11 Cool Casual Autumn Outfits You Should Have In Your Wardrobe
There’s something about autumn that makes getting dressed feel exciting again. So it’s time to switch your casual outfits from the breezy summer styles you rocked when the weather was hot and sunny.
It’s time to keep our shorts, linen and mini dresses in our wardrobe as the weather gets cooler.
There’s good news. There are many cool casual outfits to wear this season. Autumn outfit options are endless, ranging from knitwear to layering.
If you’ve been wondering what to wear this season, these casual autumn outfit ideas will help you make the most of what’s already in your wardrobe.
These are for chilling out with friends, running errands, visiting coffee shops and more.
Let’s dive in.
What are the 11 Cool Casual Autumn Outfits You Should Have In Your Wardrobe?
1. Knit Dress
A knit dress is a fall wardrobe essential. You can dress it with trainers or sandals. For cooler days, add a chunky scarf and knee-high bootsโaccessories with a thin necklace and a thin belt.
Shop the look: Knit Dress ยท Knee-High Boots ยท Chunky Scarf
Psst โ if you want a full formula for pairing pieces like this one, my free Capsule Wardrobe Starter Kit walks you through it.
2. Plaid Shirt Dress.
If comfort is your priority this autumn, a plaid shirt dress is hard to beat. It’s warm, flattering and incredibly easy to style. You can style it in various ways. Wear it as a dress on warmer days or over leggings or skinny jeans on cooler nights. This ensemble is comfortable and a good choice for grabbing coffee or a lazy weekend at home. Just add knee-high boots and a crossbody bag, and you’re ready for the day.
Shop the look: Plaid Dress ยท Leggings ยท Crossbody Bag
Want more? Grab my free Capsule Wardrobe Starter Kit for outfit formulas like this one.
3. Sweater Dress
A sweater dress is another must-have in every wardrobe this fall. They are one of my favourites because they are effortlessly stylish and keep you warm in the fall. The fabric of sweater dresses is soft, so you will look chic without feeling like you are in a straitjacket. Pair your sweater dress with a wide-brim hat, booties and some statement jewellery. Wear this dress for an evening stroll or a candlelit dinner.
Shop the look: Sweater Dress ยท Wide-Brim Hat ยท Booties
More outfit ideas like this one live in the free Capsule Wardrobe Starter Kit.
4. Denim Dress
I love denim dresses. They have a timeless appeal but always look chic. It’s also great because you can dress it up or down for different occasions. For casual office settings, choose a denim dress with a turtleneck and tights on colder days. For warmer months, wear it with sandals or sneakers and a fedora hat. Another way to wear it is with a T-shirt under it and comfortable sneakers. Accessorise it with a statement belt and bold jewellery.
Shop the look: Denim Dress ยท Turtleneck ยท Fedora Hat
Loving this formula? My free Capsule Wardrobe Starter Kit has more like it.
5. Floral Print Midi Dress
A floral print midi dress is a statement piece that never goes out of style. I love them because floral patterns add a touch of femininity and elegance to an outfit. Floral midi dresses look exquisite when paired with a clutch and statement jewellery. This ensemble is great for a low-key date night or catching up with friends over drinks.
Keep it simple by adding simple jewellery and a crossbody bag for daytime outings. To make it look a little rugged, pair your floral midi dress with a leather jacket and flats for a casual day style or heeled boots to look more dressed up. Finish off with hoop earrings and a pendant necklace.
Shop the look: Floral Midi Dress ยท Leather Jacket ยท Hoop Earrings
Want the full playbook? Grab the free Capsule Wardrobe Starter Kit.
6. Pinafore Dress
Here is another outfit you should add to your wardrobe. It’s great if you like vintage fashion. It’s perfect for the season because you can layer it with a turtleneck for those retro vibes. This combination looks chic and also keeps you warm in transitional weather. You will love it because the A-line cut flatters most body types and is comfortable throughout the day.
This ensemble is great for a slow Saturday, meeting friends for coffee or strolling around town. To dress it up, start with a Pinafore dress layered with tights and a leather bag. Finish off with ankle boots or white sneakers for a laid-back look. Accessorise with a beret and simple jewellery.
Shop the look: Pinafore Dress ยท Leather Bag ยท Ankle Boots
Get more formulas like this in my free Capsule Wardrobe Starter Kit.
7. Maxi Shirt Dress
Wearing a maxi shirt dress is a good idea when dressing for fall. They are one of my favourites because they are a stylish addition to your wardrobe. You can wear it on its own. Add a belt for a more tailored look. For a more laid-back outfit, wear it with a blazer, flats and a handbag.
look chic for casual occasions ranging from a lazy Sunday brunch to a candlelit dinner. Just add a slim belt and low-heeled sandals to your outfit. Complete the look with minimal jewellery, a wristwatch and a structured handbag.
Shop the look: Maxi Shirt Dress ยท Blazer ยท Low-Heeled Sandals
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8. Cardigan and Blue Jeans
A cardigan is a wardrobe staple for autumn. A cardigan is just a cardigan until you accessorise. What better way to do that than with a statement necklace and handbag? Elevate this ensemble with loafers, a scarf for extra warmth and a tote. For weekend outings like shopping, quick errands or a Sunday brunch catch-up, wear it with white or blue sneakers and a crossbody bag.
Shop the look: Cardigan ยท Loafers ยท Tote Bag
Build a wardrobe like this with my free Capsule Wardrobe Starter Kit.
9. Jeans and a Leather Jacket
A leather jacket and jeans are an excellent choice when dressing for autumn. A leather jacket looks edgy and makes a basic outfit look stylish. It’s great because it never goes out of style and pairs well with any type and colour of jeans. Pair it with ballet flats or loafers.
Shop the look: Leather Jacket ยท Jeans ยท Ballet Flats
More edgy-but-easy formulas are inside the free Capsule Wardrobe Starter Kit.
10. Trench Coat and Jeans
Confused about what to wear and look laid-back in autumn? A trench coat and jeans are nice options. I love this outfit because you can dress it up or down depending on the top and accessories. Style your trench coat and jeans with a striped top or white blouse, your favourite scarf and a shoulder bag.
Shop the look: Trench Coat ยท Striped Top ยท Shoulder Bag
Grab my free Capsule Wardrobe Starter Kit for more effortless pairings.
11. Turtleneck and Maxi Skirt
Turtlenecks and Maxi Skirts are essentials to have. This turtleneck paired with a maxi skirt gives a gorgeous look you can wear on different occasions. The turtleneck keeps you warm while the maxi skirt makes you look elegant and feminine. This outfit is perfect for casual and semi-formal settings. You can upgrade by layering on a blazer, cardigan or leather jacket for extra warmth when it’s cold. Accessorise with statement earrings, a wide belt and a tote. Finish off with black knee-high boots.
Shop the look: Turtleneck ยท Maxi Skirt ยท Knee-High Boots
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And that’s it. I hope you will try out some of the outfits we’ve recommended.
Now, we want to know which one was your favourite and which one you will try out this autumn.
