Chicago 101
Chicagoland is the home of blues, comedy, house music, Oprah Winfrey, freezing winds, artery-clogging eats, and, of course, our President-Elect. We like to think of it as the capital of the Midwest, where the people are twice as smart and half as nice as the folks in St. Louis and Minneapolis. There are plenty of easy ways to explore the city on first blush, but you'll find it less easy to prioritize what you should definitely see on a maiden visit. So after the jump, absorb our laundry list of must-do locales in the City of Big Shoulders.
Gino's East of Chicago
633 N Wells St
Chicago, IL 60610
Chicago invented the deep-dish pizza, now most commonly found at the execrable chain Pizzeria Uno's. In Chicago, there are over one hundred authentic (and often very …
old) deep-dish joints. One of the oldest and most loved is Gino's East. Their pizza is delicious and consistently tops Chicagoans' fave lists.
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Wiener Circle
2622 N Clark St
Chicago, IL 60614
That's right, it is indeed called Weiner's Circle, and it's one of the best places to get a famous Chicago dog -- Vienna beef loaded with mustard, onions, sliced tomato, …
pickle relish, celery salt, peppers, and served with a pickle spear. Weiner's dogs are pretty much perfect and are even served with a bonus pickle spear.
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Wrigley Field
1060 W Addison St
Chicago, IL 60613
When it comes to be baseball, football, or basketball -- assuming you're in town at a season-appropriate moment -- Chicago is a great place to see ballplay. Chicago has …
over 15 pro sports teams. Our pick for next team to go see is the Chicago Cubs. You gotta love the underdog, especially when they are cursed by a century-old goat.
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The Peninsula Hotel
108 E Superior St
Chicago, IL 60611
Whether you come here for high tea or to stay a few nights, the Peninsula will always make you feel like you're a bazillionaire. This is mostly because of the exorbitant …
prices, but the feeling also comes from the stellar service. The Shanghai Terrace restaurant has fantastic skyline views and hosts an elegant afternoon tea for both guests and visitors. Guestrooms have ambient sound systems and mood lighting for your atmospheric pleasure.
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Kingston Mines
2548 N Halsted St
Chicago, IL 60614
One of the oldest and largest houses of blues in Chicago, Kingston Mines is open later than the rest of the clubs (closing past 4 a.m. nightly). All kinds of blues …
legends pop by to play the two stages, and the best local acts have regular gigs.
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Improv Olympics
3541 N Clark St
Chicago, IL 60657
Improv comedy was born in Chicago over 50 years ago, and the comedy scene here is still very strong. The original and still famous improv groups are ImprovOlympic and …
Second City. Nowadays Second City is doing scripted skits, but i.O. is still mostly pure improv. Amy Sedaris, Upright Citizens Brigade members, and a number of Saturday Night Live alum (Tina Fey, Horatio Sanz, Tim Meadows, Rachael Dratch) all came out of i.O.
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Hopleaf Bar
5148 N Clark St
Chicago, IL 60640
Located in Chicago's Swedish neighborhood, Hopleaf has about 20 Belgian beers on tap in addition to a menu of over 150 local and international beers. The prices aren't …
too steep, and you can order a goodly number of beers by the pitcher.
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