Yes, it's happening: Colder weather is here—thus it's time to do the big shoe switch. I've spent the whole summer trying out any sandals I can get my hands on. I even ditched my usual mules or strappy pairs for chunky Spice Girl–esque styles and accidentally (with no regrets, FYI) fell in love with Teva sandals. However, I'm willing to now give them all up in favour of fresh new-season boots. That said, I'm not willing to stick to a jeans-and-trousers–only wardrobe from here on out. Instead, I'm all about teaming my favourite summer dresses or new autumn frocks with boots. I'm not the only one either—some of my favourite Instagram girls have been opting to do the same.
Ada styles Nasty Gal toe-cap boots with a white midi dress.
From midi dresses and Western-style ankle boots to puffy dresses and hiker boots, there are so many ways to create winning combinations.
Ellie brings a dressier Stine Goya dress straight into daytime territory with chunky boots.
You don't have to ditch your minidresses either, update them by teaming with knee-high boots to make them autumn-appropriate.
Darja shows how a double leather hit is the perfect new-season pairing.
Scroll down to see and shop 12 dress and boot combinations you'll want to mix and match.
Shop Dresses With Boots
Another It dress in the making courtesy of Ganni, of course.
From printed dresses to jeans, you'll wear these on repeat.
Leather dresses are big news this season.
The ultimate Western boots have arrived.
Perfect for the in-between-seasons weather!
White boots will go the distance this year and beyond.
Give it a Villanelle in Killing Eve spin with chunky boots.
It's all about that contrasting stitching and laces.
Related: These 3 Pairs of High-Street Ankle Boots Are Selling Like Crazy Already
Puff sleeves, a belt and a moody floral print. Tick, tick and tick.
Lace up and look sharp. These are the boots to be seen in for autumn.
The long sleeve midi dress is the perfect companion to knee-high boots.
Cool yet comfortable.
The White collection always comes through with killer dresses.
These are the boots that'll be on every cool-girls feet this year.
When it gets cooler, layer a chic polo top underneath.
Buttery soft leather creamy boots. These are the dream.
Related: I'm Convinced That Everyone Looks Rich in This Autumn Dress Trend
The straw bag was key for summer, and now Loewe's striped dress is taking over for autumn.
Thank you, Burberry.
The satin finish, covered buttons and tasseled hemline makes it look so premium.
Python is the animal-inspired print to be seen in.
Add a glossy berry lipstick to seal the deal.
The olive pair has already sold out online, so naturally these will too.
So very chic.
Go for double Gucci with these.
Next up, this is the dress trend you'll wear on repeat for autumn/winter.
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Winter's Just Around the Corner—13 Standout Zara Finds I Predict Will Sell Out Before the End of the MonthAffordable funnel-neck jackets, argyle knits, and rich-looking flats inside.
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My Stylish 56-Year-Old Mom Is a Picky Shopper—31 Chic Under-$100 Nordstrom Finds She Approves OfFunnel-neck coats, Fair Isle knits, and Levi's jeans inside.
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If Chic Jeans-and-Boots Outfits Are the Goal, Don't Miss These Standout Picks From Zara, Madewell, and NordstromBring on a stylish fall-and-winter closet.
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My Honest Take on the Winter It Boots Every Fashion Person Is Talking AboutFrom Khaite to Free People.
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Just so You Know, Zara Already Has All the Best Shoes for Winter 2025Shop before they sell out.
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Of All Her Outfits, *This* Hailey Bieber Look Is Stuck in My BrainAnd I will be re-creating it.
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Cool Sneakers, Flats, and Boots Are the Vibe—These 36 Styles Are Heavily Discounted for Cyber MondayEverything from Khaite to Ref to Adidas is at least 25% off.
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If You're Going to Wear a Dress With Ankle Boots, This Is the Trend That Looks the Least DatedPSA via Suki Waterhouse.
