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Chicago River North with Friends

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While Chicago is a city with tremendous history, its contemporary culture, rich arts and music scene, and distinct neighborhoods make it a truly fascinating destination. Sports are also a passion point—catching a game can be a great way to connect with locals.
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816 W Randolph St, Chicago, IL 60607, USA
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Randolph Street in Chicago boasts a plethora of choices when it comes to excellent cuisine. De Cero is but one of places where you can go with a group of friends and feel like you are right at home. With an impressive selection of tequilas, and...
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430 N Michigan Ave, Chicago, IL 60611, USA
Billy Goat Tavern achieved international fame in the 1970’s with a Saturday Night Live skit that mocked the order process and the lack of options. No Pepsi… Coke! No Fries… Chips! The tavern’s been open since 1934 on the lower level of Michigan...
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50 W Randolph St, Chicago, IL 60601, USA
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A perfect buttermilk old fashioned donut is fresh and hot with crispy crunchy edges underneath a melting sugary glazy and the minute I’ve eaten one, I’m already dreaming about the next one. Do-Rite hits all these marks with room to spare, which...
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4613, 51 W Kinzie St, Chicago, IL 60654, USA
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On the website for Siena Tavern there is a button called 'From Scratch.' Click it. The name of the link pretty much says it all for this downtown Chicago eatery. Homemade and handmade pasta, sauces, dressings, and more are abound at this River...
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111 S Michigan Ave, Chicago, IL 60603, USA
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See our full list of Where to Go in 2015. The Art Institute of Chicago hosts the first exhibition devoted to Britain’s rising-star architect David Adjaye in September. Also in the fall, the world’s leading design talents will gather for the...
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1655 W Cortland St, Chicago, IL 60622, USA
To find the Trap Door Theatre, you walk down a narrow walkway between two white brick walls. A steel door opens onto the kitchen of Jane's Restaurant. A second door leads to a small black box theater. There, for the last 15 plus years, the Trap...
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2900 N Lincoln Ave, Chicago, IL 60657, USA
Started in Chicago in 2009, and slowly making its way throughout the U.S., Bottle & Bottega is hands down one of the coolest and unique new ideas to arrive in the Windy City. Founded by two enterprising young women who ditched the corporate gig to...
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201 E Randolph St, Chicago, IL 60601, USA
The Crown Fountains are one my favorite Chicago landmarks. I call it the Fountain of the two faces. There are two towers with multicultural faces that change. It reflects the diversity of Chicago. The Crown Fountains in Millennium Parks were...
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809 W Randolph St, Chicago, IL 60607, USA
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West Randolph Street in Chicago’s West Loop has become a new home to the city’s culinary talents. Stephanie Izard first drew crowds cooking dishes like roasted pig face at Girl & the Goat (the restaurant pictured above)....
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130 E Randolph St, Chicago, IL 60601, USA
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Tavern at the Park is an amazing foodie destination in downtown Chicago. The menu is full of delicious creations, including some nice variations on classic dishes. I found their wings (which are rubbed and then grilled, not fried) to be amazing,...
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2148 N Milwaukee Ave, Chicago, IL 60647, USA
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Little known fact: After Los Angeles and Houston, Chicago has the third largest Mexican population in the United States. Unlike those two cities, the praises of its deep Mexican heritage and food have yet to be sung. Consider me, then, the fat guy...
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1612 W Division St, Chicago, IL 60622, USA
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Housed in an old bank vault, The Bedford affords you a glimpse into the world of finance. Inspired by the era of Al Capone crime and tommy gun holdups, this throwback lounge in Wicker Park puts a contemporary twist on old time cool. Slide past the...
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955 W Fulton Market, Chicago, IL 60607, USA
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At visionary chef Grant Achatz’s bar, vessels such as “the Porthole” (pictured) are as original as the drinks. The chef-trained bartenders use fresh herbs, small-batch spirits, and hand-carved ice in their cutting-edge libations....
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51 W Jackson Blvd, Chicago, IL 60604, USA
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Chicago’s beloved South Side hat shop, Optimo, recently opened a downtown location in the historic Monadnock building. A favorite of Johnny Depp and former Mayor Richard Daley, the new shop sells handmade felt fedoras and porkpies that appear to...