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fall outfit ideas for 2020

32 Cute Fall Outfits You *Need* to Start Thinking About Now If You Love Cold Weather

Sweater season is coming, finally!

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Before we know it, we'll be saying bye to bathing suits and hello to long sleeves. Yeah, not to alarm you or anything, but the start of fall is just a couple weeks away. Not-so-great news for everyone who has been living in tanks and cutoff shorts the past few months, but amazing news for those who are obsessed with sweaters, scarves, boots, and transitional jackets. Although, if you're not fully ready to commit to real clothes (i.e., actually wearing pants) or you're not ready to put away your summer staples yet, don't sweat it. This year, our fave fall outfits include all of the best cozy pieces, like sweatpants, pajama sets, and soft sweaters. Even some of your fave, warm-weather clothes, like your go-to jean shorts or short-sleeve tees, are included.

So whether you're staying in for a movie night or spending the day outdoors (don't forget your mask!), we're giving you all the outfit inspo you need this season. Keep scrolling for 32 cute fall outfits that are making us very, very, excited for those brisk, cool days ahead!

1
This bermuda shorts and tank combo

Risk Twenty Two Bermuda Shorts Denim

Bermuda Shorts Denim
1
This bermuda shorts and tank combo

Risk Twenty Two Bermuda Shorts Denim

$49 at risktwentytwo.com

A muscle tank with statement shoulders paired with bermudas is great for those fall days when it's still a tad warm. If it gets chilly at night, simply throw on a leather jacket. 

2
this orange look

Cotton Citizen Milan Biker Short

Milan Biker Short
2
this orange look

Cotton Citizen Milan Biker Short

Credit: Courtesy

I have a feeling sweats will be a part of my wardrobe for a while, so very into this creamsicle-colored sweatshirt and tie-dye bike short 'fit. 

3
this graphic tee and cardigan look

Maje Cashmere Cardigan

Cashmere Cardigan
3
this graphic tee and cardigan look

Maje Cashmere Cardigan

Credit: Courtesy

Want to dress up your fave graphic tee? Turn to a cute pair of leather shorts and a cream cardigan for an easy and cute ensemble. 

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4
this denim on denim look

James Perse Slub Cotton-Jersey Top

Slub Cotton-Jersey Top
4
this denim on denim look

James Perse Slub Cotton-Jersey Top

Now 30% Off
Credit: Courtesy

Denim on denim will never go out of style. So when all else fails, you can always rely on a good jean jacket, but you can break up the blue tones with a burnt-orange top and accessories. 

5
This baby doll dress and boots look

Storets Esther Puff Sleeve Tiered Dress

Esther Puff Sleeve Tiered Dress
5
This baby doll dress and boots look

Storets Esther Puff Sleeve Tiered Dress

Credit: Courtesy

This mini dress is the perfect way to transition from summer to fall. Wear it with contrasting combat boots for an edgy vibe. 

6
A green on green look

The Range Racer Stretch Cotton-Jersey Tank

Racer Stretch Cotton-Jersey Tank
6
A green on green look

The Range Racer Stretch Cotton-Jersey Tank

Now 70% Off
Credit: Courtesy

This might just be your new fave color for fall. And major points for a monochromatic look featuring an olive-colored tank, updated cargo pants, and strappy sandals. 

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7
Paperbag jeans and a tank

Eloquii High Waisted Jean with Ankle Cinch

High Waisted Jean with Ankle Cinch
7
Paperbag jeans and a tank

Eloquii High Waisted Jean with Ankle Cinch

Credit: Courtesy of Eloquii

Opt for a paperbag jean when you want something that feels different than your regular ones; plus, you can always rely on a good ol' black tank top. 

8
Cargo pants and a crop top

Daily Paper Cargo Pants Beige

Cargo Pants Beige
8
Cargo pants and a crop top

Daily Paper Cargo Pants Beige

Credit: Courtesy of Daily Paper

Not ready to make the switch from shorts to jeans just yet? I feel you. Try a pair of cargo pants and pair them with a simple cropped tee while it's still warm enough. 

9
A waffle sweater and pleated pant look

The Range Waffle-knit cotton-blend top

Waffle-knit cotton-blend top
9
A waffle sweater and pleated pant look

The Range Waffle-knit cotton-blend top

Now 40% Off

If you're ready to upgrade your plain blue jeans, try a bold pleated cuffed pair with a cozy waffle top. 

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10
A fancy pajama set

Sleeper Black Tie Feather-Trimmed Crepe de Chine Pajama Set

Black Tie Feather-Trimmed Crepe de Chine Pajama Set
10
A fancy pajama set

Sleeper Black Tie Feather-Trimmed Crepe de Chine Pajama Set

Credit: Courtesy of Net-a-porter

We've been wearing pajamas for quite some time now, so we might as well wear them out of the bedroom—especially when they're this chic. 

11
An elevated sweatpants look

Topshop Gray Slouch Slouch Wide Leg Sweatpants

Gray Slouch Slouch Wide Leg Sweatpants
11
An elevated sweatpants look

Topshop Gray Slouch Slouch Wide Leg Sweatpants

Credit: Courtesy of Topshop

I want to wear my sweats 24/7 too. And this outfit is proof that they're more than just loungewear—see how cute they look with a crop top and blazer? 

12
A cute jumpsuit

retrofete Tori Jumpsuit

Tori Jumpsuit
12
A cute jumpsuit

retrofete Tori Jumpsuit

Now 20% Off
Credit: Courtesy

The best part about a jumpsuit is that it's a one and done, pair it with a gold hoop and you're good to go. 

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13
A marigold matching top and skirt

WAYF Kati Cropped Tie-Back Top & Jaden Bias Midi Skirt

Kati Cropped Tie-Back Top & Jaden Bias Midi Skirt
13
A marigold matching top and skirt

WAYF Kati Cropped Tie-Back Top & Jaden Bias Midi Skirt

Now 64% Off
Credit: Courtesy of Bloomingdale's

You'll be seeing a LOT of this gorge color come fall. Whether you want to wear this skirt with the matching top or a neutral tee, you'll be right on trend. 

14
A graphic sweater and wide leg pants

Topshop Ecru Stitch Wide Leg Pants

Ecru Stitch Wide Leg Pants
14
A graphic sweater and wide leg pants

Topshop Ecru Stitch Wide Leg Pants

Now 50% Off
Credit: Courtesy of Topshop

Wide-leg pants will never not be in, so I think you def need these! The cream hue will actually go with so much more than you think, like this fun color-block sweater.

15
A beige belted jumpsuit

Ba&sh Clothilde Jumpsuit

Clothilde Jumpsuit
15
A beige belted jumpsuit

Ba&sh Clothilde Jumpsuit

Now 30% Off
Credit: Courtesy of Shopbop

You'll be the chicest one around in this beige jumpsuit. Add a belt and pointy-toe booties for a pulled-together look. 

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16
A polka-dot dress and sneakers

ASOS DESIGN Ruched Waist Mini Dress

Ruched Waist Mini Dress
16
A polka-dot dress and sneakers

ASOS DESIGN Ruched Waist Mini Dress

Now 55% Off
Credit: Courtesy of Asos

For those days when October is inexplicably warm, go with a breezy, polka-dot dress that will remind you of those summer days. A beret will help you channel those fall vibes too.

17
A fun top and straight leg jeans

AGOLDE Lana Mid Rise Straight Jeans

Lana Mid Rise Straight Jeans
17
A fun top and straight leg jeans

AGOLDE Lana Mid Rise Straight Jeans

Credit: Courtesy of Shopbop

Everyone needs a good pair of straight-leg jeans in their closet. Try wearing yours with a leopard-print button-up and western-style boots. 

18
A baby doll dress and boots

Sea Ruffled Broderie Anglaise-Trimmed Cotton-Voile Mini Dress

Ruffled Broderie Anglaise-Trimmed Cotton-Voile Mini Dress
18
A baby doll dress and boots

Sea Ruffled Broderie Anglaise-Trimmed Cotton-Voile Mini Dress

Now 20% Off
Credit: Courtesy of Net-a-porter

You're about to see this dress silhouette everywhere, so get one now and be ahead of the trend while you can. And can we talk about how this burgundy color is the perfect shade for fall?

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19
A matching plaid set

Fe Noel Welfed Pant

Welfed Pant
19
A matching plaid set

Fe Noel Welfed Pant

Credit: Courtesy of Fe Noel

Wow, this PLAID! You can wear the pants and cropped shirt separately with other pieces, but honestly, his stylish set is too good not to wear together. 

20
A patchwork maxi dress

GANNI Patchwork Printed Silk-Blend Satin Maxi Dress

Patchwork Printed Silk-Blend Satin Maxi Dress
20
A patchwork maxi dress

GANNI Patchwork Printed Silk-Blend Satin Maxi Dress

Credit: Courtesy of Net-a-porter

Hello, perfectly-layered outfit. Throwing a turtleneck under your favorite silk maxi will keep you (semi) warm in those dwindling temps. You can always add a coat if needed, but the patchwork on this dress is definitely meant to be seen. 

Lettermark
Danielle Flum
Fashion Editor

Danielle is the Fashion Editor at Cosmopolitan, where she covers the American and British ready-to-wear markets and handles fashion for all cover and fashion stories in book and online. When she’s not working on print, she covers all the latest fashion trends and news for digital. Danielle started as a Fashion Intern for Cosmopolitan in 2016 and has been with the magazine ever since. Follow her journey in the fashion industry on Instagram.  

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