• Newsletters
  • Subscribe
/
1x
Fashion

30 summer dresses to wear through fall

Buy now, add a leather jacket later.
By Jill Rosenzweig
Add as preferred on Google(opens in a new tab)
30 summer dresses to wear through fall

30 dresses buy now wear into fall

That's a wrap

Diamond foulard wrap dress, $163, Ann Taylor.

30 summer dresses to wear through fall

Free flow

Black kimono midi dress, $70, Express.

30 summer dresses to wear through fall

Jean queen

Dark denim dress, $80, Mango.

30 summer dresses to wear through fall

Sweets stripes

Women's fit & flare dress, $24, Old Navy.

Advertisement
30 summer dresses to wear through fall

Olive this

Women's plus jersey swing dress, $30, Old Navy.

30 summer dresses to wear through fall

Lovely LBD

Casimir dress, $98, Aritzia.

Related Stories

5 Must-Buy Pieces From  Roots’ End-of-Season Sale
Fashion

5 Must-Buy Pieces From Roots’ End-of-Season Sale 

From breezy summer staples to layers you'll wear on repeat all year long.
30 summer dresses to wear through fall

Mod appeal

Colour-blocked sheath dress, $134, Ralph Lauren.

Advertisement
30 summer dresses to wear through fall

Boho babe

Scarf-print long dress, $160, Violeta by Mango.

30 summer dresses to wear through fall

Cranberry crush

Classic t-shirt dress, $20, Forever 21.

30 summer dresses to wear through fall

Tie one on

Self-tie bow shift dress, $30, Forever 21.

30 summer dresses to wear through fall

Haute hippie

Flared dress, $35, H&M

Advertisement
30 summer dresses to wear through fall

On the fringe

Frayed shirt dress, $92, ASOS.

30 summer dresses to wear through fall

Black attack

Greta silk dress, $199, Club Monaco.

30 summer dresses to wear through fall

Grey gal

Mélange jersey faux wrap dress, $70, Le Chateau.

30 summer dresses to wear through fall

Floral arrangement

Floral silhouette shirtdress, $32, Talbots.

Advertisement
30 summer dresses to wear through fall

Bed of roses

L&L lace shirt dress, $140, Addition Elle.

30 summer dresses to wear through fall

Elegant lace

Lillan lace shift, $295, Anthropologie.

30 summer dresses to wear through fall

Hot under the collar

Architechtural print dress, $135, Tristan.

30 summer dresses to wear through fall

Nautical necessity

Merino striped sweater-dress, $187, J. Crew.

Advertisement
30 summer dresses to wear through fall

Sweet and tartan

Mixprint shirtdress, $109, LOFT.

30 summer dresses to wear through fall

Meow, meow

Oasis leopard print shift dress, $120, ASOS.

30 summer dresses to wear through fall

Army base

Oversized shirt dress, $56, Topshop.

30 summer dresses to wear through fall

Here's the scoop

Racerback dress, $24, Joe Fresh.

Advertisement
30 summer dresses to wear through fall

Nicely knit

Pleated dress, $139, Zara.

30 summer dresses to wear through fall

Purple pleats

Pleated fit and flare dress, $40, Dynamite.

30 summer dresses to wear through fall

Black and right

Print shift dress, $73, Nordstrom.

30 summer dresses to wear through fall

Roomy with a view

Relaxed t-shirt dress, $55, Gap.

Advertisement
30 summer dresses to wear through fall

Perfect plaid

Short-sleeve dress in masmodil plaid, $124, Madewell.

30 summer dresses to wear through fall

Wine & dine

Torylev dress in Slinky, $475, Theory.

30 summer dresses to wear through fall

The very best of Chatelaine straight to your inbox.

By signing up, you agree to our terms of use and privacy policy. You may unsubscribe at any time.
Advertisement
Advertisement
Copy link

More Like This

Chatelaine Summer 2026 cover, featuring a woman biting into a burger.

Subscribe to Chatelaine!

Sandwiches! Sundaes! Jello shots! Plus the lowdown on the female desire pill, women who hit major life milestones at 50 and guest editor Meredith Shaw's all-Canadian summer lookbook.