Dresses With Jackets Are a Chic Closet Combination to Consider This Fall

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According to calendars, there are a few precious weeks of summer left to enjoy. But lately, many New Yorkers have noticed a crisp, cool breeze while walking the city streets. It’s beginning to feel a lot like fall. Specifically and sartorially, it’s beginning to feel like the best part of fall: the transitional season. The early weeks of September are one of the most exciting times to get dressed. It’s finally time to pull out the new jackets and jeans that are burning a hole in the back of your closet, but your favorite summer staples can still stay in play.

One of our favorite transitional outfit ideas is the simple combination of a jacket (be a blazer or ladylike jacket) and a dress. Sure, the two-piece formula may seem obvious, but much like its summer counterpart (dresses and sneakers!), it’s a versatile look that can be worn in endless iterations. The best blazer and dress combos are lessons in contrast—feminine versus masculine, long mixed with short, and business meets casual. For our favorite ways to wear it this fall, discover our edit below.

Vogue’s Fall Dress Wish List:

Vogue’s Fall Jacket Wish List:

Image may contain: Clothing, Dress, Fashion, Coat, and Robe

Jil Sander

wool-blend and satin midi dress

Image may contain: Blazer, Clothing, Coat, Formal Wear, Jacket, Suit, and Tuxedo

The Row

Alda double-breasted Cady blazer

Image may contain: Clothing, Dress, Formal Wear, Fashion, Skirt, Evening Dress, Robe, and Gown

Khaite

Hencil knitted midi dress

Image may contain: Clothing, Coat, Jacket, Blazer, Knitwear, and Sweater

Courrèges

Officer Prince of Wales checked tweed jacket

Image may contain: Clothing, Dress, Adult, Person, Wedding, and Formal Wear

Posse

Raquel floral cotton-silk maxi dress

Image may contain: Clothing, Coat, Blazer, Jacket, and Suede

Staud

Corrine single-breasted suede jacket

Image may contain: Clothing, Long Sleeve, Sleeve, Dress, Fashion, Home Decor, Linen, Formal Wear, and Blouse

Staud

Douvres knit midi dress

Image may contain: Blazer, Clothing, Coat, Formal Wear, Jacket, Suit, and Tuxedo

Róhe

pinstriped wool-blend twill wrap blazer

Image may contain: Clothing, Dress, Fashion, Skirt, Tank Top, and Formal Wear

Peter Do

silk-blend maxi dress

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Bettter

V-cut 90s wool blazer

Image may contain: Clothing, Dress, Blouse, Home Decor, and Linen

Diotima

Pocomania open-knit cotton maxi dress

Image may contain: Clothing, Coat, Jacket, Long Sleeve, Sleeve, Pants, and Shirt

Marc Jacobs

fluted denim jacket

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Cos

striped midi T-shirt dress

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Bally

leather blazer

Image may contain: Clothing, Dress, Fashion, Formal Wear, Gown, Skirt, Evening Dress, and Robe

Proenza Schouler

Bella sleeveless maxi dress

Image may contain: Blazer, Clothing, Coat, Jacket, Formal Wear, Suit, Long Sleeve, Sleeve, and Tuxedo

Loulou Studio

Lavena single-breasted collarless jacket

Image may contain: Clothing, Dress, Fashion, Robe, Formal Wear, and Gown

Loretta Caponi

Cassiopea cotton-poplin maxi dress

Image may contain: Blazer, Clothing, Coat, Jacket, Long Sleeve, and Sleeve

Marni

Cady jacket

Image may contain: Clothing, Dress, Skirt, and Beachwear

Dôen

Rosaria floral silk-blend midi-dress

Image may contain: Blazer, Clothing, Coat, and Jacket

Miu Miu

logo-embroidered mohair blazer

Image may contain: Clothing, Dress, Fashion, Formal Wear, Coat, Long Sleeve, Sleeve, Robe, and Gown

Ulla Johnson

Kalena draped crepe midi dress

Image may contain: Blazer, Clothing, Coat, Jacket, Formal Wear, and Suit

Zara

oversized crop pinstripe blazer

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Zara

contrast midi dress

Image may contain: Blazer, Clothing, Coat, Jacket, Formal Wear, Suit, Tuxedo, Shirt, Long Sleeve, and Sleeve

Toteme

recycled canvas blazer

Image may contain: Clothing, Dress, Formal Wear, Fashion, Gown, Wedding, and Wedding Gown

Matteau

gathered drop-waist organic cotton maxi dress

Image may contain: Clothing, Coat, Jacket, Formal Wear, Suit, Blazer, and Tuxedo

Helmut Lang

cropped wool wrap blazer

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Mango

crop suiting jacket

Image may contain: Clothing, Long Sleeve, Sleeve, Coat, and Dress

St. Agni

jersey turtleneck maxi dress

Image may contain: Clothing, Coat, Jacket, Blazer, Home Decor, Linen, Formal Wear, and Suit

Peter Do

oversized wool blazer

Image may contain: Clothing, Dress, Accessories, Bag, Handbag, and Pattern

J.Crew

squareneck midi dress

Image may contain: Clothing, Coat, Jacket, and Overcoat

Nour Hammour

Zakary belted paneled leather jacket

Image may contain: Clothing, Shorts, Skirt, and Coat

Helmut Lang

scarf-hem midi dress

Image may contain: Clothing, Coat, Blazer, Jacket, Formal Wear, Suit, and Overcoat

St. Agni

longline wool jacket

Image may contain: Clothing, Dress, Formal Wear, Skirt, and Evening Dress

Esse Studios

strapless knit maxi dress

Image may contain: Clothing, Coat, Formal Wear, Jacket, Suit, Blazer, Long Sleeve, Sleeve, and Tuxedo

Tove

Selena crepe blazer

Image may contain: Clothing, Long Sleeve, Sleeve, Dress, Fashion, Skirt, and Coat

Uniqlo

combination dress

Image may contain: Clothing, Coat, Jacket, Blazer, Knitwear, Sweater, Long Sleeve, and Sleeve

Veronica Beard

Andrea suede jacket