midi sweater dress outfit

Ideas for the Perfect Fall Classic Outfits

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No matter your age, classic looks suit everyone. Better yet, they’re easy to recreate by using simple and staple pieces in your wardrobe! These fall outfit ideas are perfect for the cold weather and will have you looking like a classic woman in no time. Use this post as inspiration on how to pair your fall wardrobe essentials together to put together the perfect fall classic outfits!

Fall Classic Outfits- Ideas & Inspiration!

1. camel coat + sweater + cropped flared jeans + ankle boots
Not many things elevate a wardrobe more than a camel coat. Though neutrals look great on their own, sometimes a fun way to jazz up your look is to throw in a pop of red, because camel and red are a seriously great color combo!

Think of ways to add your own personal style to this outfit through accessories, whether it’s a reptile or suede purse or a newsboy hat. It’s these little touches that show you wear the outfit, not the other way around!

shop similar: camel coat | hat | sweater | bag | jeans | boots

2. basic tee + long cardigan + cropped jeans + loafers
A long, soft cardigan makes this “basic” look a lot cozier! In fall, a great way to elevate simple looks is to throw a long cardigan over whatever you’re wearing. For a fall outfit that’s equally cozy and interesting, try mixing different materials and textures together. A fantastic leather bag is a nice way to add different layers to your look.

If you want to switch out the cardigan, then try an oversized knit sweater instead, because we can’t talk about classic fall outfits without talking about cozy sweaters, of course. Whether you live in colder climates or not, not only do they make a great layering piece, but they are also so comfortable to wear!

shop similar: tee | bag | cardigan | watch | jeans | loafers

3. midi sweater + tall boots + wool blazer + silk scarf
In a world of ankle boots, break the mold and wear high boots every once in a while! These knee boots sometimes referenced as riding boots, are timeless and look especially chic when paired with a midi sweater dress. When shopping for tall boots, I recommending getting ones with a small heel, as it looks a little bit classier and less equestrian.

shop similar: blazer | scarf | dress | boots

Related: Easy Tips On What to Wear for Fall Family Pictures

4. trench coat + sweater + cropped jeans + ankle boots
Want to nail classic style? Well then, a trench coat is a great choice! If you’re tired of beige, shop for one that’s navy, black, or green. It still has wardrobe maximizing potential, but yet it feels a little more unique than the classic trench coats in beige and brown!

Are cropped jeans not your style? Feel free to swap these out for skinny jeans. Skinny jeans pair well with almost all types of boots and can work perfectly for any fall look.

shop similar: trench coat | sweater | bag | jeans | boots

5. oversized blazers + basic tee + cropped jeans + ankle boots
An oversized blazer with slim-fitting jeans is a great combo because it mixes feminine and masculine. With the sleeves pushed up, it gives off super classic and chic vibes while also looking casual at the same time.

Want to push the style lines even more? Add one of your favorite animal prints to this look! Or you can customize this look by pairing your oversized blazer and a basic tee with leather leggings instead. Feel as if leather leggings aren’t age-appropriate for you? Then try black jeans! If you want to add some edge to this otherwise classic ensemble, consider swapping out your basic tee for a graphic tee.

shop similar: tee | blazer | ankle boots | jeans

6. trench coat + basic tee + cropped jeans + loafers
This may be the most simple look out of the bunch with just 4 pieces, but it does not disappoint. It’s a canvas for adding accessories, colors, or prints, but it also stands great on its too. Go-to uniform, anyone?

Another great thing about this simple combination of basic tee, jeans, and loafers, is that you can easily switch out the outerwear to accomplish many different styles. If you want to look edgy chic, then wear a moto jacket (leather jacket) and if you want a casual look, then opt for a denim jacket instead. Having a nice selection of stylish outerwear is great for the cooler temperatures to ensure you always look chic!

shop similar: trench coat | tee | jeans | loafers

What I love about a classic look is that it’s for every age and every stage of life! Whether you’re 20 or 80, everyone can benefit from having these classic pieces in their wardrobe. If you need more inspiration on how to put together cute fall outfits, including all the staples you should have, then keep reading!

Up Next: Classic Fall Capsule Wardrobe (Shopping List, Outfit Ideas, & More!)

fall classic outfit ideas


Founder and editor of My Chic Obsession, Carolyn is your trusted fashion maven. Carolyn's drive to help others achieve a classic and timeless wardrobe fuels her posts, making mychicobsession.com a go-to resource for style seekers worldwide. Beyond the wardrobe, she resides in the heartland of the Midwest, dreaming up new ideas and raising her two lively boys - her biggest fashion critics.