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Women's Midi Dresses

Editor's pick

Velvet wrap dress regular price $150.00 discounted price Can$99.95
Contemporaine
Checked flannel shirtdress regular price $99.00 discounted price Can$69.95
Contemporaine
Cap sleeves plain jersey maxi dress regular price $99.00 discounted price Can$49.95
Contemporaine
Long fine-knit polo dress discounted price Can$99.00
Contemporaine
Satiny printed tie-waist shirtdress regular price $89.00 discounted price Can$39.95
Icône

New

Dual-material balloon dress discounted price Can$110.00
Twik
Notch collar belted flowy dress discounted price Can$89.00
Icône

Editor's pick

Satiny slip dress discounted price Can$69.00
Icône
Piqué kimono dress discounted price Can$99.00
Icône

Editor's pick

Bare shoulder satiny dress discounted price Can$99.00
Icône

Editor's pick

Shimmering thin-strap midi dress discounted price Can$125.00
Contemporaine

Editor's pick

Flowy satin slip dress discounted price Can$125.00
Contemporaine

Editor's pick

Velvet wrap dress regular price $150.00 discounted price Can$99.95
Contemporaine
Long fine-knit polo dress discounted price Can$99.00
Contemporaine

Editor's pick

Madi flowy velvet dress discounted price Can$159.00
Part Two

Editor's pick

Bubble bustier poplin dress discounted price Can$150.00
Twik
Dual-material midi dress discounted price Can$69.00
Twik

Editor's pick

Off-the-shoulder velvet midi dress regular price $89.00 discounted price Can$59.95
Icône

Editor's pick

Satiny slip dress discounted price Can$69.00
Icône
Long-sleeve ruched microfibre dress regular price $89.00 discounted price Can$49.95
Icône
Satiny draped-collar slip dress regular price $49.00 discounted price Can$29.95
Icône
Notch collar belted flowy dress discounted price Can$89.00
Icône
Twisted strap draped bust dress discounted price Can$79.00
Icône

New

Ruffled collar chiffon midi dress discounted price Can$89.00
Icône
Lace trim satiny slip dress regular price $79.00 discounted price Can$49.95
Icône

Editor's pick

Off-the-shoulder velvet midi dress regular price $89.00 discounted price Can$59.95
Icône

New

V-back microfibre black dress discounted price Can$119.00
Icône
Twisted strap draped bust dress discounted price Can$79.00
Icône

New

Sleeveless open-back bodycon dress regular price $99.00 discounted price Can$39.95
Icône
Embossed knit crew-neck midi dress regular price $119.00 discounted price Can$89.95
ICHI
Printed wraparound midi dress regular price $89.00 discounted price Can$59.95
Icône
Organic cotton denim midi shirtdress regular price $89.00 discounted price Can$19.99
Icône
Microfibre ruched fitted dress discounted price Can$89.00
Icône
Piqué kimono dress discounted price Can$99.00
Icône
Draped waist midi shirtdress regular price $89.00 discounted price Can$19.99
Icône
Lace trim satiny slip dress regular price $79.00 discounted price Can$49.95
Icône

New

Geometric pattern chocolate brown silky shirtdress discounted price Can$139.00
Icône
Printed wraparound midi dress regular price $89.00 discounted price Can$59.95
Icône
Satiny printed tie-waist shirtdress regular price $89.00 discounted price Can$39.95
Icône
Satiny slip dress regular price $69.00 discounted price Can$49.95
Icône
Zippered sleeveless dress regular price $89.00 discounted price Can$39.95
Icône
Long fine-knit polo dress discounted price Can$99.00
Contemporaine

Editor's pick

Ruffled sleeves fitted dress discounted price Can$150.00
Contemporaine
Embossed flowers tiered dress discounted price Can$89.00
Contemporaine

Editor's pick

Ruffled edging dress regular price $150.00 discounted price Can$69.95
Contemporaine

Editor's pick

Puff-sleeve faux-leather dress regular price $150.00 discounted price Can$69.95
Contemporaine
Wrap-style merino wool dress discounted price Can$125.00
Contemporaine

Editor's pick

Thick-knit midi dress discounted price Can$89.00
Contemporaine
Mini-flowers buttoned dress regular price $99.00 discounted price Can$69.95
Contemporaine
Checked flannel shirtdress regular price $99.00 discounted price Can$69.95
Contemporaine

Editor's pick

Single golden button long shirtdress regular price $150.00 discounted price Can$99.95
Contemporaine
Long fine-knit polo dress discounted price Can$99.00
Contemporaine
Tie-collar chain pattern satiny dress regular price $125.00 discounted price Can$99.95
Contemporaine

New

Spun floral flowy dress discounted price Can$150.00
Contemporaine
Puff-sleeve poplin shirtdress regular price $125.00 discounted price Can$69.95
Contemporaine

Editor's pick

Faux-wood button denim shirtdress discounted price Can$175.00
Contemporaine

New

Tie-collar polka dot chiffon dress discounted price Can$150.00
Contemporaine
Nemours long wraparound dress regular price $169.00 discounted price Can$69.95
Grace & Mila

Editor's pick

Night romance lace dress discounted price Can$169.00
Y.A.S

Editor's pick

Embossed stripes tiered chiffon dress discounted price Can$165.00
Y.A.S
Leopard satin midi dress regular price $245.00 discounted price Can$99.95
Suncoo

Editor's pick

Floral lace long black dress regular price $325.00 discounted price Can$219.95
Suncoo
Rakel cable-knit dress discounted price Can$159.00
Soaked in Luxury
Online only

Editor's pick

Slit bustier dress regular price $259.00 discounted price Can$169.95
InWear
Botella two-tone floral chiffon dress regular price $199.00 discounted price Can$99.95
Part Two

New

Vigga stretch crossover dress discounted price Can$89.00
Saint Tropez
Online only
Ghita ruched zebra dress regular price $99.00 discounted price Can$69.95
Saint Tropez
Online only

New

Iselin two-tone floral midi dress discounted price Can$129.00
Saint Tropez
Online only
Geometric pattern flowy belted dress discounted price Can$325.00
Marc O'Polo
Tanya ponte fitted dress discounted price Can$395.00
Editions de robes
Landra structured dress discounted price Can$395.00
Editions de robes

New

Tropical tapestry pure linen long belted dress discounted price Can$450.00
Farm Rio

New

Blue Arabesque floral tied dress discounted price Can$450.00
Farm Rio

New

Jardin De Rêve halter dress discounted price Can$295.00
Farm Rio

Editor's pick

Leopard print midi dress regular price $355.00 discounted price Can$149.95
Farm Rio

Editor's pick

Lush flowers maxi dress regular price $425.00 discounted price Can$199.95
Farm Rio
Diloh2 belted pleat dress regular price $695.00 discounted price Can$299.95
BOSS
Dizena bustier-style fitted dress regular price $675.00 discounted price Can$299.95
BOSS
Dufeva fitted gathers dress regular price $675.00 discounted price Can$299.95
BOSS

Editor's pick

V-cutout halter fitted dress discounted price Can$525.00
Iris Setlakwe
Online only
Lee draped fitted dress regular price $595.00 discounted price Can$399.95
Judith & Charles
Ora plunging neckline belted dress regular price $595.00 discounted price Can$399.95
Judith & Charles
Xena pleated sleeveless dress regular price $495.00 discounted price Can$299.95
Judith & Charles

Editor's pick

Puff short-sleeve shirtdress discounted price Can$125.00
Contemporaine
Puff-sleeve midi shirtdress discounted price Can$150.00
Contemporaine
Long dark green satiny dress regular price $150.00 discounted price Can$99.95
Contemporaine

Editor's pick

Long flowy twill shirtdress regular price $150.00 discounted price Can$69.95
Contemporaine
V-neck belted black dress regular price $195.00 discounted price Can$69.95
Contemporaine
Pleated coffee-coloured satiny dress regular price $189.00 discounted price Can$49.95
Tommy Hilfiger
Nikaia broderie anglaise trapeze dress discounted price Can$395.00
Ted Baker
Detira piped midi dress regular price $695.00 discounted price Can$299.95
BOSS
Asymmetrical ruched midi dress discounted price Can$395.00
Iris Setlakwe
Online only

Women's midi dresses and mid-length dresses

Midi dresses effortlessly strike a balance between elegance and versatility. Falling between the knee and ankle, these dresses are a chic choice for various occasions, offering a flattering silhouette that suits both laid-back and more formal settings. At Simons, our collection of midi dresses showcases a diverse range of styles, from casual and comfortable to sophisticated and evening-ready. Whether you prefer floral prints for a brunch outing or a solid colour for a business look, midi dresses provide a timeless and stylish option that transitions seamlessly from day to night. Explore our selection to find the perfect midi dress that complements your personal style and makes a statement at any event.

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