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Thu / May 23
With a proud sports tradition and a history steeped in beer, Chicago is a city where arguments over draft picks are easy to start and neighborhood bars are easy to find. That’s not to say this traditional Midwestern town isn’t incredibly diverse and cosmopolitan too – in fact, it’s an important center of both business and culture, and offers nightlife options that range from out-of-this-world blues concerts to out-of-this-tax-bracket clubs and lounges.
And although its reputation for harsh winters is well-deserved, Chicago is ultimately a year-round city, with plenty of things to do like great shopping, restaurants, parks, and sports to help anyone survive the icy winds from Lake Michigan until the celebrated summer returns.
A truly varied city with seventy-seven distinct neighborhoods, Chicago has places and events to suit every person and every mood.
Iconic landmarks like the Willis Tower and the John Hancock building dot its exalted skyline, and an efficient public transportation system makes it easy to get – in a matter of minutes – from some of the wealthiest neighborhoods in the country to some of the hippest enclaves.
At the same time, great live music famously fills the air every night, so if a classic downtown blues joint doesn’t sound quite right, then rock, country, and everything in between can be heard bursting from bar-front windows just blocks away.
But beneath the glamorous buildings and bumping beats, it is the millions of proud, sports-loving, beer-toting residents who have turned this bustling city into the undeniable epicenter of the Midwest social scene.
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Sports? Pub crawls? Rowdy bars? Good beer? Then check out these suggestions from Lucas:
Exclusive hotspots? Chic crowds? Bottle service? Posh shopping? Then check out these suggestions from Adriana:
Eclectic crowds? Authentic bars? Live music? Nothing mainstream? Then check out these suggestions from Jonah:
Amazing drink deals? Unpretentious crowds? Karaoke with friends? Dancing all night? Then check out these suggestions from Emma:
Lakeview is best known for the two popular enclaves of Wrigleyville – home of all things Cubs – and Boystown – the first officially recognized LGBT community in the country. Both of these districts offer so much in the way of both day and nighttime activity that they are often thought of as wholly separate neighborhoods, but the larger expanse of Lakeview (the part that has little to do with baseballs or rainbow flags) certainly isn’t lacking in things to
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Lakeview is best known for the two popular enclaves of Wrigleyville – home of all things Cubs – and Boystown – the first officially recognized LGBT community in the country. Both of these districts offer so much in the way of both day and nighttime activity that they are often thought of as wholly separate neighborhoods, but the larger expanse of Lakeview (the part that has little to do with baseballs or rainbow flags) certainly isn’t lacking in things to
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Popular eateries and watering holes abound in the expansive neighborhood of Lincoln Park – which stretches from North Avenue Beach all the way to the Chicago River – as does some of the highest-priced real estate in town.
Clark Street alone is alive with bars and restaurants for nearly every taste and budget, and its sidewalk patios, usually shadowed by nearby mansions, fill early as young professionals stop by to enjoy myriad independent cafés, ethnic
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Dotted with independent vintage boutiques, trendy restaurants, and small fair-trade coffee shops, Wicker Park/Bucktown is a mecca for young artsy types and alternative post-grads, evident in the fact that more artists call the area home than anywhere else in Chicago.
The area’s Flat Iron Arts Building houses more than fifty galleries that keep the city’s burgeoning artistic spirit alive and well, but creativity can be found even outside the galleries in
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Includes: Near North Side.
With its proximity to the moneyed mecca of the Gold Coast and the downtown Loop, River North boasts some of the most coveted loft space, longest stretches of art galleries, and highest concentration of retailers in the city, while its nightlife scene is easily one of the most glamorous around.
The four-million-square-foot Merchandise Mart – so large it had its own zip code until 2008 – is one of the largest commercial
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Spreading out from storied Wrigley Field, home of the immensely popular Chicago Cubs, Wrigleyville – an enclave of the larger Lakeview neighborhood – has been inextricably linked to baseball since the stadium was built in 1914.
Despite encompassing a mere four-block run of Clark Street north of the ballpark, Wrigleyville makes up for its size with an explosion of nearly three dozen bars, many restaurants, and an incessant fervor for all things Cubs. Even
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Named for the elevated train that encircles it, The Loop is without doubt the central business district of the city – but that’s not to imply the neighborhood has no social scene to offer.
Home to government employees, business people, and laid-back art students from the Chicago Art Institute, The Loop is packed during the week with fast-moving professionals and college kids, who fill the area’s restaurants and cafés at lunchtime.
Out-of-towners from
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