Eat, Drink and Explore Chicago

A city filled with magnificent architecture, world-class museums, inspiring chefs, a massive brewing scene, and 77 unique neighborhoods to explore from Bridgeport to Logan Square, Chicago is also home to that midwestern charm that you just can’t find anywhere else. With easy-to-use public transportation, it’s not hard to get around the city to experience the different pockets, each so distinctive and worth visiting that it will almost be an impossible task to narrow down what to see and do. We’ve put together a curated list of our favorites to help inspire you while visiting the windy city.

People sit at outdoor tables in front of a bar and restaurant on a city street lined with trees. Cars are parked along the road, and a person rides a bicycle in the foreground.

Shopping

Shop in Chicago

Wicker Park / Bucktown – The bustling “six corners” area (the intersection of Milwaukee, Damen and North Avenues) is dotted with trendy boutiques and hip vintage shops. Shop everything from locally inspired gifts to trendy vinyl, vintage couture, unusual jewelry and endless cups of excellent coffee in this mish mash neighborhood that offers a bit of […]

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A tour boat passes under a red steel bridge on the Chicago River, surrounded by tall modern skyscrapers and historic buildings on a clear, sunny day.

Play & Explore

Play and Explore in Chicago

Green Mill – Green Mill is an uptown institution that was frequented by infamous Chicago gangster, Al Capone. But since Prohibition is a thing of the past, the club has made a name for itself for hosting live jazz. Take photos under the green glimmering marquee and step inside for an evening unlike no other (minus the gangsters). […]

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Outdoor seating in front of a bakery with a blue door, menu painted on the wall, potted plants, and people sitting at tables under a fire escape. The sign reads “Doughnut Vault” and lists various doughnut flavors.

Eat & Drink | Play & Explore

The Best Coffee Shops in Chicago: Where to Sip & Savor

Whether you're a local or just visiting, here are eight coffee shops that are a must-try when in the Windy City.

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A long outdoor dining area features wooden tables, colorful plates, patterned cushions, hanging lanterns, and lush greenery, set alongside a river with city buildings in the background.

Eat & Drink

Eat & Drink in Chicago

Centennial Crafted Beer & Eatery – Conveniently located in the River North neighborhood, a short walk or drive from our Level River North location, Centennial Crafted Beer & Eatery is a local gathering spot serving up 56 taps with a selection of 36 rotating craft beers as well as a curated wine and spirits list. When ready to pair your […]

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People walk along a riverside promenade lined with cafes and trees. Modern glass skyscrapers and a red bridge span the blue-green river under a clear, sunny sky in an urban cityscape.

Eat & Drink | Culture | Neighborhoods

The Hottest Patios in Chicago: Where to Beat the Heat

Visiting Chicago for fun or business? Either way—you’re going to have to eat! And in this city, patio season is the season. Chicago is a foodie’s haven, with an incredible mix of cultures to explore and taste (yes, we meant that). Whether you’re craving a classic hot dog or indulging in Michelin-starred cuisine, you’re in the right place. Level Hotels & Furnished Suites offers three locations in vibrant, popular neighborhoods, putting you close to all the best bites. Need a little outdoor dining inspo? We’ve got you covered.

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A person takes a photo of a brunch table with their phone, capturing plates of pancakes with berry sauce, a fruit bowl, eggs, and coffee. Another hand reaches toward a bowl in the background.

Eat & Drink

The Best Brunches in Chicago

Whoever first discovered a meal between breakfast and lunch, thanks to them! No weekend is complete without it. Brunch, a powerful concept that combines the best parts of breakfast and lunch, is the perfect way to start your lazy weekend morning. Whether you’re looking for a set menus or a boozy brunch cocktail, discover Level’s definitive guide to the best brunch in Chicago.

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A martini glass with a dark cocktail and a cherry sits beside a tumbler with an orange slice and cherry garnish on a marble table, both drinks highlighted by sunlight and surrounded by deep shadows.

Eat & Drink

Cocktail Hidden Gems in Chicago

If you know the Chicago city well enough, then you will then know that Chicago is fortunate enough to be home to some of the world’s top bartenders. Whether you’re in the mood for a classic mojito or Manhattan, or you’re hankering for over-the-top tiki-style cocktails with a wooden cup and bendy straws, we’ve uncovered a few cocktail bar gems for you to discover while in the Windy City. Each of these spots offer inspired creations, unique atmospheres and experiences that will keep you coming back for another sip.

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Black owned Business Monday Coffee

Eat & Drink | Culture | Play & Explore

Black Owned Businesses, Arts & Culture in Chicago

In celebration of Black excellence past and present, we’ve curated this guide to discovering Black owned businesses, arts and culture in Chicago. This list is definitely not exhaustive, but a few favorites from our team, and meant to support you in discovering some of the city’s gems.

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