From cute early fall outfits to layering pieces for chillier temperatures, find outfit inspiration on what to wear in fall. I hope you feel inspired by these classic fall outfits!
I have a very casual classic style, so while these are some of my most recent looks for fall 2020 (and some from fall 2019), they are outfits I know I can recreate again and again because they’ll stay timeless – even when a piece has a touch of trend! In this post, you’ll find plenty of fall outfits ideas and pictures of autumn clothes to inspire you to stay stylish all season long.
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Fall Outfit Ideas 2020
Dress with Ankle Boots:
The warmer days of fall are perfect for embracing the elegance of a dress!
Oversized Sweater With High Waisted Jeans
Nothing says fall fashion like breaking out your favorite pairs of jeans. I have been living in this pair from Madewell lately.
Cliché Fall Overalls Outfit:
I felt like I was enfolded in all of the fall feelings by pairing a prairie-like floral blouse with a pair of Levi’s baggy overalls (similar overalls available here).
Cozy Cardigan & Skinny Jeans
More often than not, my fall day-to-day uniform consists of stretch skinny jeans, a cozy long cardigan, and comfy ankle boots.
Oversized Sweatshirt with Leggings:
When you need to optimize comfort, you can’t go wrong with pairing a big cozy sweatshirt with fall toned leggings (this pair is from Aerie and both the price and quality are great).
Classic Jumpsuit Fall Outfit:
The plum hue of this pretty jumpsuit paired with comfy espadrille wedges both celebrates fall and savors the end of summer.
Burgundy Corduroy Pants with Fall Florals
I love this look because it mixes classic and trendy with timeless corduroy bottoms and a current puff sleeve blouse.
Tie Waist Pants with Chunky Sweater:
For an elevated casual look, or a fall work outfit, try tucking a few inches of a cozy chunky knit sweater into a pair of tie waist pants. | Photo by Alex Barone
Corduroy Pants Burgundy Tonal Outfit
I love the simple and clean look of a tonal or monochrome look. Here, I’ve paired corduroy straight leg pants with a burgundy balloon sleeve square neck top. This look just might be my favorite of these classic fall outfits!
Plaid Vest with Black Jeans
With fall layered outfits, a little bit a plaid truly goes a long way in creating a look that fully embraces fall – especially when paired with a pair of black denim.
BB Dakota Wade Faux Suede Jacket
The hero of many of my fall layered outfits is the BB Dakota Wade faux suede jacket. From t-shirts to dresses, it’s the perfect second layer for any autumn-ready look.
Sweater Over Dress Outfit
Extend the seasonality of your favorite midi and maxi dresses by adding a cropped statement fall sweater on top.
Patagonia Pullover Outfit
Year after year, I get excited to break out my Patagonia Snap-T pullover. It’s so cozy yet still feminine and is perfect for outdoor adventures.
