Elevated, on-trend and comfortable, 7 autumn outfit ideas I'll be wearing on repeat

Looking ahead to cooler days? These autumn outfit ideas will take you into the season in style

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With cooler weather right around the corner, if you're seeking autumn outfit ideas, I've got seven fail-proof formulas that will keep you stylish and comfortable. Using timeless staples you likely already have in your autumn capsule wardrobe, dressing successfully for autumn is all about accounting for varied weather moments.

A season that can be warm, wet, sunny and cold all in one day, the key to nailing autumn style is masterful layering, and I've created a series of outfit blueprints that will help you nail your look with ease. From smart-casual outfits that work from day to night to more directional options for busy office days or date nights, these are the formulas worth noting for the season ahead.

When you're building the foundations of your autumn wardrobe, you're looking for solid staples that can be re-worn in multiple ways: great boots, flattering jeans, and one of the best trench coats. Once you have these building blocks, you can pepper in the latest trends to give everything a more timely feel. Below is all the inspiration you need to step into the season in style.

1. Heritage blazer and jeans

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A classic combo you’ll reach for time and time again, the jeans and blazer pairing is a fail-safe formula that always looks chic. Mastering that tricky smart-casual dress code, the blazer keeps your denim feeling polished whilst the jeans give tailoring a cool, relaxed spin. Lean into trending heritage fabrics such as gingham, checks or herringbone for bonus fashion points. A quick and easy outfit to pull together, it’s the perfect partnership when you need an extra layer but need to look smart and put together.

Most types of jeans will look good with a blazer, whether you opt for straight-leg jeans and an oversized jacket or the best wide-leg jeans and a cropped blazer; make this formula work for you by starting with the best jeans for your body type.

2. Midi-skirt & ballet flats

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Who says skirts are exclusive to summer? A midi-skirt can be styled multiple ways for cooler climates, and they look especially elevated when paired with trending ballet flats or Mary-Janes. Pair a midi skirt with a neat cardigan or lightweight jumper for a beautiful autumn-ready look.

With plenty of styling potential, you can dress up or down skirts and flats. To give it a more event-ready feel, add directional footwear or statement jewellery.

3. Oversized shirt & tailored trousers

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An oversized shirt and tailored trousers are a go-to combination for days you want to look put-together in a hurry; add a suede blazer over the top for an extra layer of warmth and style. Cool and smart, this formula works on both busy office days and informal outings too.

Add a cosy knit in a vibrant colour when temperatures drop, or keep the look monochromatic with black trousers and an oversized, white shirt. Finish your outfit with anything from loafers to a heeled mule, depending on the occasion.

4. Midi dress and boots

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Not quite ready to part with your best summer dresses? Fret not. Most midi dresses will work through autumn too. Ditch your most comfortable sandals and introduce some sleek boots to give floaty frocks a tougher edge. Keep it elegant in leather or suede knee-highs. The midi dress and boots coupling is a go-to look to take you seamlessly from day to night.

When it comes to outerwear over a dress, think about how the hemline of your coat or jacket will work with the midi length finish of your dress. My advice? Go for waist-length crops on leather, denim, or shorter outdoor jackets, but for items such as trench coats, you really want the two hems to tally where possible.

5. Slip skirt and jumper

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The key to nailing this pairing for autumn outfit ideas is all in the contrasting textures. Think chunky cable knits styled with satin slip skirts or a soft cashmere jumper for a cosy meets chic look.

You can add structure to the jumper with a half tuck- tucking in just the front half to help highlight your waist- and this avoids adding bulk to your middle, as opposed to tucking in the whole jumper, which can look messy. Dial up the glamour with accessories such as a slouchy tote bag or large hoop earrings.

6. Knitted vest and shirt

A composite of street style influencers showing autumn outfit ideas - sleeveless knit and top

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The sleeveless knit has made quite the comeback, and it is ideal if you're looking at how to layer your looks with style. While we have paired it here with a shirt and trousers, the sleeveless knit and shirt combo also works over skirts and is a chic option over a shirtdress too.

From colourful cable knits and vibrant stripes to classic neutral designs, there are heaps to choose from, each with the sartorial powers to lift your look in an instant. Team with tailored trousers, jeans or a pleated skirt for a preppy feel and complete the look with your best white trainers.

7. Trench coat and trainers

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The one piece of clothing that can always navigate tricky transitional dressing is the trench coat. Defined by its double-breasted design, storm flaps and waist-cinching self-tie belt, it is a timeless buy that you will pull out for autumn and spring every single year.

The trench coat’s superpower comes in its versatility, with the ability to be thrown over pretty much any look to add instant polish - layer up over chunky knits in winter or over tees in spring; it can be adapted to any temperature and situation. It's especially easy to pair with trainers for everyday ease.

When it comes to autumn outfit ideas, it's all about smart layering. The weather, at least through September and the early part of October, can be so changeable that our outfits need to adapt to multi-seasonal days. This means great jackets and chic knits that are pairable over shirts, tees, or other jumpers become the easiest way to manage the changing climes.

Consider texture too; while you'll still want breathability, for me this is a factor all year-round. Linens are replaced with cottons, wool and leather that give a comfortable but tactile finish to autumn outfits, adding an element of cosiness to even the most polished of ensembles.

Take note of the latest autumn trends, but don't feel the need to shop them all. Cherry-pick the ones that work for you to pep up existing wardrobe favourites and add a fresh feel to any look, but sticking to relatively timeless styles will always help max out on cost per wear.

Most importantly, have fun and feel good in your autumn outfit ideas. Use these formulas to help kick-start your love affair with the season, but tweak to your personal taste and style.

Molly Smith
Fashion Writer

Molly is a fashion writer for woman&home, whose journalistic career began with her enthusiasm for fashion. Having always been an avid writer, she has contributed to publications covering a variety of topics.

After graduating from her master's in Fashion History and Cultures, she transitioned to teaching at London College of Fashion, where she taught in fashion studies. Now, passionate about writing on the significance of fashion, she is dedicated to inspiring others through the power of dress.

Molly loves staying in the know with the latest fashion trends, and following celebrities for inspiration. Outside of work, she enjoys browsing vintage markets, reading a good novel, or trying new restaurants around London.

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