Summer to Fall: A Seamless Transition Between the Seasons

August can be a tricky month for fashion.

With temperatures still steamy, it seems a bit superfluous to invest in summertime pieces with fall on the horizon.

To help you make more versatile purchases, we’ve picked four transitional basics and paired each of them with items you can wear now and later.


a bright skirt

A great fitting pencil skirt is a year-round closet essential. This cherry-red Diane von Furstenberg skirt is a lovely pop of color for both your summer and fall wardrobes.



Joie white blouse, $198, Neiman Marcus
Diane Von Furstenberg skirt, $198, Neiman Marcus
Ippolita stone necklace, $1395, Neiman Marcus
Leather and straw bag, $328, Kate Spade
Cork wedges, $395, Stuart Weitzman


Navy blazer, $129, Zara
Diane Von Furstenberg skirt, $198, Neiman Marcus
Theory watercolor blouse, $255, Neiman Marcus
Shoulder bag, $1950, Gucci
Navy patent peep toe shoe, $298, Kate Spade

cropped pants

A tailored pair of crops can be perfect for both an evening at Ravinia or a day at the office. In the heat, wear them with a flirty top and a pair of sandals, and when it gets cooler, sport a shrunken blazer and flats for a more polished look.



Rebecca Minkoff printed tote, $295, Neiman Marcus
Navy cropped pant, $59.50, Ann Taylor Loft
Ruffle tank, $69.50, Banana Republic
Gold bracelet $39.50, Banana Republic
Navy and gold sandals, $35, Zara


Navy striped blazer, $79.90, Zara
Sleeveless blouse, $79.50, Banana Republic
Navy cropped pant, $59.50, Ann Taylor Loft
Gold bangles, $195, Neiman Marcus
Satchel, $348, J.Crew
Ballet flats, $178, Tory Burch

a structured dress

Red-orange is a key transitional color this year—popping up in so many designers’ collections for both seasons. At 80 degrees, dress this jumper up with a cute pair of pumps and fun earrings. And once the leaves start to change, grab a lightweight trench and slip on a new pair of boots.



Tory Burch jumper, $350, Neiman Marcus
Lana earrings, $1,150, Neiman Marcus
Marc Jacobs quilted bag, $895, Neiman Marcus
Patent peep toe shoes, $795, Christian Louboutin


Tory Burch jumper, $350, Neiman Marcus
Burberry Trench coat, $750, Neiman Marcus
Parisian charm bracelet, $88, Kate Spade
Le Pepe boots, $398, Lori’s Shoes
Metallic gold satchel, $995, Tiffany & Co.

a flirty dress

 Navy is a classic at any time of year and this dress can be as versatile as that coveted little black dress in your closet. Embrace the last few days of summer by accessorizing it with wedges and a straw bag or protect yourself from the lake breeze with boots and a colored scarf that can serve as a wrap if the temperature continues to drop.



Knit lace dress, $98,  Banana Republic
Blue stone necklace, $38, Fresh Ideas
Tory Burch wedges, $295, Neiman Marcus
Raffia bag, $29.90, Zara
Snap cuff, $125, Tory Burch


Knit lace dress, $98,  Banana Republic
Tory Burch scarf, $165, Neiman Marcus
Riding Boot, $495, Tory Burch
Satchel, $348, JCrew

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