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Before we know it, summer’s blazing heat will swiftly transform into a cool breeze, and cute outfits for fall will become top of mind. This season’s looks are arguably the best, especially since the transitional weather gives us an opportunity to play with unexpected layers and rich, textured fabrics.
Once the temperature drops, there’s no need to completely forget about your summer faves; follow the latest wave of street style stars and pair those crop tops with leather trousers and style those mini skirts with longline blazers. You could even savor a few more days with your sandals if you wear them with a great pair of jeans or a crocheted knit top.
Find out exactly how to put together a few cute outfits for fall below. Plus, get a head start on shopping for transitional pieces too.
The Easy Evening Look
Yes, it’s possible to get dressed up and stay cozy, especially when your outfit combines soft, plush knits—like a Jacquemus cardigan and a stretchy midiskirt.
Jacquemus Azlou cropped mohair-blend cardigan
$305.00, MATCHESFASHION.COM
Totême cashmere skirt
$510.00, NET-A-PORTER
& Other Stories mismatch gem pendant earrings
$39.00, & OTHER STORIES
Prada logo pointed-toe mule
$995.00, NORDSTROM
The Chic Errand Runner
Get the most out of those summer shorts on warmer fall days by pairing them with snuggly sweaters. You’ll get bonus points if you pick a cheerful color like this sprightly yellow combo.
Polo Ralph Lauren wool-blend sweater
$160.00, MYTHERESA
Staud Sorno fringed tweed shorts
$225.00, MATCHESFASHION.COM
By Far Manu patent shoulder bag
$440.00, SSENSE
AZ Factory collapsible-heel sneakers
$550.00, NET-A-PORTER
The Back-to-School Vibe
Stay ahead of the class in a chic argyle vest and on-trend wide-leg trousers. There’s no need to overthink it, so have fun mixing colors.
Burberry Mackenzie sleeveless argyle sweater
$795.00, MATCHESFASHION.COM
Galvan Lido high-rise wide-leg satin pants
$635.00, MYTHERESA
CWL Boutique beanie
$10.00, ETSY
Dr. Martens Jadon Pisa platform boot
$180.00, NORDSTROM
The Canadian Tuxedo
Double up on denim with a structured jacket and coordinating jeans, which are easily elevated with a pair of mules and a designer handbag.
Everlane The Denim Chore jacket
$88.00, EVERLANE
Everlane The ’90s Cheeky straight jean
$88.00, EVERLANE
Balenciaga hourglass croc-embossed leather keychain card case
$650.00, NORDSTROM
Prada 45mm triangle logo slingback pumps
$950.00, MODA OPERANDI
The Back-on-the-Town Knockout
Return to nightlife with a cool leather blazer and playful plaid skirt just like the ones from Frankie Shop and Maje below.
Frankie Shop Olympia faux leahter blazer
$395.00, NET-A-PORTER
Maje Joris plaid pleated cotton skirt
$295.00, NORDSTROM
Hanes Nano T-shirt
$16.00, AMAZON
Gucci 2015 re-edition sandal
$850.00, GUCCI
The Detailed Minimalist
Tried-and-true neutrals will never fail you, especially tailored separates similar to the vest and flowy trousers here.
Goldsign open-back halterneck vest
$250.00, NET-A-PORTER
Aje Universal wide-leg hemp trousers
$295.00, MATCHESFASHION.COM
Khaite The Adeline crossbody bag
$980.00, KHAITE
Le Specs Air Heart sunglasses
$69.00, NORDSTROM
The Back-to-the-Office Hero
No need to force your feet into heels. A classic pair of New Balance sneakers will look just as chic with your blazers and trousers.
Boss Jasty blazer
$495.00, NORDSTROM
Alex Mill Mathilde linen and cotton-blend vest
$135.00, NET-A-PORTER
Zara slit ribbed leggings
$36.00, ZARA
New Balance Made in US 990 V5 sneakers
$185.00, SSENSE
The Weekend Winner
Florals for fall? Absolutely. Just look for cozy knits, like this one from The Series. It pairs well with jeans and skirts.
The Series Granny tank
$100.00, BAN.DO
Ksubi Playback high-rise straight-leg jeans
$220.00, NET-A-PORTER
Loewe Flamenco nano chain strap leather crossbody bag
$1350.00, MATCHESFASHION.COM
Tkees Leah sandal
$65.00, REVOLVE
The Elevated Casual Look
Never underestimate the power of a tan blazer. It will upgrade all your T-shirts, jeans, and sneakers.
Theory crepe blazer
$600.00, NET-A-PORTER
Club Monaco Perfect tee
$70.00, SHOPBOP
Tu Es Mon Tresor Emerald high-rise striaght-leg jeans
$338.00, MATCHESFASHION.COM
Adidas Stan Smith leather sneakers
$139.00, MYTHERESA
The Polished Combo
If you don’t already own a sweater vest, you might want to get one. The preppy trend is showing no signs of slowing down. Plus, it looks great over a T-shirt, button-up blouse, or turtleneck.
Plan C sleeveless stripe wool-knit top
$650.00, SAKS FIFTH AVENUE
Hanes Nano T-shirt
$7.00, AMAZON
Dior Book tote
$2950.00, DIOR
Weekend by Max Mara Sovrana trousers
$295.00, MATCHESFASHION.COM
The Glitz and Glam
Not every special event requires a dress. A pair of leather trousers will go a long way this fall. And they certainly command attention, especially when combined with a bright blouse.
Marco De Vincenzo bow blouse
$482.00, YOOX
Nanushka Namas wide-leg vegan leather pants
$545.00, INTERMIX
Acne Studios Musubi mini knotted leather shoulder bag
$1050.00, NET-A-PORTER
& Other Stories thong strap heeled leather sandals
$129.00, & OTHER STORIES
The Twisted Prep
Give polished blazers and skirts a cool upgrade with trendy bucket hats and platform sneakers.
LVIR wool-blend twill blazer
$510.00, NET-A-PORTER
Zara jacquard mini skirt
$20.00, ZARA
Jordan twill bucket hat
$30.00, NORDSTROM
Converse Run Star Hike sneakers
$110.00, CONVERSE
The Refined Sportswear
Baseball caps might be the unexpected accessory hero come fall. We’ve seen celebs wearing them with going-out dresses, but you can also sport them with a sweater vest (yes, there’s another one) and jeans.
Ganni sleeveless checkerboard knit sweater
$295.00, MATCHESFASHION.COM
Levi’s 505 high-waist straight-leg jeans
$90.00, NORDSTROM
Balenciaga embroidered cotton twill baseball cap
$395.00, NET-A-PORTER
Neous Sika toe-ring leather sandals
$525.00, NEIMAN MARCUS
The Reveal and Conceal
Show off a little bit of skin with a barely-there bralette underneath an oversized, boxy blazer.
H&M oversized linen-blend jacket
$50.00, H&M
Jacquemus Valensole ribbed bralette
$160.00, MATCHESFASHION.COM
Rag & Bone studio pintuck jersey trousers
$350.00, NORDSTROM
Prada leather loafers
$995.00, MODA OPERANDI
The Pops of Color
Just because the days are a little darker doesn’t mean you have to dull down your wardrobe. Have fun mixing shades, like red, yellow, and green.
Alice + Olivia Camara rolled-crewneck cropped tank
$225.00, SAKS FIFTH AVENUE
Deadwood Presley leather wide-leg pants
$300.00, NET-A-PORTER
Bottega Veneta BV fold crossbody bag
$4500.00, NEIMAN MARCUS
Bottega Veneta stretch leather-trimmed mesh pumps
$930.00, MYTHERESA
The Surfer in the City
Nope, the fashion crowd isn’t over the effortless vibes of tie-dye just yet. So pair that colorful tee with white jeans and a coordinating bag this fall.
Gabriela Hearst Miller tie-dyed cashmere sweater
$790.00, MODA OPERANDI
AGoldE balloon high-rise tapered jeans
$180.00, NET-A-PORTER
Bao Bao Issey Miyake Lucent matte geo shoulder bag
$565.00, BERGDORF GOODMAN
Originally Appeared on Vogue
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