Exploring Chicago's West Side

Advisor - Olivia Thomas
Curated By

Olivia Thomas

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  • Chicago

  • USA

  • City Travel

  • Food & Wine

  • Group Travel

  • Downtown

  • Fashion

  • Hidden Gems

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Curator’s statement

Chicago's West Side is full of fun neighborhoods that take you away from busy downtown and skyscrapers. These neighborhoods are diverse and full of unique and fun shops and restaurants. From West Loop where there are trendy shops to Logan Square, there are new and exciting places to see!

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Insider knowledge

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Where to stay in Chicago's West Side

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The Robey

A hip pick in two landmark buildings in Wicker Park, with unique bunk and loft rooms that groups love.

Fora Perks
  • Breakfast daily.

  • Upgrade & extended check-in/out whenever possible.

Soho House Chicago

A handsome addition to the Soho House family in the Fulton Market District—don’t miss a cocktail at the scenery rooftop restaurant.

Hyatt Place Chicago/Wicker Park

Cozy, modern rooms with views of the Windy City, nestled in one of Chicago's most vibrant neighborhoods.

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Advisor - Olivia Thomas

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Things to do in Chicago's West Side

colorful wall mural in a smaller neighborhood of a city with skyscrapers in the distance
  • Thrift shop! There are thrift shops up and down Milwaukee Ave and each has its own personality. My favorite is Lost Girls Vintage!

  • Take a walk on the 606! This trail used to be an elevated railroad trail that was converted into a walking / exercise trail.

  • Check out Wicker Park. Right off of Milwaukee Ave there is a small park where you can feel like a local. Sit on a bench with some Stan’s Donuts or a slice of Paulie Gee pizza and just relax!

  • Go shopping in the West Loop. Walk up and down Randolph Street and check out some great stores, Madewell, Warby Parker, Allbirds, Anthropologie, and many more.

  • Stop by Salvage One, a thrift store, event space, and just a good place to wander.

  • Go to a sports event! The United Center is home to the Chicago Bulls and Blackhawks.

Need to Know

For more travel tips, check out Fora Advisor Lizz Callaways guide, Foodie's Guide to Attractions & Restaurants in Chicago.

Advisor - Olivia Thomas

Travel Advisor

Olivia Thomas

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