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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.

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Classic dresses under $90

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

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All the brands you know and trust

Jessica Jolie Tradition Liz Claiborne Jones & Co Attitude by Jay Manuel
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JESSICA®/MD Pastel Sheath Dress

JESSICA®/MD Pastel Sheath Dress

25 reviews

  • Take your everyday look up a notch with this chic little sheath dress in Miami-inspired pastel. Designed to suit any body, its straight cut flows over your curves to create a smooth and flattering silhouette. Try a great hobo bag and flats for a shopping date or dress it up with statement jewellery and your favourite heels for a night out!

    WEBCODE: W- 4851040, W- 4851041, W- 4851042

$34.97

JESSICA®/MD Striped T-Shirt Dress

JESSICA®/MD Striped T-Shirt Dress

4 reviews

  • A longer version of your favourite t-shirt, this dress is wonderful for casual outings. Pair with flats and a sunhat to hit the beach or check out the local farmer's market.

$29.97

Jones&Co Classic Dot Swing Dress

Jones&Co Classic Dot Swing Dress

  • This Jones & Co career dress is the perfect flirty and feminine skirt. It is comfortable and easy to move in.

$109.00

JESSICA®/MD Chain Print Shift Dress

JESSICA®/MD Chain Print Shift Dress

10 reviews

  • This lovely little shift dress is the missing link to complete your wardrobe. A very flattering cut, this versatile style goes well dressed-up for special occasion but is comfortable for any workday too.

    WEBCODE: W- 4851044

From $29.97

Jones&Co Swing Dress

Jones&Co Swing Dress

  • The round neck and cap sleeve makes this dress very versatile to wear to work or in the evening. A must have.

$109.00

JOLIE Colour-Blocked Halter Dress

JOLIE Colour-Blocked Halter Dress

2 reviews

  • Jolie Dresses™: Fabulous frocks in styles from trendy to classic, the Jolie line includes casual, fancy and special occasion dresses. Embrace the colour-blocking trend with this maxi-length dress. Easy to dress up or down, it's a perfect addition to your summer wardrobe.

$49.99

JESSICA®/MD Wrap Dress

JESSICA®/MD Wrap Dress

1 review

  • This flattering Jesicca wrap dress is a must add to any wardrobe.

From $24.94

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

together /MD Smocked Tube Skirt

together /MD Smocked Tube Skirt

6 reviews

  • This 60s-inspired skirt is casual enough to wear often, yet superstylish so as to turn a head or two. If you're into couture compliments and daily doses of welcome attention this together piece is a must-own.

$89.99

together /MD Crushed Velvet Dress, Deep Purple

together /MD Crushed Velvet Dress, Deep Purpl...e

5 reviews

  • A dramatically-coloured deep purple piece that you'll love wearing, the together Crushed Velvet Dress will impress everyone on fun nights out with the girls or on a first date with Mr. Right.

$23.94

ATTITUDE JAY MANUEL Short Sleeve Dress with Criss Cross Detail

ATTITUDE JAY MANUEL Short Sleeve Dress with C...riss Cross Detail

  • With an eye towards fresh, cutting edge women's fashions and accessories, the Attitude®/MD Jay Manuel collection from Sears will surely update your wardrobe in style.

$79.99

JESSICA /MD Dress With Rhinestone Buckle At Waist

JESSICA /MD Dress With Rhinestone Buckle At W...aist

7 reviews

  • Summer brings out the prettiest dresses, like this elegant coral dress with sparkling buckle. This dress is perfect from patio to party on a warm summer day. You can also dress it up in the evening with heels for a special date or a fun night out with the girls.

Save $10 until July 28, 2013$59.99

JOLIE V-Neck Style Chiffon Bridesmaid's Dress

JOLIE V-Neck Style Chiffon Bridesmaid's Dress

  • This flirty, flowing dress is ideal for a casual, contemporary wedding party, and equally pretty for any special occasion. Styled with shoulder straps and satin banding that flows into a lovely waterfall hemline. The simple styling is beautiful and oh so feminine.

From $79.99

JOLIEJolie petite Smock Dress

JOLIEJolie petite Smock Dress

11 reviews

  • falls above the knee

$19.99

JESSICA /MD Floral Print Wrap Dress

JESSICA /MD Floral Print Wrap Dress

28 reviews

  • Fleurs for you! This season, the runway's sent flowers... not your garden party variety but lush, exotic blooms on rich black backgrounds. If you want to make a fashion statement, go with a bold floral.

Save 50% until August 18, 2013$29.99

JOLIE Strapless Dress With Crinoline

JOLIE Strapless Dress With Crinoline

  • Jolie Dresses™: Fabulous frocks in styles from trendy to classic, the Jolie line includes casual, fancy and special occasion dresses.

    If you love everything girly, then dress the part in this too cute sleeveless design. The flirty strapless style and zebra print is complemented by the splashes of pretty fuchsia.

Save 50% until August 25, 2013$39.99

JESSICA /MD Peplum Dress

JESSICA /MD Peplum Dress

2 reviews

  • Whatever the occasion, you'll make a bold statement in this classic and sophisticated creation. Elegant peplum design follows your curves and creates a gentle drape over your hips. Accessorize and add cute shoes with your favourite purse and you're all set for the night ahead.

Save 50% until August 25, 2013From $29.99

JESSICA®/MD Crossover Dress With Jeweled Brooch

JESSICA®/MD Crossover Dress With Jeweled Broo...ch

9 reviews

  • Be the picture of beauty and grace in this lovely flowing dress inspired by old Hollywood. Shaped to create a fabulous feminine silhouette with gathered waistband that features a sparkling jeweled accent and flirty fluid skirting with playful high/low hemline.

From $67.49

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.