Fit & Flare

  • 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 Fit and Flare Sleeveless Dress
    Linen Blend Fit and Flare Sleeveless Dress

    Linen Blend Fit and Flare Sleeveless Dress

    New Online Exclusive

    Linen Blend Fit and Flare Sleeveless Dress

    $99.95
    $99.95
  • 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

    New Online Exclusive

    Fit and Flare Sleeveless Dress with Eyelets

    $99.95
    $99.95
  • 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

    Responsible, Sleeveless Henley Flared Maxi Dress

    $99.95
    $99.95
  • 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

    New

    Responsible, Striped Sleeveless Henley Flared Maxi Dress

    $99.95
    $99.95
  • 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

    New

    Green Printed Sleeveless Midi Dress with Elastic Waist

    $99.95
    $99.95
  • 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

    New

    Responsible, Striped Short-Sleeve Dress with Knot

    $59.95
    $59.95
  • Sleeveless Panel Midi Dress
    Sleeveless Panel Midi Dress
    Sleeveless Panel Midi Dress
    Sleeveless Panel Midi Dress
    Sleeveless Panel Midi Dress
    Sleeveless Panel Midi Dress

    Sleeveless Panel Midi Dress

    New

    Sleeveless Panel Midi Dress

    $99.95
    $99.95
  • 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
    Pink Midi Tiered Utility Shirt Dress

    Pink Midi Tiered Utility Shirt Dress

    New

    Pink Midi Tiered Utility Shirt Dress

    $99.95
    $99.95
  • Smocked Maxi Dress with Cap Sleeves
    Smocked Maxi Dress with Cap Sleeves
    Smocked Maxi Dress with Cap Sleeves
    Smocked Maxi Dress with Cap Sleeves
    Smocked Maxi Dress with Cap Sleeves

    Smocked Maxi Dress with Cap Sleeves

    New

    Smocked Maxi Dress with Cap Sleeves

    $99.95
    $99.95
  • Fit and Flare Elbow-Sleeve Rib Knit Dress
    Fit and Flare Elbow-Sleeve Rib Knit Dress
    Fit and Flare Elbow-Sleeve Rib Knit Dress
    Fit and Flare Elbow-Sleeve Rib Knit Dress
    Fit and Flare Elbow-Sleeve Rib Knit Dress
    Fit and Flare Elbow-Sleeve Rib Knit Dress
    Fit and Flare Elbow-Sleeve Rib Knit Dress

    Fit and Flare Elbow-Sleeve Rib Knit Dress

    Fit and Flare Elbow-Sleeve Rib Knit Dress

    $23.98
    $23.98 $99.95
    Extra 40% off applied
    Sale
  • Responsible, Scoop Neck Sleeveless Dress with Slit
    Responsible, Scoop Neck Sleeveless Dress with Slit
    Responsible, Scoop Neck Sleeveless Dress with Slit
    Responsible, Scoop Neck Sleeveless Dress with Slit
    Responsible, Scoop Neck Sleeveless Dress with Slit
    Responsible, Scoop Neck Sleeveless Dress with Slit

    Responsible, Scoop Neck Sleeveless Dress with Slit

    New Online Exclusive

    Responsible, Scoop Neck Sleeveless Dress with Slit

    $89.95
    $89.95
  • Printed Maxi Crew Neck Sleeveless Dress with Tiered Skirt
    Printed Maxi Crew Neck Sleeveless Dress with Tiered Skirt
    Printed Maxi Crew Neck Sleeveless Dress with Tiered Skirt
    Printed Maxi Crew Neck Sleeveless Dress with Tiered Skirt
    Printed Maxi Crew Neck Sleeveless Dress with Tiered Skirt
    Printed Maxi Crew Neck Sleeveless Dress with Tiered Skirt

    Printed Maxi Crew Neck Sleeveless Dress with Tiered Skirt

    New

    Printed Maxi Crew Neck Sleeveless Dress with Tiered Skirt

    $89.95
    $89.95
  • Denim Midi Utility Shirt Dress with Tiered Skirt
    Denim Midi Utility Shirt Dress with Tiered Skirt
    Denim Midi Utility Shirt Dress with Tiered Skirt
    Denim Midi Utility Shirt Dress with Tiered Skirt
    Denim Midi Utility Shirt Dress with Tiered Skirt

    Denim Midi Utility Shirt Dress with Tiered Skirt

    New

    Denim Midi Utility Shirt Dress with Tiered Skirt

    $99.95
    $99.95
  • Responsible, Short-Sleeve Scoop-Neck Dress with Side Knot
    Responsible, Short-Sleeve Scoop-Neck Dress with Side Knot
    Responsible, Short-Sleeve Scoop-Neck Dress with Side Knot
    Responsible, Short-Sleeve Scoop-Neck Dress with Side Knot
    Responsible, Short-Sleeve Scoop-Neck Dress with Side Knot
    Responsible, Short-Sleeve Scoop-Neck Dress with Side Knot

    Responsible, Short-Sleeve Scoop-Neck Dress with Side Knot

    New

    Responsible, Short-Sleeve Scoop-Neck Dress with Side Knot

    $59.95
    $59.95
  • Responsible, Yarn-Dyed Scoop-Neck Sleeveless Dress with Slit
    Responsible, Yarn-Dyed Scoop-Neck Sleeveless Dress with Slit
    Responsible, Yarn-Dyed Scoop-Neck Sleeveless Dress with Slit
    Responsible, Yarn-Dyed Scoop-Neck Sleeveless Dress with Slit
    Responsible, Yarn-Dyed Scoop-Neck Sleeveless Dress with Slit
    Responsible, Yarn-Dyed Scoop-Neck Sleeveless Dress with Slit

    Responsible, Yarn-Dyed Scoop-Neck Sleeveless Dress with Slit

    New

    Responsible, Yarn-Dyed Scoop-Neck Sleeveless Dress with Slit

    $89.95
    $89.95
  • Responsible, Scoop Neck Sleeveless Dress with Slit
    Responsible, Scoop Neck Sleeveless Dress with Slit
    Responsible, Scoop Neck Sleeveless Dress with Slit
    Responsible, Scoop Neck Sleeveless Dress with Slit
    Responsible, Scoop Neck Sleeveless Dress with Slit
    Responsible, Scoop Neck Sleeveless Dress with Slit

    Responsible, Scoop Neck Sleeveless Dress with Slit

    New

    Responsible, Scoop Neck Sleeveless Dress with Slit

    $89.95
    $89.95
  • Responsible, Scoopneck Dress with Cap Sleeves
    Responsible, Scoopneck Dress with Cap Sleeves
    Responsible, Scoopneck Dress with Cap Sleeves
    Responsible, Scoopneck Dress with Cap Sleeves
    Responsible, Scoopneck Dress with Cap Sleeves
    Responsible, Scoopneck Dress with Cap Sleeves

    Responsible, Scoopneck Dress with Cap Sleeves

    Online Exclusive

    Responsible, Scoopneck Dress with Cap Sleeves

    $69.95
    $69.95
  • Responsible, Scoop Neck Dress with Cap Sleeves
    Responsible, Scoop Neck Dress with Cap Sleeves
    Responsible, Scoop Neck Dress with Cap Sleeves
    Responsible, Scoop Neck Dress with Cap Sleeves
    Responsible, Scoop Neck Dress with Cap Sleeves
    Responsible, Scoop Neck Dress with Cap Sleeves

    Responsible, Scoop Neck Dress with Cap Sleeves

    Responsible, Scoop Neck Dress with Cap Sleeves

    $69.95
    $69.95
  • Responsible, Scoop Neck Dress with Cap Sleeves
    Responsible, Scoop Neck Dress with Cap Sleeves
    Responsible, Scoop Neck Dress with Cap Sleeves
    Responsible, Scoop Neck Dress with Cap Sleeves
    Responsible, Scoop Neck Dress with Cap Sleeves
    Responsible, Scoop Neck Dress with Cap Sleeves
    Responsible, Scoop Neck Dress with Cap Sleeves

    Responsible, Scoop Neck Dress with Cap Sleeves

    Responsible, Scoop Neck Dress with Cap Sleeves

    $69.95
    $69.95
  • Responsible, Scoopneck Maxi Dress With Smocking at Waist
    Responsible, Scoopneck Maxi Dress With Smocking at Waist
    Responsible, Scoopneck Maxi Dress With Smocking at Waist
    Responsible, Scoopneck Maxi Dress With Smocking at Waist
    Responsible, Scoopneck Maxi Dress With Smocking at Waist
    Responsible, Scoopneck Maxi Dress With Smocking at Waist
    Responsible, Scoopneck Maxi Dress With Smocking at Waist

    Responsible, Scoopneck Maxi Dress With Smocking at Waist

    Online Exclusive

    Responsible, Scoopneck Maxi Dress With Smocking at Waist

    $89.95
    $89.95
  • Responsible, Scoopneck Maxi Dress With Smocking at Waist
    Responsible, Scoopneck Maxi Dress With Smocking at Waist
    Responsible, Scoopneck Maxi Dress With Smocking at Waist
    Responsible, Scoopneck Maxi Dress With Smocking at Waist
    Responsible, Scoopneck Maxi Dress With Smocking at Waist
    Responsible, Scoopneck Maxi Dress With Smocking at Waist

    Responsible, Scoopneck Maxi Dress With Smocking at Waist

    Online Exclusive

    Responsible, Scoopneck Maxi Dress With Smocking at Waist

    $89.95
    $89.95
  • Penningtons Fit and Flare Woven Dress – Long Sleeve, Midi Length
    Penningtons Fit and Flare Woven Dress – Long Sleeve, Midi Length
    Penningtons Fit and Flare Woven Dress – Long Sleeve, Midi Length
    Penningtons Fit and Flare Woven Dress – Long Sleeve, Midi Length
    Penningtons Fit and Flare Woven Dress – Long Sleeve, Midi Length
    Penningtons Fit and Flare Woven Dress – Long Sleeve, Midi Length
    Penningtons Fit and Flare Woven Dress – Long Sleeve, Midi Length

    Penningtons Fit and Flare Woven Dress – Long Sleeve, Midi Length

    Sale

    Penningtons Fit and Flare Woven Dress – Long Sleeve, Midi Length

    $26.98
    $26.98 $119.95
    Extra 40% off applied
    Sale
  • Denim Long Sleeve Shirt Dress
    Denim Long Sleeve Shirt Dress
    Denim Long Sleeve Shirt Dress
    Denim Long Sleeve Shirt Dress
    Denim Long Sleeve Shirt Dress
    Denim Long Sleeve Shirt Dress

    Denim Long Sleeve Shirt Dress

    Denim Long Sleeve Shirt Dress

    $99.95
    $99.95
  • Purple Foliage Print Sleeveless Flared Maxi Dress
    Purple Foliage Print Sleeveless Flared Maxi Dress
    Purple Foliage Print Sleeveless Flared Maxi Dress
    Purple Foliage Print Sleeveless Flared Maxi Dress
    Purple Foliage Print Sleeveless Flared Maxi Dress

    Purple Foliage Print Sleeveless Flared Maxi Dress

    Purple Foliage Print Sleeveless Flared Maxi Dress

    $89.95
    $89.95
  • Lime Green Linen Blend Button-Up Sleeveless Dress
    Lime Green Linen Blend Button-Up Sleeveless Dress
    Lime Green Linen Blend Button-Up Sleeveless Dress
    Lime Green Linen Blend Button-Up Sleeveless Dress
    Lime Green Linen Blend Button-Up Sleeveless Dress

    Lime Green Linen Blend Button-Up Sleeveless Dress

    New to Sale

    Lime Green Linen Blend Button-Up Sleeveless Dress

    $41.99
    $41.99 $79.95
    Extra 40% off applied
    Sale
  • Long-Sleeve Fit and Flare Dress with Princess Seam
    Long-Sleeve Fit and Flare Dress with Princess Seam
    Long-Sleeve Fit and Flare Dress with Princess Seam
    Long-Sleeve Fit and Flare Dress with Princess Seam
    Long-Sleeve Fit and Flare Dress with Princess Seam
    Long-Sleeve Fit and Flare Dress with Princess Seam

    Long-Sleeve Fit and Flare Dress with Princess Seam

    Online Exclusive

    Long-Sleeve Fit and Flare Dress with Princess Seam

    From $41.99
    From $41.99 $99.95
    Extra 40% 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.