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Sun / Jan 24
One of the most culturally diverse areas in Chicago, Andersonville and neighboring Edgewater are popular for their plethora of locally-owned establishments and residents who fervently support a buy-local, ... more
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 ... more
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 ... more
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 ... more
Blue-collar in both pride and feel, Avondale has been growing in recent years due to its comparatively cheaper real estate market. Although now more than 60% Hispanic, its strong Polish history is evident in both the ... more
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 ... more
Named for George Streeter, a con artist who crashed his boat in the neighborhood more than 130 years ago – after which he proceeded to rip off, shoot, defile, and fornicate his way through town – Streeterville ... more
It wasn’t that long ago that the bars in Ukrainian Village were the kind of places where politicians performed their dirtier deeds and a request for fine wine would be met with a punch in the face. Nowadays, ... more
Includes: Pilsen Although Chicago doesn't have the large Italian population of New York or Boston, the small enclave of University Village/Little Italy is home to many celebrated Mediterranean eateries, including ... more
Once a highly industrialized area – and before that, a key stop on the Underground Railroad – South Loop has gained popularity as an inexpensive and accessible alternative to living north of the Chicago River, with a ... more
Although best known both for its large Puerto Rican population and beautiful namesake park, Humboldt Park supports the extant pattern of many Chicago neighborhoods: it’s a little bit of everything. Classic Mexican ... more
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 ... more
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 ... more
This enclave, on the north side of the city, is the heart of Chicago’s German Town, and thanks to close proximity with the popular neighborhood of Andersonville – known for its Swedish beginnings – it’s an easy choice ... more
A number of artists and other hipster-types have made their way two miles up Milwaukee Avenue from Wicker Park and Bucktown to the wide tree-lined boulevards that rim Logan Square, a large grass-covered traffic circle ... more
With its tree-lined streets and pretty single-family homes, Roscoe Village caters to a slightly older crowd, as well as an ever-growing presence of young families who want a place with a mellower edge to call home. ... more
Includes: Noble Square. Rich in history and character, Old Town should not be confused with the varied implications of its name. Located just south of the wildly popular Lincoln Park area, this place is decidedly ... more
A draw for Chicago’s wealthier citizens since the turn of the twentieth century, the Gold Coast is full of traditional mansions and deluxe modern day high-rises – but the glitz and glam doesn’t preclude vibrant scenes ... more