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Women's Dresses & Jumpsuits

FEATURED


Ruched collar striped poplin dress regular price $150.00 discounted price Can$99.95
Contemporaine

Editor's pick

Two-tone broderie anglaise trapeze dress regular price $150.00 discounted price Can$99.95
Contemporaine

Editor's pick

Pure linen trapeze maxi dress regular price $150.00 discounted price Can$119.95
Contemporaine

Editor's pick

Embroidered bouquet midi dress discounted price Can$175.00
Contemporaine

Editor's pick

Boho lace-insert dress discounted price Can$79.00
Twik

Editor's pick

Mini-check linen-blend minidress discounted price Can$59.00
Twik

Editor's pick

Organic cotton gauze romper regular price $59.00 discounted price Can$39.95
Twik

Editor's pick

Printed wraparound maxi dress discounted price Can$79.00
Twik
Crinkled-texture tie-strap ruffled maxi dress regular price $89.00 discounted price Can$59.95
Icône

Editor's pick

Printed draped-waist micromesh maxi dress regular price $89.00 discounted price Can$59.95
Icône
Organic cotton jersey and broderie anglaise minidress regular price $59.00 discounted price Can$39.95
Icône

Editor's pick

Draped-waist halter-neck interlock jersey dress regular price $79.00 discounted price Can$49.95
Icône

New at Simons: More Ways to Pay

We've added brand-new payment methods to make shopping simple and seamless.


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Klarna - Alipay - WeChat Pay

Twik Sneak Peeks


Editor's pick

Lace trim floral dress discounted price Can$69.00
Twik
+2

Editor's pick

Crinkled-finish maxi dress discounted price Can$59.00
Twik

Editor's pick

Gingham maxi shirtdress discounted price Can$69.00
Twik

Editor's pick

Seersucker maxi dress discounted price Can$79.00
Twik

Editor's pick

Scoop-back linen-blend dress discounted price Can$49.00
Twik

Editor's pick

Stretch denim shirtdress regular price $89.00 discounted price Can$59.95
Twik

Icône Sneak Peeks


Editor's pick

Double-face satin long slip dress discounted price Can$79.00
Icône

Editor's pick

Tiered floral-print midi dress discounted price Can$69.00
Icône
Twist detail maxi dress discounted price Can$89.00
Icône

Editor's pick

Scalloped-trim minidress discounted price Can$59.00
Icône

Editor's pick

Peachskin tiered T-shirt dress regular price $49.00 discounted price Can$29.95
Vero Moda
Pure cotton gauze tiered minidress regular price $59.00 discounted price Can$39.95
ICHI

Editor's pick

Maxi pleated cinched dress discounted price Can$89.00
Icône

Contemporaine Sneak Peeks


Striped puff-sleeve shirtdress regular price $125.00 discounted price Can$59.95
Contemporaine

Editor's pick

Twisted waist satiny dress discounted price Can$175.00
Contemporaine

Editor's pick

Loose pure linen Johnny collar dress regular price $125.00 discounted price Can$99.95
Contemporaine

Editor's pick

Rococo paradise pure linen dress discounted price Can$150.00
Contemporaine

Editor's pick

Johnny collar poplin dress regular price $99.00 discounted price Can$59.95
Contemporaine

Editor's pick

Side-slit draped satin dress regular price $175.00 discounted price Can$129.95
Contemporaine

Editor's pick

Linen-blend trapeze dress discounted price Can$125.00
Contemporaine
Broderie anglaise trapeze dress regular price $150.00 discounted price Can$99.95
Contemporaine
Greek ceramic belted shirtdress regular price $175.00 discounted price Can$129.95
Contemporaine

Editor's pick

Loose pure linen 3/4-sleeve dress regular price $125.00 discounted price Can$99.95
Contemporaine

Editor's pick

Carrie ruffled watercolour garden dress discounted price Can$199.00
MINKPINK

Designers Sneak Peeks

Cotton and silk shirt dress discounted price Can$295.00
Edito par Simons
Striped poplin shirtdress discounted price Can$395.00
Polo Ralph Lauren
Striped pure linen shirtdress discounted price Can$265.00
Polo Ralph Lauren

New

Cherry bustier midi dress discounted price Can$495.00
Farm Rio

New

Kukkiva Unikko poplin dress discounted price Can$405.00
Marimekko
Luonti Unikko T-shirt dress discounted price Can$340.00
Marimekko
Kuvaelma Unikko T-shirt dress discounted price Can$520.00
Marimekko
TWIK

EMERGING CREATIVE FASHION


Fab and fun. That's what Twik is. A personalized space that's brave and edgy, built for those who aren't afraid to pave the way.
A label made to reflect the busy, action-packed lifestyle of the young woman who's socially engaged and perfectly informed.

Editor's pick

Striped jersey dress discounted price Can$39.00
Twik

Editor's pick

Stretch denim shirtdress regular price $89.00 discounted price Can$59.95
Twik

Editor's pick

Organic cotton T-shirt dress discounted price Can$35.00
Twik

Editor's pick

Organic cotton T-shirt dress discounted price Can$35.00
Twik

Editor's pick

Organic cotton T-shirt dress discounted price Can$35.00
Twik

Editor's pick

Graphic print T-shirt dress discounted price Can$45.00
Twik
Flowy patterned shirtdress regular price $69.00 discounted price Can$39.95
Twik
Blue stripes T-shirt dress discounted price Can$99.00
Things Between

Editor's pick

Denim carpenter romper discounted price Can$69.00
Twik
Patch pockets denim romper discounted price Can$80.00
Billabong
Patch pockets denim romper discounted price Can$80.00
Billabong
Barrel-leg overalls discounted price Can$110.00
Twik
Barrel-leg overalls discounted price Can$110.00
Twik
Light blue denim overalls discounted price Can$118.00
Levi's

Editor's pick

Medium blue denim overalls discounted price Can$89.95
Levi's

Editor's pick

Baggy denim overalls discounted price Can$148.00
Levi's

Editor's pick

Vintage blue denim overalls discounted price Can$119.95
Levi's

Editor's pick

Gingham maxi shirtdress discounted price Can$69.00
Twik
Sewn-in bra midi dress discounted price Can$69.00
Twik

Editor's pick

Lace trim floral dress discounted price Can$69.00
Twik

New

Ebba checkered maxi dress discounted price Can$260.00
Damson Madder

Editor's pick

Printed wraparound maxi dress discounted price Can$79.00
Twik

New

Ambrose midi dress discounted price Can$160.00
Damson Madder

Editor's pick

Boho lace-insert dress discounted price Can$79.00
Twik

Dresses for Women

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.