20+ Summer Maxi and Midi Skirts You’ll Love (Casual + Shabbos)

There’s certain elements that make a skirt summer worthy: easy to wear, extra pretty, and light and airy. Here are some that qualify.

Easy, breezy, comfortable, flowy…there are some summer skirts that simply feel great to wear. 

No matter what you’re looking for this season, there’s something summer-worthy for everyone in this roundup! If maxi isn’t your style, we also found some midis that have that same summery feel.

The skirts below are listed in price order, from low to high.

Stretch Maxi Skirt

$20.


Going to the pool?
Or carpool?

Where ever you’re running, this skirt will keep you covered and comfy.

Maxi Circle Skirt

$35

A blank canvas for your outfit.

Saks Smocked Waist Skirt

$45

Light seersucker fabric in three great basic summer colors.



Seersucker Maxi Skirt

$49.90

In black and white in light, airy, summery seersucker.

Gingham Maxi Skirt

$49.90

The Gingham version is also adorable.

Poplin Maxi Skirt

$50

The perfect go-to everyday skirt in black, white, and smart stripes.

Lowen Midi Skirt

$60

Do you need a cute skirt to match a specific top? The Lowen comes in every color possible!

Lucy Paris Poplin Skirt

$70

A great basic, both for its quality and fit.

Pretty in Peach

$82

Something so charming about this peach print. Also comes in solid navy and white.

Cotton Poplin Maxi Skirt

$85

Available in a range of colors, this voluminous skirt is a great summer go-to.

Striped Belted Yoke Midi Skirt

$97

Crisp and tailored in up-to-date stripes.

Tea Length Navy Skirt

$104

This skirt has more of a classy, Shabbos feel.

Madewell Cotton Smocked Skirt

$118

So easy and will pair with any top in your closet.

Midi Skirt in Ultrasoft Cotton

$118

Love the stripes on this A-line skirt.

Ralph Lauren Georgette Tiered Skirt

$125

A muted floral you can dress up or down with your solid-colored tee, shirt, or cotton sweater. Comes in more pretty prints as well.

Drop Waist Midi Skirt

$140

A very distinctive, pretty print. The same skirt also comes in a black wash type of grey denim.

Poplin Bubble Max Skirt

$148

So pretty and fun in pink.

Yoke Tiered Midi Skirt

$155-$165

Love this skirt, but wish it came in better colors! Currently only denim and green are available. Note that it runs small.

Stencil Bloom Maxi Skirt

$185

Strikingly different and pretty.

Ralph Lauren Chambray Denim Tiered Midi Skirt

$185

It’s the kind of classic skirt that will get endless wear.

Farm Rio Garden Terrace Skirt

$198

Distinctively different and beautiful.

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Between Carpools is a collaboration between five talented friends who like to get a lot of stuff done “between carpools.” Since 2016, we’ve been sharing home and organizing tips, parenting insights, activities, how-to’s and DIYs, and of course, entertaining ideas, recipes, and inspiring reads both on the site and app.

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