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Women's Midi Dresses

Editor's pick

Peachskin maxi dress discounted price Can$89.00
Contemporaine

Editor's pick

Abstract mosaic flowy shirtdress discounted price Can$125.00
Contemporaine

Editor's pick

Delicate peonies satiny midi dress discounted price Can$79.00
Icône
Piqué kimono dress discounted price Can$99.00
Icône
Microfibre ruched fitted dress discounted price Can$89.00
Icône

Editor's pick

Striped belted shirtdress discounted price Can$150.00
Contemporaine

New

Buttoned lyocell denim dress discounted price Can$89.00
Contemporaine
Tulip-sleeve fitted dress discounted price Can$99.00
Contemporaine
Slit collar lyocell denim dress discounted price Can$89.00
Contemporaine

Editor's pick

Lightweight denim shirtdress discounted price Can$125.00
Contemporaine

New

Two-tone stripe jersey dress discounted price Can$89.00
Contemporaine

Editor's pick

Two-tone small flowers dress discounted price Can$89.00
Twik

New

Sunny bed of flowers dress discounted price Can$89.00
Billabong

Editor's pick

Bow and ruffles mesh dress discounted price Can$69.00
Twik

Editor's pick

Wildflowers peasant dress regular price $110.00 discounted price Can$59.95
Storia

Editor's pick

Contrasting trim bust dress discounted price Can$79.00
Twik
Ribbed square-neck fitted dress regular price $59.00 discounted price Can$29.95
Twik
Smocked bust miniflowers dress discounted price Can$99.00
Icône

New

Flowery straps satiny midi dress discounted price Can$109.00
Icône

New

Floral zebra stripes puff-sleeve dress discounted price Can$79.00
ICHI

Editor's pick

Bustier satiny midi dress discounted price Can$89.00
Icône

Editor's pick

Abstract art long micromesh dress discounted price Can$89.00
Icône

Editor's pick

Bustier satiny midi dress discounted price Can$89.00
Icône

Editor's pick

Sunset long micromesh tube dress discounted price Can$89.00
Icône

Editor's pick

Notch collar belted flowy dress discounted price Can$89.00
Icône
Piqué kimono dress discounted price Can$99.00
Icône
Ruffled floral long dress discounted price Can$89.00
Icône

New

Cascading ruffles midi dress discounted price Can$109.00
Icône
Sleeveless long supple dress discounted price Can$59.00
Icône
Printed navy flowy shirtdress discounted price Can$79.00
ICHI

New

Sailor stripes T-shirt dress discounted price Can$60.00
JJXX

New

Seersucker wraparound dress discounted price Can$99.00
Contemporaine
Tulip-sleeve fitted dress discounted price Can$99.00
Contemporaine

New

Floral sketch shirtdress discounted price Can$99.00
Contemporaine

Editor's pick

Peachskin maxi dress discounted price Can$89.00
Contemporaine

Editor's pick

Peachskin maxi dress discounted price Can$89.00
Contemporaine

Editor's pick

Flap pockets flowy dress discounted price Can$150.00
Contemporaine

New

Peach-skin jersey straight-fit dress discounted price Can$69.00
Contemporaine

New

Two-tone stripe jersey dress discounted price Can$89.00
Contemporaine

New

Seersucker wraparound dress discounted price Can$99.00
Contemporaine

Editor's pick

Flap pockets flowy dress discounted price Can$150.00
Contemporaine

Editor's pick

Abstract mosaic flowy shirtdress discounted price Can$125.00
Contemporaine

New

Floral daydream chiffon dress discounted price Can$125.00
Contemporaine

New

Floral dream chiffon dress discounted price Can$125.00
Contemporaine

Editor's pick

Geometric tapestry shirtdress discounted price Can$125.00
Contemporaine

Editor's pick

Satiny Johnny collar wrap dress regular price $125.00 discounted price Can$79.95
Contemporaine

New

Contrasting garden belted dress discounted price Can$129.00
Contemporaine

Editor's pick

Satiny pleating wraparound dress discounted price Can$109.00
Y.A.S
Dorry wrinkled texture midi dress discounted price Can$99.00
Saint Tropez
Online only
Puff-sleeve black sheath dress discounted price Can$150.00
Calvin Klein
Coral fit-and-flare dress discounted price Can$150.00
Calvin Klein

New

Harper floral sketch balloon dress discounted price Can$179.00
InWear
Hendra pleated chiffon dress discounted price Can$239.00
InWear
Online only
Hazel flowy dress discounted price Can$199.00
InWear
Online only

Editor's pick

Drita two-tone abstraction ruched dress regular price $229.00 discounted price Can$179.95
InWear
Online only

New

Enise textured satin midi dress discounted price Can$179.00
Part Two

New

Polo-collar form-fitting ribbed dress discounted price Can$250.00
Michael Michael Kors

Editor's pick

Ring waist striped dress discounted price Can$195.00
Michael Michael Kors

Editor's pick

Carmelle minimalist fit-and-flare dress discounted price Can$395.00
Editions de robes

Editor's pick

Carmelle minimalist fit-and-flare dress discounted price Can$395.00
Editions de robes

New

Kanke soft blue draped dress discounted price Can$450.00
HUGO

Editor's pick

Chartreuse silky shirtdress discounted price Can$395.00
HUGO

New

Accent trim ribbed dress discounted price Can$445.00
BOSS

Editor's pick

Dawinga draped sleeves midi dress discounted price Can$695.00
BOSS
Dukeva knit midi sheath dress discounted price Can$675.00
BOSS
Darilea black-and-white tweed dress discounted price Can$795.00
BOSS
Thick-knit two-tiered dress discounted price Can$875.00
Theory
Draped twists fitted dress discounted price Can$395.00
Iris Setlakwe
Online only

Editor's pick

V-cutout halter fitted dress discounted price Can$525.00
Iris Setlakwe
Online only
Lee sheer sleeves draped dress discounted price Can$595.00
Judith & Charles
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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