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The best fall fashion in Chicago

Check out our guide to fall fashion for the best sweaters, bags and more available at Chicago stores

Sisters sweater coat
Photograph: Courtesy Comfort Me Boutique Sisters sweater coat
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Hello, autumn. We’ve been waiting for you. Yes, we’re packing up our short shorts and saying goodbye (for now!) to our perfect beach day wear to make room for snuggly sweaters, lush leather and even a dash of bright blue among the browns, grays and maroons this season. Here is just a sample of our favorite fall fashions available at some of the best new stores (and old standbys) in Chicago.   

Photograph: Courtesy Marine Layer

Poncho

Throw on this custom-designed, modern poncho and turn heads without even trying.

Poncho, $78, at Marine Layer
Photograph: Courtesy Ann Taylor

Colorful clutch

Forget fall drab and add a pop of color. The clutch is a perfect statement piece to brighten up a gray day. 

Ann Taylor clutch, $118, at Ann Taylor

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Photograph: Courtesy Tusk

Kimono

Layers don't have to be boring. This vintage-style padded cotton kimono looks great and keeps you warm. 

Cotton kimono, $135 at Tusk

Photograph: Courtesy Vineyard Vines

Wool cape

Never shy away from a cape, especialy not a cozy one like this—both comfortable and sophisticated in its draped design.

Striped wool cape, $288 at Vineyard Vines

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Rocky & Luella
Photograph: Jaclyn Rivas

Loose shirt

Lighten your fall wardrobe with this sunshiny Ilana Kohn Wally Shirt.

Shirt, $210 at Rocky & Luella
Photograph: Courtesy Madison Hall

Bucket bag

Made in LA, this beautiful leather bucket bag strikes an ideal balance between luxury and minimalism. 

Building Blocks bucket bag, $350-$500, at Madison Hall and space519

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Photograph: Courtesy Comfort Me

Sweater coat

Snuggle up in a cozy, printed sweater that nearly doubles as a blanket on chilly mornings. 

Sisters sweater coat, $128, at Comfort Me Boutique

Photograph: Courtesy Vineyard Vines

Wool flannel baseball hat

We didn't forget about the guys. Keep your cool and keep your noggin warm.

Wool flannel baseball hat, $38 at Vineyard Vines

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Rocky & Luella
Photograph: Jaclyn Rivas

Knit fleece sweater

This men's sweater from Native Youth provides warmth and style. 

Knit fleece sweater, $95 at Rocky & Luella

Photograph: Courtesy Madison Hall

Stutterheim raincoat

Stay dry and stylish in this Stutterheim raincoat with sealed seams. 

Stutterheim raincoat, $295, at Madison Hall

 

 
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Photograph: Courtesy Tusk

Linen kimono cape jacket

Look sharp in this beautifully contrasted and heavyweight '70s linen kimono cape jacket. It's the perfect statement piece for fall.

Linen kimono cape jacket, $150 at tuskchicago.com

Photograph: Courtesy Marine Layer

Water resistant jackets

Hey, guys—warm up with this wool blend, windproof and water-resistant Rainier Shacket ($225). Ladies, this classic rain jacket ($165) will also keep you looking darling and dry. 

Jackets at Marine Layer

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Photograph: Courtesy Tusk

Denim trench

You can expect to see a lot more denim this fall, and this long denim trench with a classic shape makes for the perfect look. 

Denim trench, $75 at Tusk

Rocky & Luella
Photograph: Jaclyn Rivas

Quilted jacket

Don't run out in the chilly evening air without this women's Bridge & Burn Mayfield quilted jacket. 

Quilted jacket, $225 at Rocky & Luella

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Rocky & Luella
Photograph: Jaclyn Rivas

Merlot pants

Guys, don't blend in. Stand out in a pair of Bridge & Burn Polk Pants in the color of a fine merlot.  

Merlot pants, $108 at Rocky & Luella

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