The Weekender: Chicago Edition

Liz Doupnik
The Weekender: Chicago Edition
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This weekend, we’re gearing up to scoot out of the city and hit up the windy city, Chicago. Though it’s our first time visiting, we’re old pros at packing for a weekend away in a hurry.

We’re implementing some of our major packing rules and including versatile dresses, light accessories, and one or two statement items (hey, you can never be too careful!). With a city that offers so much to do – and in so little time – we’re bringing along pieces that can easily transition from the plane to evening plans.

We’re definitely going to try to check out the beach and bringing along a basic bikini that can be layered under a simple sundress. Read on to see what else we’re bringing with us!

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Heading out of town this weekend? We know we are. Check out what we're bringing with us for a weekend in Chicago.

Photo: Zoltan Tombor, Grazia Italy/

Traveling light is never easy. Try donning a comfortable midi-length cotton dress that with a simple change of shoes will take you from the airport to the night club.

Tank Midi Dress, $58, at Topshop

Lugging around a laptop, book and other plane necessities can get cumbersome. We suggest a colorful tote that will add an extra punch even when you reach your destination.

Vivienne Westwood Ethical Fashion Africa, $245, at Yoox

We plan on exploring this weekend. Forget wearing heels, we want to enjoy our adventure! Update a classic flat with a floral option, they spruce up even the most basic of outfits.

Brooklynn White Shoe, $55.20, at Bass Shoes

Keep accessories simple -- who wants to haul all your goodies around with you for just a weekend, honestly?

DANNIJO Elsa Ring, $70, at Revolve Clothing

We love versatile (and lightweight) little dresses taking us from daytime fun to a relaxing dinner.

Linen Sun Dress, $70, at American Apparel

We love large-framed sunglasses for our travels. We feel like we're in an old movie!

Burberry BE4066, $230, at Sunglasses Hut

Throw a wedge in your bag -- you'll feel extra festive and ready for a night out on the town.

Jeffrey Campbell Interest Wood Wedge, $200, at Urban Outfitters

We totally plan on checking out the beaches in Chicago and are throwing one of our favorite bikinis into our bag.

The Abbie Triangle Top, $22, at Victoria's Secret

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