20 Easy, Flattering Summer Dresses

I live in dresses over the summer. Our house doesn’t have air conditioning. so dresses are a great way to stay cool. (Who wants to wear jeans in the heat?) I also love the fact that it’s a no-thinking-required outfit. I don’t have to worry about matching things — I just throw it on and go. They can double as a swim cover-ups or be dressed up for a night on the town.

Here are a few easy dresses that I either own or would like to own, in a variety of styles and price points, in shapes that would flatter any figure.

  • 20 Easy Summer Dresses 1 of 21
    twenty-easy-summer-dresses1
  • =HIGH-LOW HEM SUNDRESS 2 of 21
    HIGH-LOW-HEM-SUNDRESS
    Love this nautical-inspired sundress from Target
    $24.99
  • SKATER DRESS WITH PINTUCKS AND SELF BELT 3 of 21
    SKATER-DRESS-WITH-PINTUCKS
    Love the pintucks and the perfect green color
    by ASOS
  • KNIT LACE STRIPE MAXI DRESS 4 of 21
    KNIT-LACE-STRIPE-MAXI-DRESS
    I love how cozy and serene this dress looks.
    $69.00
  • HARBOR JERSEY CHEVRON DRESS 5 of 21
    HARBOR-JERSEY-CHEVRON-DRESS
    Just bought this one. The chevron stripes are so flattering.
    $47.99

     

  • SHIRRED SILK DRESS 6 of 21
    SHIRRED-SILK-DRESS
    This silk sundress is light and breezy and POCKETS! 
    SHIRRED SILK DRESS by Madewell. 
    $150.00

     

  • SCRIBBLE STRIPE MAXI DRESS 7 of 21
    SCRIBBLE-STRIPE-MAXI-DRESS
    Long striped maxi. Can you mix boho with preppy? The answer is yes.
    $118.00
  • MARRAKESH STRIPE DRESS 8 of 21
    MARRAKESH-STRIPE-DRESS
    A striped maxi dress with button placket front and scoop neck. 
    MARRAKESH STRIPE DRESS by Free People. 
    $98.00

     

  • AFTERNOON DRESS IN TEXTURED STRIPE 9 of 21
    AFTERNOON-DRESS-IN-TEXTURED-STRIPE
    Just got this dress at Madewell - so flatting and it looks like it won't wrinkle. Perfect travel dress. 
    AFTERNOON DRESS IN TEXTURED STRIPE 
    by Madewell. 
    $110.00
  • SKATER DRESS 10 of 21
    SKATER-DRESS
    I love the cut of this fine striped skater dress
    $47.52
  • BABYDOLL MAXI DRESS 11 of 21
    BABYDOLL-URBAN-DRESS
    This is a throw-back to my high school grunge days.
    BABYDOLL MAXI DRESS 
    by Urban Renewal
    $59.00
  • CROSSOVER MAXI DRESS 12 of 21
    CROSSOVER-MAXI-DRESS
    Love the draping and the color contrast. 
    CROSSOVER MAXI DRESS 
    by Mossimo. $22.
  • CUTOUT COLORBLOCK MINI DRESS 13 of 21
    CUTOUT-COLORBLOCK-MINI-DRESS
    Bright color-blocking in a flattering sheath dress.
    $69.00
  • AUDRINA MAXI DRESS 14 of 21
    Audrina-Maxi-Dress
    An elegant shape with a casual cool feel - love the side slits of this 
    AUDRINA MAXI DRESS  by Free People.
    $88.00
  • SLEEVELESS POCKET-TEE DRESS 15 of 21
    SLEEVELESS-POCKET-TEE-DRESSES
    Perfect for lounging around the house on a hot summer day.
    $20.00
  • AFTERNOON DRESS 16 of 21
    AFTERNOON-DRESS
    This dress. Oh my word. I bought it in two colors. The trifecta: flattering, pockets + wrinkle-free. 
    AFTERNOON DRESS by Madewell. 
    $98.00
  • WIDE-STRIPE LINEN T-SHIRT DRESS 17 of 21
    WIDE-STRIPE-LINEN-T-SHIRT-DRESS
    Just got this one - the linen is so soft and comfortable. Like wearing pajamas.
    $37.99
  • V-NECK STRIPED KNIT DRESS 18 of 21
    V-NECK-STRIPED-KNIT-DRESS
    An easy cover-up that can transition to date night. Think I need this for our cruise. 
    by Mossimo.
    $24.99
  • SWEATSHIRT DRESS 19 of 21
    SWEATSHIRT-DRESS
    How cozy does this look? I think I need it. 
    SWEATSHIRT DRESS by Madewell. 
    $118.00
  • STRIPED WOVEN MAXI DRESS 20 of 21
    STRIPED-WOVEN-MAXI-DRESS
    Striped maxi dress in red and navy
  • STRIPE DRESS 21 of 21
    STRIPE-DRESS
    A cute, casual stripe sundress. This is the new version of the "muu muu".
    STRIPE DRESS by Splendid
    $108.00
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