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Comfortable Autumn Transition Outfits

25 Comfortable Autumn Transition Outfits That Are Easy to Copy

Dressing for those in-between days when it's not really Summer anymore but not quite Autumn yet can be a real nightmare. If you're panicking about finding a comfy outfit for those transitional months, we've got you covered. Ahead, we found fresh and stylish ways you can continue to wear your favourite Summer staples well into the cooler months. Read on to see 25 comfortable transitional outfits you'll be wearing on repeat.

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1. Sundress

Wear two of your favourite Summer pieces in the cooler months by styling them together. Layer your striped button-up under a sundress, and finish your look with a hat.

Image Source: Style Du Monde

2. Summer Dress

Flowy Summer dresses are some of the easiest pieces to wear during the transitional season. Choose a midlength dress and style it with a long coat and a pair of closed-toe wedges to make it Autumn-appropriate.

3. Dad Sneakers

If you're confused on whether it's time to put away your dad sneakers, don't. You can continue to wear your comfy trainers with vintage jeans and a long plaid coat to tie your look together.

Image Source: Style Du Monde

4. Pleated Skirt

Midi skirts are some of the most versatile pieces a woman can own. Show off just the right amount of skin by styling one with a jumper, ankle boots, and a chic coat thrown over your shoulders.

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5. Floral Mini

The key to dealing with the transitional weather is layering. You can wear a floral minidress in Autumn by styling it with a worn-in leather jacket, comfortable tights, and a cosy scarf.

Image Source: Style Du Monde

6. Silk Slip Dress

There's something so effortless about a silk slip dress. Pair it with your softest turtleneck sweater and comfy black boots.

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7. Holiday Prints

Make your holiday-print tops and jackets Autumn-appropriate by styling them with long trousers. If you want to add another trend, slip into a pair of dad sneakers.

Image Source: Style Du Monde

8. Plaid Shirt

Take your cosiest plaid shirt and use it as a jacket. Layer a hoodie underneath it for added warmth.

Image Source: Style Du Monde

9. Flowy Dress

There's nothing comfier than a flowy dress. Layer a long-sleeved top underneath it, and style it with statement earrings.

Image Source: Style Du Monde

10. Sweatpants

One of the most comfortable outfits to wear is sweatpants and a hoodie. Give your look an Autumnal twist by throwing on a tweed coat over your tracksuit.

Image Source: Style Du Monde

11. Denim on Denim

Denim on denim is one of the easiest looks to pull off during the transitional season. Style your worn-in jacket with your favourite pair of baby blues and leather boots.

Image Source: Style Du Monde

12. Low-Top Trainers

Wear your cropped jeans with a black bucket bag, a fuzzy zip-up, and trainers.

13. LWD

Who says you have to put away your LWD once Summer is over? All you have to do is throw a trench coat over it and wear a pair of block heels.

Image Source: Style Du Monde

14. Striped Blouse

Get the most out of your blue and white striped blouse by styling it with an Autumn staple: a leather midi skirt.

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15. White High-Top Trainers

You can continue to wear your stark white high-tops in Autumn by styling them with a plaid dress and colourful coat in case it gets chilly.

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16. Jean Jacket

Throw a sweatshirt on under your denim jacket for extra warmth.

17. Summer Shorts

On warmer days, take out your Summer shorts and style them with a long-sleeved shirt and mules.

18. Denim Skirt and Boots

Slip into a pair of snakeskin booties to ground your denim miniskirt and white blouse.

19. Monochrome

Match your cropped light pink pants with a cosy turtleneck jumper.

20. Deconstructed Denim

Wear your lightweight striped shirt with deconstructed denim and white Converses.

21. Summer Maxi

Swap your sandals for white low-tops when you're wearing a slitted Summer maxi.

22. Miniskirt

You can continue to wear your miniskirt on warmer days of the season by styling it with a tie-dye sweatshirt.

23. White T-Shirt

Keep wearing the classic white tee and jeans combo by simply adding a long trench coat.

Image Source: Getty / Timur Emek

24. Summer Flats

An easy way to show off your comfortable Summer flats is by styling them with a pair of cuffed jeans. Finish your look with a chunky turtleneck jumper to keep the breeze at bay.

25. Denim Skirt

An easy styling hack for this Summer staple is to throw on a pair of black tights underneath. You can style your denim skirt with a pair of stark white booties and an oversize blazer to make your look feel less casual.

Image Source: Getty / Timur Emek

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