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City Essentials
Chicago Essentials

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Chicago Outfits

304 products

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5 5

Paige Pleated Pull-On Trousers

£88.00

6 colours

Jodi Sweater Skirt Set

£78.00

3 colours

Top Rated

Malibu Cashmere Crewneck Sweater

£188.00

6 colours

Rae Knit Cascade Skirt

£88.00

2 colours

We The Free On It Zip-Up Cardigan

£140.00

We The Free Extreme Measures Barrel Shorts

£118.00

Chloe Grommet Soft Headband

£15.00

Kait Cardi

£88.00

Full Bloom Eyelet Cami

£32.00

We The Free Block Party Trouser Jeans

£118.00

We The Free Seaside Funnel Pullover

£118.00

Bedford Loafers

£128.00

Rough Riding Maxi Skirt

£158.00

Ellie Co-Ord

£78.00

Paige Top

£58.00

We The Free Carina Ultra-Soft Boyfriend Jeans

£108.00

5 5

Outfits for Chicago

Get ready to turn heads in the Windy City with our curated collection of Chicago outfits! Whether you're exploring Millennium Park, catching a show at Second City, or enjoying deep-dish pizza, we've got you covered with versatile pieces that capture the city's vibrant spirit. Mix and match our effortlessly cool tops, bottoms, and accessories to create looks that transition seamlessly from day to night. Shop our Chicago outfits today.