Today Only! Up to 55% off selected JESSICA®/MD, together®/MD & Tradition®/MD fashions + more deals. Shop >
Sears.ca> Women>  Dresses

Dresses

Trendy Jolie dresses

Look like you just walked off the runway with a trendy Jolie dress. Choose from a variety of sizes, styles and designs.

Browse all

Classic dresses under $90

Dress to impress with a Jessica®/MD dress. After all, the classic look never goes out of style!

Browse all

All the brands you know and trust

All the brands you know and trust Liz ClaiborneJones & CoJolieAttitudeNygard CollectiontogetherTradition Jessica
Shop all brands
Jones&Co Houndstooth Jersey

Jones&Co Houndstooth Jersey

  • This Jones&Co dress can be worn from desk to dinner and its rouching creates a nice shape.

$109.00

JESSICA /MD Sequined Dress With Lace Ruffles

JESSICA /MD Sequined Dress With Lace Ruffles

3 reviews

  • Take summer by storm with this gorgeous blue pearl colour dress. Designed with sequined details and beautiful lace ruffles, it will make you the hit of any summer party.

$99.99

Tradition /MD Women's Layered Chiffon Dress

Tradition /MD Women's Layered Chiffon Dress

1 review

  • There's nothing like double layers of floaty chiffon to make you feel special. This elegant chiffon dress will go out to dinner, take you to a party and make the right impression at any business or pleasure event. Who doesn't need at least one dress like that in their wardrobe?

$41.94

JESSICA /MD Side Pleated Velvet Dress

JESSICA /MD Side Pleated Velvet Dress

  • Transform any hallway into a runway with this stunning velvet dress. Its side pleated design and flattering drape helps you look your best, no matter what the occasion. Apart from its fabulous look, the smooth velvet also has a great texture that makes you feel as good as you look. Consistent with that appealing confident feminine look, this dress is just what you would expect from Jessica..

$79.99

JESSICA /MD Belted Dress

JESSICA /MD Belted Dress

  • Add some fun to your wardrobe with this Jessica dress. Comes with belt for added shape and bottom flares out for comfort and movement.

$39.97

JESSICA /MD Women's Print Wedge Dress

JESSICA /MD Women's Print Wedge Dress

1 review

  • It's time to bloom! Have a spring fling with a lush floral print dress and turn heads wherever you go. You'll love the wedge cut that flares slightly at the skirt, and the black bands bracketing the floral print. If you're looking for a spring/summer dress to take you from desk to dinner, this is it.

Save 50%From $29.99

JESSICA /MD Bead-Trimmed Dress

JESSICA /MD Bead-Trimmed Dress

7 reviews

  • A beaded 'Cleopatra' neckline frames this loose draped dress to ignite your day or evening look. Enjoy this classic straight cut design for a lean and feminine silhouette.

    W- 4855258

Save 50%From $29.99

Tradition /MD Figure-Friendly Cowl-Neck Dress

Tradition /MD Figure-Friendly Cowl-Neck Dress

5 reviews

  • It's the little black & white dress as you've never seen it, styled up in tropical print with a cowl neckline and smoothers built in. Appropriate for the office but capable of so much more.

From $39.97

JESSICA /MD Women's Print Keyhole Front Dress

JESSICA /MD Women's Print Keyhole Front Dress

  • Modern love. Cool tones of blue and aqua mean this abstract print dress is a perfect summer partner. A peek-a-boo keyhole bodice adds a playful feminine touch.

Save 50%$29.99

JESSICA /MD Sleeveless Wrap-Style Dress

JESSICA /MD Sleeveless Wrap-Style Dress

56 reviews

  • Spend your summer looking and feeling beautiful in this pretty print dress. The style easily takes you from desk to dinner. Lightweight fabric provides stretch for a figure skimming fit with plenty of movement.

Save 50%$29.99

JESSICA /MD Women's Print Wedge Dress

JESSICA /MD Women's Print Wedge Dress

1 review

  • It's time to bloom! Have a spring fling with a lush floral print dress and turn heads wherever you go. You'll love the wedge cut that flares slightly at the skirt, and the black bands bracketing the floral print. If you're looking for a spring/summer dress to take you from desk to dinner, this is it.

Save 50%From $29.99

Tradition /MD Women's 2-Piece Dress And Jacket Set

Tradition /MD Women's 2-Piece Dress And Jacke...t Set

3 reviews

    Click for SavingsFrom $47.99

    JESSICA /MD Crossover Print Dress

    JESSICA /MD Crossover Print Dress

    41 reviews

      From $39.97

      together /MD Dress- Knotted illusion dress

      together /MD Dress- Knotted illusion dress

      1 review

        Today Only Save 30%$69.99

        Sears Canada has a wide variety of women's dresses online, with a fashionable selection of prom dresses, sun dresses, and plus size dresses. No matter what type of dress you're looking for there's something at Sears Canada to fit your shape and flatter your figure. From wedding gowns to formal dresses, cocktail, casual, and career, there's something for every taste and clothing for all occasions.