5 Favorite Summer Dresses

I love summer for the weather, the fresh produce, and the simplicity of getting dressed. There is nothing better than being able to throw on a dress and a pair of sandals to run to dinner or meet a friend. I am based in Chicago when I am not traveling, and we are in some style of coat most of the year. We have a few easy and warm months to run around in dresses. These are my five favorite summer dresses, and I have been wearing them on repeat this year.

  • 1

    Pippa Short Dress

    This Sézane Pippa dress comes in multiple colors. The dress style is a staple that is brought back year after year for a good reason. Pippa runs in a short and long version. I prefer the short version and find myself throwing it on often.

    Think of it as a t-shirt dress with a tie on the side. The tie is a fun style detail that elevates the dress style and it is flattering on.

    This is the $25 Target version and has been a reader favorite. Either way, I recommend adding this style to your summer dress closet.

  • 2

    J.Crew Sweetheart Dress $98

    This J.Crew Sweetheart dress instantly caught my eye. It comes in a cream and black. I ordered the small and it fits true to size. The dress washes and wears well and is perfect for a hot summer day. I am 5’6″ and the length is great. If you are petite, this dress may not be best for you.

  • 3

    Boden Blue Shirt Dress

    This Boden Blue Shirt Dress is perfection. I found this earlier on before the warm weather hit and I couldn’t wait to wear it. The style fits me well with the belt and I love the color. This quickly sold out after I shared it. There are a few other colors and styles still available on the Boden site in pink. I hope they bring back a version of this for fall.

  • 4

    Frank and Eileen Mary Dress

    The Frank and Eileen Mary dress fits a little oversized. I typically order a size small. It is a great dress for running errands, road trips, and makes a great cover up at the beach or pool. I packed two of these in black and white for our trip to Italy. I own the dress in the denim but it also comes in linen and so many great color options.

  • 5

    Dorotha Red Dress

    The color red has become my signature over the years. I love a red dress no matter what the season. This Dorotha dress has adorable ties at the shoulders and has a flattering fit that hits mid calf. It also comes in black and cream if red isn’t your color.

    I paired my dress with espadrilles to finish off the look.

Pippa Sézane Short Dress: 5 Favorite Dresses for Summer

red Pippa Sézane dress 5 favorite dresses for summer
Black Pippa Sézane dresses for summer

J.Crew Sweetheart Dress

Dorotha Dress Sézane

Boden Shirt Dress

Boden Blue Dress
Boden Blue Dress

Sandal Options for Dress Pairings

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  1. You look so naturally beautiful in your photographs! Thank you for sharing your favorite dresses on the blog!