton babydoll dress discounted price Can$29.00
Twik

Editor's pick

Side smocked details dress discounted price Can$49.00
Twik
Crossover V-neck dress discounted price Can$39.00
Twik

Editor's pick

Ruched chiffon V-neck dress discounted price Can$59.00
Twik

Editor's pick

Tiered peasant dress discounted price Can$59.00
Twik

Editor's pick

Printed flowy shirtdress discounted price Can$49.00
Twik

Editor's pick

Patch pockets colourful shirtdress discounted price Can$59.00
Twik
Coloured denim carpenter overalls discounted price Can$89.00
Twik
Tapered recycled cotton denim overalls regular price $89.00 discounted price Can$59.95
Twik
Organic linen romper discounted price Can$59.00
Twik

New

Patch pockets organic linen overalls discounted price Can$69.00
Twik
Contemporaine logo

A graceful fitted silhouette with a flattering ribbed texture.

Fitted midi dress in black ribbed knit by Contemporaine at Simons

New

Pure linen trapeze dress discounted price Can$125.00
Contemporaine
Slit collar lyocell denim dress discounted price Can$89.00
Contemporaine
Tie-neck chiffon dress discounted price Can$150.00
Contemporaine

Editor's pick

Striped belted shirtdress regular price $150.00 discounted price Can$99.95
Contemporaine

Editor's pick

Peachskin maxi dress discounted price Can$89.00
Contemporaine

Editor's pick

Organic linen sleeveless shirtdress discounted price Can$125.00
Contemporaine

Editor's pick

Organic linen floral sketch dress discounted price Can$99.00
Contemporaine

Editor's pick

Flap pockets flowy dress regular price $150.00 discounted price Can$119.95
Contemporaine
Rib-knit midi dress discounted price Can$99.00
Contemporaine

Editor's pick

Minimalist shirt-collar dress regular price $125.00 discounted price Can$99.95
Contemporaine

New

Cowl-neck watercolour bouquet dress discounted price Can$99.00
Contemporaine
Stretch minimalist sheath dress regular price $125.00 discounted price Can$99.95
Contemporaine
ICÔNE

BOLD FEARLESS FASHION

Confident, sexy, and fascinating, Icône's muse loves to stand out and utterly own her individuality. Always on the cutting edge of what's hot, her captivating looks pair perfectly with her on-trend lifestyle.

Icône thumbnail

New

Blue sky patch pockets romper discounted price Can$55.00
Rip Curl

New

Faded stripes buttoned mini-dress discounted price Can$70.00
Rip Curl
Twisted detail flared mini-dress discounted price Can$85.00
Icône

New

Touch of linen fine openwork strips tiered dress discounted price Can$80.00
Icône

New

Geometric pattern flared dress discounted price Can$75.00
Vero Moda

Editor's pick

Tiered pure cotton gauze maxi dress discounted price Can$65.00
ICHI
Twisted detail forest green jumpsuit discounted price Can$89.00
Icône
Two-tone garden front slit jumpsuit discounted price Can$99.00
Icône
Floral fantasy maxi dress discounted price Can$79.00
Icône
Floral paisley tiered maxi dress regular price $109.00 discounted price Can$79.95
Icône
Smocked bust black-and-white mini-dress regular price $79.00 discounted price Can$49.95
Icône
Twisted detail midi dress discounted price Can$85.00
Icône
Victorian-collar openwork embroidery mini-dress discounted price Can$269.00
Bardot
Voluminous sleeves red mini-flowers mini-dress discounted price Can$269.00
Bardot
Gold detail bustier black dress discounted price Can$189.00
Bardot

Editor's pick

Winter garden topstitched bustier dress discounted price Can$244.00
Bardot
Sunny flowers bustier dress discounted price Can$259.00
Bardot

Editor's pick

Sunset long micromesh tube dress discounted price Can$89.00
Icône

New

Black peachskin jumpsuit discounted price Can$85.00
Kuwalla

Editor's pick

Button-up stretch denim jumpsuit discounted price Can$139.00
Icône
Gathered neckline ultra-supple jumpsuit discounted price Can$79.00
Icône
Gathered waist flowy romper discounted price Can$75.00
Icône
High Roller faded denim jumpsuit discounted price Can$139.00
Free People
Microfibre ruched fitted dress discounted price Can$89.00
Icône

Editor's pick

Satiny bouquet draped collar long dress discounted price Can$109.00
Icône

Editor's pick

Wrinkled texture open-back long dress discounted price Can$69.00
Icône
Colourful garden tie back maxi dress regular price $145.00 discounted price Can$99.95
Icône

Editor's pick

Tory embroidered flowers mini-dress discounted price Can$200.00
Free People
Sundrenche nocturnal flowers long tiered dress discounted price Can$249.00
Free People
Bali Albright large flowers jumpsuit discounted price Can$200.00
Free People
Black tulle mini dress with train discounted price Can$159.00
Icône
Gathered shoulders maxi shimmering dress discounted price Can$89.00
Icône

New

Leopard ruched micromesh dress discounted price Can$99.00
Icône

Editor's pick

Satiny bustier midi dress regular price $89.00 discounted price Can$59.95
Icône

Editor's pick

Scarf neck maxi satiny dress discounted price Can$89.00
Icône
Iridescent beauty bodycon dress regular price $89.00 discounted price Can$49.95
Icône
Touch of linen ruffled edging midi dress discounted price Can$188.00
Icône

Editor's pick

Boat-neck stretch lace maxi dress regular price $89.00 discounted price Can$59.95
Icône
Touch of linen cutout jumpsuit discounted price Can$188.00
Icône

New

Gathered cutout single-strap golden dress discounted price Can$159.00
Icône

Editor's pick

Feathered bustier long white dress discounted price Can$149.00
Icône

Editor's pick

Wrinkled texture open-back long dress discounted price Can$69.00
Icône
Satiny bust long tiered dress regular price $149.00 discounted price Can$69.95
Icône

Editor's pick

Draped collar ivory satin midi dress discounted price Can$89.00
Icône
Open-back satiny dress regular price $109.00 discounted price Can$59.95
Icône

Editor's pick

Satiny bustier midi dress regular price $89.00 discounted price Can$59.95
Icône

Editor's pick

Flocked floral tulle maxi dress discounted price Can$119.00
Icône
Addison single-strap ribbed mini-dress discounted price Can$155.00
LAMARQUE
Online only

New

Contrasting piping ribbed mini-dress discounted price Can$45.00
JJXX

New

Cutaway shoulder ribbed midi dress discounted price Can$65.00
JJXX

New

Sea green micromesh maxi dress discounted price Can$90.00
JJXX

Women's Dresses

Whether you're gearing up for a productive day at the office, a casual brunch with friends, or a glamorous cocktail party, the choice of the right dress is paramount. Professional, casual, bold—whatever your vibe, Simons has the perfect design for every occasion. Prepare to be amazed by our diverse selection of short, midi, and long dresses!

Consider the silhouette, sleeve length, neckline, and fabric carefully to enhance the overall look you desire—be it modern, chic, or classic. As you embark on the quest for the ideal patterned, vibrant, or little black dress, keep this in mind: it's all about how you feel in the garment. Your comfort and confidence take centre stage in creating your perfect look.

SHORT, MIDI, AND MAXI DRESSES:

Choose between playful, comfortable short dresses that are perfect for casual outings, midi dresses that add sophistication to your ensemble while striking a beautiful balance between short and long options, and maxi dresses that elevate your style with timeless elegance.

JUMPSUITS & ROMPERS:

For a trendy and effortlessly stylish appearance, discover jumpsuits and rompers—one-piece wonders that always make a fashion-forward statement, whatever the occasion.

LITTLE BLACK DRESS:

An absolute wardrobe essential, the little black dress stands as a timeless classic that's suitable for an array of events. Select a silhouette that complements your style and boosts your confidence.

COCKTAIL, SLIP & SATIN DRESSES:

Make an entrance at parties or special occasions with cocktail dresses. Embrace a touch of luxury with slip and satin dresses—silky, smooth fabrics that add allure and elegance to your wardrobe and are exceptional options for evening events.

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