Fit & Flare

  • Ribbon-Print Mock-Neck Fit and Flare Midi Dress - Addition Elle
    Ribbon-Print Mock-Neck Fit and Flare Midi Dress - Addition Elle
    Ribbon-Print Mock-Neck Fit and Flare Midi Dress - Addition Elle
    Ribbon-Print Mock-Neck Fit and Flare Midi Dress - Addition Elle
    Ribbon-Print Mock-Neck Fit and Flare Midi Dress - Addition Elle
    Ribbon-Print Mock-Neck Fit and Flare Midi Dress - Addition Elle

    Ribbon-Print Mock-Neck Fit and Flare Midi Dress - Addition Elle

    New

    Ribbon-Print Mock-Neck Fit and Flare Midi Dress - Addition Elle

    $119.95
    $119.95
  • Black Fit and Flare V-Neck Shirred Knit Midi Dress - Addition Elle
    Black Fit and Flare V-Neck Shirred Knit Midi Dress - Addition Elle
    Black Fit and Flare V-Neck Shirred Knit Midi Dress - Addition Elle
    Black Fit and Flare V-Neck Shirred Knit Midi Dress - Addition Elle
    Black Fit and Flare V-Neck Shirred Knit Midi Dress - Addition Elle

    Black Fit and Flare V-Neck Shirred Knit Midi Dress - Addition Elle

    New

    Black Fit and Flare V-Neck Shirred Knit Midi Dress - Addition Elle

    $129.95
    $129.95
  • Brown Sleeveless Square-Neck Midi Dress - Addition Elle
    Brown Sleeveless Square-Neck Midi Dress - Addition Elle
    Brown Sleeveless Square-Neck Midi Dress - Addition Elle
    Brown Sleeveless Square-Neck Midi Dress - Addition Elle
    Brown Sleeveless Square-Neck Midi Dress - Addition Elle

    Brown Sleeveless Square-Neck Midi Dress - Addition Elle

    New

    Brown Sleeveless Square-Neck Midi Dress - Addition Elle

    $99.95
    $99.95
  • Fit and Flare Dress with Short Flutter Sleeves - Addition Elle
    Fit and Flare Dress with Short Flutter Sleeves - Addition Elle
    Fit and Flare Dress with Short Flutter Sleeves - Addition Elle
    Fit and Flare Dress with Short Flutter Sleeves - Addition Elle

    Fit and Flare Dress with Short Flutter Sleeves - Addition Elle

    New

    Fit and Flare Dress with Short Flutter Sleeves - Addition Elle

    $119.95
    $119.95
  • Ribbed Fit-and-Flare Crew-Neck Short Dress
    Ribbed Fit-and-Flare Crew-Neck Short Dress
    Ribbed Fit-and-Flare Crew-Neck Short Dress
    Ribbed Fit-and-Flare Crew-Neck Short Dress
    Ribbed Fit-and-Flare Crew-Neck Short Dress

    Ribbed Fit-and-Flare Crew-Neck Short Dress

    New

    Ribbed Fit-and-Flare Crew-Neck Short Dress

    $99.95
    $99.95
  • Responsible, Fit-and-Flare Sweater Dress - Addition Elle
    Responsible, Fit-and-Flare Sweater Dress - Addition Elle
    Responsible, Fit-and-Flare Sweater Dress - Addition Elle
    Responsible, Fit-and-Flare Sweater Dress - Addition Elle
    Responsible, Fit-and-Flare Sweater Dress - Addition Elle

    Responsible, Fit-and-Flare Sweater Dress - Addition Elle

    New

    Responsible, Fit-and-Flare Sweater Dress - Addition Elle

    $129.95
    $129.95
  • Long-Sleeve Fit-and-Flare Dress
    Long-Sleeve Fit-and-Flare Dress
    Long-Sleeve Fit-and-Flare Dress
    Long-Sleeve Fit-and-Flare Dress

    Long-Sleeve Fit-and-Flare Dress

    New

    Long-Sleeve Fit-and-Flare Dress

    $89.95
    $89.95
  • V-Neck Buttoned-Down Midi Dress with Flutter Sleeves - Addition Elle
    V-Neck Buttoned-Down Midi Dress with Flutter Sleeves - Addition Elle
    V-Neck Buttoned-Down Midi Dress with Flutter Sleeves - Addition Elle
    V-Neck Buttoned-Down Midi Dress with Flutter Sleeves - Addition Elle
    V-Neck Buttoned-Down Midi Dress with Flutter Sleeves - Addition Elle
    V-Neck Buttoned-Down Midi Dress with Flutter Sleeves - Addition Elle

    V-Neck Buttoned-Down Midi Dress with Flutter Sleeves - Addition Elle

    New to Sale

    V-Neck Buttoned-Down Midi Dress with Flutter Sleeves - Addition Elle

    $55.99
    $55.99 $99.95
    Extra 20% off applied
    Sale
  • Leaf-Print Sleeveless Midi Dress with Ruffled Empire Waist - Addition Elle
    Leaf-Print Sleeveless Midi Dress with Ruffled Empire Waist - Addition Elle
    Leaf-Print Sleeveless Midi Dress with Ruffled Empire Waist - Addition Elle
    Leaf-Print Sleeveless Midi Dress with Ruffled Empire Waist - Addition Elle
    Leaf-Print Sleeveless Midi Dress with Ruffled Empire Waist - Addition Elle

    Leaf-Print Sleeveless Midi Dress with Ruffled Empire Waist - Addition Elle

    Leaf-Print Sleeveless Midi Dress with Ruffled Empire Waist - Addition Elle

    $99.95
    $99.95
  • Crew-Neck Extended-Sleeve Knit Dress with Side Shirring
    Crew-Neck Extended-Sleeve Knit Dress with Side Shirring
    Crew-Neck Extended-Sleeve Knit Dress with Side Shirring
    Crew-Neck Extended-Sleeve Knit Dress with Side Shirring
    Crew-Neck Extended-Sleeve Knit Dress with Side Shirring

    Crew-Neck Extended-Sleeve Knit Dress with Side Shirring

    New to Sale

    Crew-Neck Extended-Sleeve Knit Dress with Side Shirring

    $23.99
    $23.99 $59.95
    Extra 20% off applied
    Sale
  • Strapless Eyelet Midi Dress - Addition Elle
    Strapless Eyelet Midi Dress - Addition Elle
    Strapless Eyelet Midi Dress - Addition Elle
    Strapless Eyelet Midi Dress - Addition Elle
    Strapless Eyelet Midi Dress - Addition Elle
    Strapless Eyelet Midi Dress - Addition Elle

    Strapless Eyelet Midi Dress - Addition Elle

    100% Cotton New to Sale

    Strapless Eyelet Midi Dress - Addition Elle

    $39.97
    $39.97 $119.95
    Extra 20% off applied
    Sale
  • Denim Buttoned-Down Dolman Sleeve Shirt Dress
    Denim Buttoned-Down Dolman Sleeve Shirt Dress
    Denim Buttoned-Down Dolman Sleeve Shirt Dress
    Denim Buttoned-Down Dolman Sleeve Shirt Dress
    Denim Buttoned-Down Dolman Sleeve Shirt Dress

    Denim Buttoned-Down Dolman Sleeve Shirt Dress

    Denim Buttoned-Down Dolman Sleeve Shirt Dress

    $109.95
    $109.95
  • Denim Sleeveless V-Neck Tiered Maxi Dress - Addition Elle
    Denim Sleeveless V-Neck Tiered Maxi Dress - Addition Elle
    Denim Sleeveless V-Neck Tiered Maxi Dress - Addition Elle
    Denim Sleeveless V-Neck Tiered Maxi Dress - Addition Elle
    Denim Sleeveless V-Neck Tiered Maxi Dress - Addition Elle
    Denim Sleeveless V-Neck Tiered Maxi Dress - Addition Elle

    Denim Sleeveless V-Neck Tiered Maxi Dress - Addition Elle

    Cotton Blend

    Denim Sleeveless V-Neck Tiered Maxi Dress - Addition Elle

    $109.95
    $109.95
  • Floral Sleeveless Fit-and-Flare Maxi Dress - Addition Elle
    Floral Sleeveless Fit-and-Flare Maxi Dress - Addition Elle
    Floral Sleeveless Fit-and-Flare Maxi Dress - Addition Elle
    Floral Sleeveless Fit-and-Flare Maxi Dress - Addition Elle
    Floral Sleeveless Fit-and-Flare Maxi Dress - Addition Elle

    Floral Sleeveless Fit-and-Flare Maxi Dress - Addition Elle

    New

    Floral Sleeveless Fit-and-Flare Maxi Dress - Addition Elle

    $149.95
    $149.95
  • Red Sleeveless V-Neck Tiered Maxi Dress - Addition Elle
    Red Sleeveless V-Neck Tiered Maxi Dress - Addition Elle
    Red Sleeveless V-Neck Tiered Maxi Dress - Addition Elle
    Red Sleeveless V-Neck Tiered Maxi Dress - Addition Elle
    Red Sleeveless V-Neck Tiered Maxi Dress - Addition Elle
    Red Sleeveless V-Neck Tiered Maxi Dress - Addition Elle

    Red Sleeveless V-Neck Tiered Maxi Dress - Addition Elle

    Red Sleeveless V-Neck Tiered Maxi Dress - Addition Elle

    $109.95
    $109.95
  • V-Neck Long Balloon Sleeve Empire Waist Dress
    V-Neck Long Balloon Sleeve Empire Waist Dress
    V-Neck Long Balloon Sleeve Empire Waist Dress
    V-Neck Long Balloon Sleeve Empire Waist Dress
    V-Neck Long Balloon Sleeve Empire Waist Dress

    V-Neck Long Balloon Sleeve Empire Waist Dress

    V-Neck Long Balloon Sleeve Empire Waist Dress

    $99.95
    $99.95
  • Asymmetric Satin Cocktail Midi Dress - Addition Elle
    Asymmetric Satin Cocktail Midi Dress - Addition Elle
    Asymmetric Satin Cocktail Midi Dress - Addition Elle
    Asymmetric Satin Cocktail Midi Dress - Addition Elle
    Asymmetric Satin Cocktail Midi Dress - Addition Elle

    Asymmetric Satin Cocktail Midi Dress - Addition Elle

    Asymmetric Satin Cocktail Midi Dress - Addition Elle

    $149.95
    $149.95
  • Purple Dotted Off-Shoulder Mesh Maxi Dress - Addition Elle
    Purple Dotted Off-Shoulder Mesh Maxi Dress - Addition Elle
    Purple Dotted Off-Shoulder Mesh Maxi Dress - Addition Elle
    Purple Dotted Off-Shoulder Mesh Maxi Dress - Addition Elle
    Purple Dotted Off-Shoulder Mesh Maxi Dress - Addition Elle
    Purple Dotted Off-Shoulder Mesh Maxi Dress - Addition Elle

    Purple Dotted Off-Shoulder Mesh Maxi Dress - Addition Elle

    Purple Dotted Off-Shoulder Mesh Maxi Dress - Addition Elle

    $149.95
    $149.95
  • Fit-and-Flare Sangria Flutter Sleeve Dress
    Fit-and-Flare Sangria Flutter Sleeve Dress
    Fit-and-Flare Sangria Flutter Sleeve Dress
    Fit-and-Flare Sangria Flutter Sleeve Dress
    Fit-and-Flare Sangria Flutter Sleeve Dress
    Fit-and-Flare Sangria Flutter Sleeve Dress

    Fit-and-Flare Sangria Flutter Sleeve Dress

    New to Sale

    Fit-and-Flare Sangria Flutter Sleeve Dress

    From $27.97
    From $27.97 $89.95
    Extra 20% off applied
    Sale
  • Strapless Smocked Heart Chest Maxi Dress
    Strapless Smocked Heart Chest Maxi Dress
    Strapless Smocked Heart Chest Maxi Dress
    Strapless Smocked Heart Chest Maxi Dress
    Strapless Smocked Heart Chest Maxi Dress

    Strapless Smocked Heart Chest Maxi Dress

    Online Exclusive Sale

    Strapless Smocked Heart Chest Maxi Dress

    $39.97
    $39.97 $119.95
    Extra 20% off applied
    Sale
  • Sleeveless Shirred Tier Midi Dress
    Sleeveless Shirred Tier Midi Dress
    Sleeveless Shirred Tier Midi Dress
    Sleeveless Shirred Tier Midi Dress
    Sleeveless Shirred Tier Midi Dress

    Sleeveless Shirred Tier Midi Dress

    100% Cotton Sale

    Sleeveless Shirred Tier Midi Dress

    From $23.97
    From $23.97 $99.95
    Extra 20% off applied
    Sale
  • Ruffled Sleeveless Heart-Shaped Midi Dress with Crochet Tape
    Ruffled Sleeveless Heart-Shaped Midi Dress with Crochet Tape
    Ruffled Sleeveless Heart-Shaped Midi Dress with Crochet Tape
    Ruffled Sleeveless Heart-Shaped Midi Dress with Crochet Tape

    Ruffled Sleeveless Heart-Shaped Midi Dress with Crochet Tape

    New to Sale

    Ruffled Sleeveless Heart-Shaped Midi Dress with Crochet Tape

    From $27.97
    From $27.97 $99.95
    Extra 20% off applied
    Sale
  • Responsible, Short Dolman-Sleeve Tiered Popover Dress
    Responsible, Short Dolman-Sleeve Tiered Popover Dress
    Responsible, Short Dolman-Sleeve Tiered Popover Dress
    Responsible, Short Dolman-Sleeve Tiered Popover Dress
    Responsible, Short Dolman-Sleeve Tiered Popover Dress

    Responsible, Short Dolman-Sleeve Tiered Popover Dress

    Sale

    Responsible, Short Dolman-Sleeve Tiered Popover Dress

    $31.97
    $31.97 $89.95
    Extra 20% off applied
    Sale
  • White Eyelet Lace Sleeveless Midi Dress with Elastic Waist
    White Eyelet Lace Sleeveless Midi Dress with Elastic Waist
    White Eyelet Lace Sleeveless Midi Dress with Elastic Waist
    White Eyelet Lace Sleeveless Midi Dress with Elastic Waist

    White Eyelet Lace Sleeveless Midi Dress with Elastic Waist

    100% Cotton Sale

    White Eyelet Lace Sleeveless Midi Dress with Elastic Waist

    $39.97
    $39.97 $109.95
    Extra 20% off applied
    Sale
  • Heart-Neck Bustier Fit-and-Flare Midi Dress - Addition Elle
    Heart-Neck Bustier Fit-and-Flare Midi Dress - Addition Elle
    Heart-Neck Bustier Fit-and-Flare Midi Dress - Addition Elle
    Heart-Neck Bustier Fit-and-Flare Midi Dress - Addition Elle
    Heart-Neck Bustier Fit-and-Flare Midi Dress - Addition Elle

    Heart-Neck Bustier Fit-and-Flare Midi Dress - Addition Elle

    Sale

    Heart-Neck Bustier Fit-and-Flare Midi Dress - Addition Elle

    From $51.97
    From $51.97 $149.95
    Sale
  • Sleeveless Smocked Crew-Neck Short Dress
    Sleeveless Smocked Crew-Neck Short Dress
    Sleeveless Smocked Crew-Neck Short Dress
    Sleeveless Smocked Crew-Neck Short Dress
    Sleeveless Smocked Crew-Neck Short Dress
    Sleeveless Smocked Crew-Neck Short Dress

    Sleeveless Smocked Crew-Neck Short Dress

    New to Sale

    Sleeveless Smocked Crew-Neck Short Dress

    From $19.97
    From $19.97 $79.95
    Extra 20% off applied
    Sale
  • Sleeveless Smocked Waist Maxi Dress - Addition Elle
    Sleeveless Smocked Waist Maxi Dress - Addition Elle
    Sleeveless Smocked Waist Maxi Dress - Addition Elle
    Sleeveless Smocked Waist Maxi Dress - Addition Elle
    Sleeveless Smocked Waist Maxi Dress - Addition Elle

    Sleeveless Smocked Waist Maxi Dress - Addition Elle

    Sale

    Sleeveless Smocked Waist Maxi Dress - Addition Elle

    $39.97
    $39.97 $119.95
    Extra 20% off applied
    Sale
  • Linen Blend Fit and Flare Sleeveless Dress
    Linen Blend Fit and Flare Sleeveless Dress
    Linen Blend Fit and Flare Sleeveless Dress

    Linen Blend Fit and Flare Sleeveless Dress

    Linen Blend Sale

    Linen Blend Fit and Flare Sleeveless Dress

    $35.97
    $35.97 $99.95
    Extra 20% off applied
    Sale
  • Sleeveless V-Neck Lace Maxi Dress - Addition Elle
    Sleeveless V-Neck Lace Maxi Dress - Addition Elle
    Sleeveless V-Neck Lace Maxi Dress - Addition Elle
    Sleeveless V-Neck Lace Maxi Dress - Addition Elle
    Sleeveless V-Neck Lace Maxi Dress - Addition Elle
    Sleeveless V-Neck Lace Maxi Dress - Addition Elle

    Sleeveless V-Neck Lace Maxi Dress - Addition Elle

    Sale

    Sleeveless V-Neck Lace Maxi Dress - Addition Elle

    $149.95
    $149.95 $149.95
    Sale
  • Fit and Flare Sleeveless Dress with Eyelets
    Fit and Flare Sleeveless Dress with Eyelets
    Fit and Flare Sleeveless Dress with Eyelets
    Fit and Flare Sleeveless Dress with Eyelets
    Fit and Flare Sleeveless Dress with Eyelets
    Fit and Flare Sleeveless Dress with Eyelets

    Fit and Flare Sleeveless Dress with Eyelets

    100% Cotton Sale

    Fit and Flare Sleeveless Dress with Eyelets

    $35.97
    $35.97 $99.95
    Extra 20% off applied
    Sale
  • Responsible, Sleeveless Henley Flared Maxi Dress
    Responsible, Sleeveless Henley Flared Maxi Dress
    Responsible, Sleeveless Henley Flared Maxi Dress
    Responsible, Sleeveless Henley Flared Maxi Dress
    Responsible, Sleeveless Henley Flared Maxi Dress
    Responsible, Sleeveless Henley Flared Maxi Dress

    Responsible, Sleeveless Henley Flared Maxi Dress

    New to Sale

    Responsible, Sleeveless Henley Flared Maxi Dress

    $35.97
    $35.97 $99.95
    Extra 20% off applied
    Sale
  • Responsible, Striped Sleeveless Henley Flared Maxi Dress
    Responsible, Striped Sleeveless Henley Flared Maxi Dress
    Responsible, Striped Sleeveless Henley Flared Maxi Dress
    Responsible, Striped Sleeveless Henley Flared Maxi Dress
    Responsible, Striped Sleeveless Henley Flared Maxi Dress
    Responsible, Striped Sleeveless Henley Flared Maxi Dress

    Responsible, Striped Sleeveless Henley Flared Maxi Dress

    Sale

    Responsible, Striped Sleeveless Henley Flared Maxi Dress

    $35.97
    $35.97 $99.95
    Extra 20% off applied
    Sale
  • Green Printed Sleeveless Midi Dress with Elastic Waist
    Green Printed Sleeveless Midi Dress with Elastic Waist
    Green Printed Sleeveless Midi Dress with Elastic Waist
    Green Printed Sleeveless Midi Dress with Elastic Waist
    Green Printed Sleeveless Midi Dress with Elastic Waist

    Green Printed Sleeveless Midi Dress with Elastic Waist

    Sale

    Green Printed Sleeveless Midi Dress with Elastic Waist

    $35.97
    $35.97 $99.95
    Extra 20% off applied
    Sale
  • Smocked Denim Maxi Dress with Cap Sleeves
    Smocked Denim Maxi Dress with Cap Sleeves
    Smocked Denim Maxi Dress with Cap Sleeves
    Smocked Denim Maxi Dress with Cap Sleeves
    Smocked Denim Maxi Dress with Cap Sleeves

    Smocked Denim Maxi Dress with Cap Sleeves

    Sale

    Smocked Denim Maxi Dress with Cap Sleeves

    $35.97
    $35.97 $99.95
    Extra 20% off applied
    Sale
  • Responsible, Striped Short-Sleeve Dress with Knot
    Responsible, Striped Short-Sleeve Dress with Knot
    Responsible, Striped Short-Sleeve Dress with Knot
    Responsible, Striped Short-Sleeve Dress with Knot
    Responsible, Striped Short-Sleeve Dress with Knot
    Responsible, Striped Short-Sleeve Dress with Knot

    Responsible, Striped Short-Sleeve Dress with Knot

    Sale

    Responsible, Striped Short-Sleeve Dress with Knot

    $19.97
    $19.97 $59.95
    Extra 20% off applied
    Sale
  • Pink Midi Tiered Utility Shirt Dress
    Pink Midi Tiered Utility Shirt Dress
    Pink Midi Tiered Utility Shirt Dress
    Pink Midi Tiered Utility Shirt Dress

    Pink Midi Tiered Utility Shirt Dress

    Sale

    Pink Midi Tiered Utility Shirt Dress

    $31.97
    $31.97 $99.95
    Extra 20% off applied
    Sale

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Fit & Flare at Penningtons

Plus size fit and flare dresses offer a classic and timeless style that is flattering for any figure. With a fitted bodice, a flared skirt, and a feminine silhouette, these dresses are a great choice for any special occasion. Available in a variety of colors, prints, and fabrics, plus size fit and flare dresses come in a range of sizes and styles to suit every woman's body.

Stylish Plus Size Fit and Flare and A-Line Dresses for Any Occasion

Plus size fit and flare dresses are the perfect wardrobe staple for any occasion. Whether you need a dress for an evening out, a day at the office or even a special event like a wedding or prom, these versatile dresses can be dressed up or down to suit any occasion.

Many Materials To Choose From

Knit fabric is perfect for cooler days as it provides warmth and comfort without sacrificing style while woven fabrics are great for warmer weather thanks to their breathable qualities. Denim adds texture and edge to any look.

The necklines available range from classic v-necks to demure high-necks with keyhole cutouts. Short sleeves are perfect when you want to show off your arms while long-sleeves provide coverage when needed.

See More Of Penningtons Plus Size Dresses Now

Casual Dresses

Plus size casual dresses are a great way to express yourself and still look fantastic. From comfortable, loose-fitting cuts to sleek and stylish designs, the right dress can make an outfit.

Little Black Dresses

Plus size little black dresses have become a classic staple in every curvy woman's wardrobe. Whether you're looking to make a statement with an elegant dress for a special occasion, or just want something simple and timeless to wear to the office, there's no better choice than the beloved little black dress.

Maxi Dresses

Plus size maxi dresses are the perfect way to add a touch of glamour and sophistication to any wardrobe. They provide an elegant yet comfortable look that is sure to turn heads.