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Fall Transition Outfits Under $250 That Look Pricey

Purple Star emoji 16 items
The pieces that carry you from warm afternoons to cool nights: cozy cardigans, wide-leg denim, easy midi and maxi skirts, and knit dresses, all under $250. This is the transitional edit you'll actually reach for when it's still warm out but you're re...
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Knitwear & Cardigans

The knitwear & cardigans edit I'd text a friend — no styling degree required.

 
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This is the throw-on layer that makes jeans and a tee look like you planned it. The burgundy heart print does the talking, so keep everything else quiet. It runs to a US 24, too.
Burgundy Hearts Cardigan
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The zip-front sweater you'll grab on the way out the door all season. Zip it high for a chill or half-down over a tee — it just works. Easy, soft, done.
Sanctuary Daily Escape Front Zip Knit Sweater (Women)
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The kind of knit top that feels like a favorite before you've even worn it twice. Little pocket, soft cotton, works with everything from denim to a midi skirt.
Pilcro Montana Pocket Knit Top
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The soft khaki that goes with literally everything you already own. Button it up as a top or leave it open over a slip dress when the evenings turn cool. Sized through US 24.
Khaki Eye Cardigan
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A knit that reads a little dressier thanks to the scalloped edge, so it carries you from desk to dinner without a change. Tuck it into wide-leg trousers and you're set.
Rococo Edge Knit Shirt - NIC+ZOE
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Jeans & Trousers

Good jeans & trousers, no fuss — easy to wear, easy to love.

 
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The wide-leg jeans that make sneakers and heels look equally intentional. High rise, long and clean through the leg — the pair you'll reach for on repeat once it cools down.
Maeve Colette High-Rise Wide-Leg Full-Length Jeans
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Proof that great wide-leg denim doesn't have to cost much. The released hem gives them that lived-in, slightly undone look you actually want. High waist, easy tuck.
Sam Release Hem High Waist Wide Leg Jeans Indigo Artisanal Plus
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Cream wide-leg pants with just enough lace detail to feel special. Pair them with a fitted knit now and a blazer when it drops another ten degrees.
Topshop embroidered lace wide leg pants in cream - part of a set
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Barrel-leg denim with a carpenter edge, so they feel current without trying too hard. Cuff them over boots and add a chunky knit — instant fall.
Pilcro Kayden High-Rise Cuffed Carpenter Barrel Jeans
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Transitional Knit Dresses

The transitional knit dresses I keep coming back to — they look pricier than they are.

 
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Soft knit that skims in all the right places and feels like your comfiest sweater. Dress it up with heeled boots or keep it easy with flats — it flexes.
Geneia Knit Dress in Dark Brown
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The ribbed knit dress that goes bare-legged now and over tights with boots later. One piece, zero fuss, looks pulled-together every time.
By Anthropologie Ribbed Mini Sweater Dress
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A sheer knit cowl-neck that layers like a dream — slip dress under it now, long sleeve tee later. The cream color plays nice with every boot you own.
Miss Selfridge sheer knit cowl neck mini dress in cream
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A bright knit dress for the days you want to feel like fall but the sun's still out. Throw a denim jacket over it and you've covered every temperature swing.
Kal Knit Dress in Lemon
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Fall Skirts

A few fall skirts worth your tap — throw-on-and-go, every time.

 
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The midi skirt that swishes when you walk and pairs with your boots without any thought. Print on the bottom, plain knit on top — done. Sized to US 24.
Khaki Eye Maeva Midi Skirt
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A matching skirt set means zero decisions on a busy morning. Wear the two pieces together for polish or split them across your closet — either way it earns its keep.
Ainsley Maxi Skirt Set in Silver
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This maxi does all the styling for you — the tapestry print and asymmetric hem are the whole outfit. Add a slim knit and ankle boots and walk out. Runs to US 24.
Tapestry A-Symmetrical Maxi Skirt
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