Not All Dresses and Jackets Go Together, But These 8 Timeless Combinations Work

·4-min read

Summer might be close to becoming a distant memory, but we're not forgoing dresses just yet (if at all). With temperatures swiftly plummeting, however, we recommend wearing yours with one item in particular: a jacket. You might not think it, but dresses and jackets are notoriously difficult to style together. With varying lengths, it doesn't take much, perhaps an inch in either direction, to throw off your look. And of course, this isn't what you want or deserve.

Fret not, though, for we've found eight foolproof jackets to go with dresses; a formidable outfit combination that'll see you through autumn and beyond. Whether your style errs on the casual side or you prefer a more polished way of dressing, our fashion friends have your next dress-and-jacket outfit sorted. So what are you waiting for? Give your jeans and jumpers a break, and keep scrolling to see and shop our favourite jackets to wear with dresses.


Style Notes: A belted jacket will create a flattering silhouette when paired with just about any dress, but looks particularly modern alongside a bright mini and ankle boots.

Shop the look:

Marks & Spencer Faux Leather Belted Shacket (£55)

ASOS Curve Mini Dress With Satin Trim Ruffle and Tie Detail (£40)

Russell & Bromley Twiggy Boots (£245)


Style Notes: The '80s might be dominating the fashion scene this season, but that doesn't mean the '70s have been completely overlooked. Suede fringed jackets are a must-buy for autumn and winter, and cream linen is the perfect accompaniment.

Shop the look:

Twist & Shout Vegan Shacket (£118)

COS Gathered Dress (£89)

Loewe Puzzle Leather Cross-Body Bag (£2350)

Isabel Marant Etoile Kindsay Low Trainers (£319)


Style Notes: A blazer is a seasonless wardrobe staple that can be worn all year round. We suggest matching an oversize iteration alongside a mini dress and ankle boots for autumn.

Shop the look:

Monki Oversized Blazer (£60)

& Other Stories Printed Scallop Wrap Mini Dress (£65)

By Far Este Boots (£405)


Style Notes: One of the easiest fabric pairings out there is plaid and denim, and we love how Erika Boldrin has given it an elegant spin in the form of a dress and jacket as opposed to the usual jeans-and-shirt combination.

Shop the look:

Red Valentino Double-Breasted Coat (£595)

Remain Edinisa Denim Dress (£230)

Gucci Foldable-Heel Leather Horsebit Loafers (£575)


Style Notes: Traditional checks can be difficult to style. Instead, follow Michelle Driscoll's lead by wearing a modern, colourful check alongside a neutral-toned jacket.

Shop the look:

Arket Oversized Linen Blend Blazer (£150)

Kitri Margot Orange Gingham Midi Dress (£145)

Monki Faux Leather Cowboy Boots (£60)


Style Notes: While we're on the subject, slip dresses are still all the rage right now. When you're not at weddings, we recommend wearing them with a top underneath. Then give it an edgy overhaul with a leather biker just like Scandi style guru Jeanette Madsen.

Shop the look:

AllSaints Balfern Leather Jacket (£319)

Weekday Blur Printed Long Sleeve (£20)

Warehouse Cami Dress in Floral (£33)

KIN Prairie Leather Chunky Biker Boots (£89)


Style Notes: If anyone knows how to dress down fancy pieces, it's Ada Oguntodu, and this outfit is no exception. Note how she balances out her sexy thigh-high split with an androgynous bomber jacket and a pair of chunky trainers. Masterful.

Shop the look:

Sacai Oversized Grosgrain-Trimmed Shell Bomber Jacket (£685)

Zara Satin Camisole Dress (£28)

Reebok Classic Legacy (£75)


Style Notes: Perhaps it's down to last year's lack of a party season, but already, floods of sequins that are starting to land in our favourite shopping haunts in preparation. Echo mini hemlines with a cropped jacket, like Babba Rivera.

Shop the look:

Nasty Gal Cropped Jacket (£30)

Retrofête Sequin Mini Dress (£248)

Charles & Keith Half Moon Slingback Court Shoes (£45)

This post was originally published at an earlier time and has since been updated.

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