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Wicker Park / Bucktown, Chicago, IL

Wicker Park / Bucktown, Chicago, IL

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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 the form of everyone from tattoo artists to glass blowers.

Though just a few short train stops northwest of the downtown Loop, the bohemian neighborhood can seem miles from the big city, especially at the myriad cafés and brunch spots, small galleries, crowded pizza joints, and independent shops that pepper the sidewalk on Milwaukee Avenue, and that are usually bustling with youthful young professionals and relaxed hipsters.

Somewhat surprisingly, the area isn’t all about vegan bakeries and hemp clothing, however – in fact, its namesake park is dotted with enough restored mansions, refined cocktail lounges, and classy fusion restaurants to keep the trendy types happy too.

Although Wicker Park/Bucktown tends to be laid back during the day, the district comes to life at night when partygoers both casual and dressed to impress flock to the clubs and upbeat bars on Division Street and further north along the Damen/Milwaukee/North Avenue intersection.

Music lovers should be sure to check out the annual Wicker Park Fest – usually held in late July or early August – which draws tens of thousands of revelers into the streets for two days of cutting-edge bands.

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What to Do in Wicker Park / Bucktown

Moonshine

20s / 30s / 40s / 80s Music / Bar Food

Party Earth Review Dinner, daily specials, freshly brewed beer, sports, and DJs – Moonshine delivers it all under one roof. Except the dog-friendly patio – that’s outside ... more

1824 West Division Street
Chicago, IL 60622

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Subterranean

20s / 30s / ATM / After Work / DJ / House

Party Earth Review The only “subterranean” thing about this popular live music venue is the string of prohibition-era tunnels secreted away beneath the hundred-year-old building’s foundation, long forgotten ... more

2011 West North Avenue
Chicago, IL 60647

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Piece

20s / 30s / 40s / After Work / Bar / Beer

Party Earth Review A blend of microbrewery and pizzeria, Piece has helped revive the popularity of thin crust pizza in a deep dish city, all the while serving an extensive list of in-house craft beers ... more

1927 West North Avenue
Chicago, IL 60622

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Nick's Beer Garden

20s / 30s / 40s / 70s Music / Bar / Blues

Party Earth Review Since 1977, a combination of stiff drinks, killer tunes, and eccentric Wicker Park locals has made Nick’s Beer Garden the customary answer to the question, “Why the hell was I out until ... more

1516 North Milwaukee Avenue
Chicago, IL 60622

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Exit

20s / Anything goes / Barbeque / DJ

Party Earth Review Under the skull-and-crossbones sign and past the crowd of Mohawk-rocking punks, a small graffitied door leads to Exit, Chicago’s self-proclaimed original punk bar since 1981. Once inside ... more

1315 West North Avenue
Chicago, IL 60642

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Map Room

20s / 30s / 40s / Alternative Rock

Party Earth Review Self-styled as a place for weary travelers to kick back and share tales of the road, Map Room is indeed a relaxed and comfy hangout popular with both daily regulars and adventurous ... more

1949 North Hoyne Avenue
Chicago, IL 60647

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Rodan

30s / Ambient / Artsy / Asian Food

Party Earth Review Science fiction buffs will easily recall that “Rodan” was the name of a mutated pterosaur made famous in the Godzilla movies. The refined hipster patrons at this upscale lounge of the ... more

1530 North Milwaukee Avenue
Chicago, IL, 60622

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The Flat Iron

20s / 30s / ATM / Anything goes / Bar

Party Earth Review With a rich history in the arts and music scene, The Flat Iron, formerly the live music venue The Blue Note, draws a dedicated community of creative patrons. The giant face of a skull ... more

1565 North Milwaukee Avenue
Chicago, IL 60622

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Danny's

20s / 30s / Anything goes / Casual

Reviewed by Maria S.

"I'm a big fan of this place. Not only are the drinks affordable ($4 for well drinks, with a good selection of specials as well), but the music (initia ..." more

1951 West Dickens Avenue
Chicago, IL 60647

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Division Street

20s / Anything goes / Artists / TVs

Party Earth Review For lazy warm-weather days, Division Street in Wicker Park is an excellent place to while away the hours with a late brunch, drinks in a crowded game-day sports bars, some window shopping ... more

1600–2100 West Division Street
Chicago, IL 60622

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Double Door

20s / 30s / 40s / ATM / Balcony / Bar / Club

Party Earth Review Named for its two separate entrances – one for the fans and one for the bands – Double Door is a simple club where music undeniably takes center stage. With its single long bar the ... more

1572 North Milwaukee Avenue
Chicago, IL 60622

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The Fifty/50

20s / 30s / Anything goes / Brunch

Party Earth Review Half upscale sports bar, half restaurant, and one hundred percent not the typical Division Street hipster locale, The Fifty/50 draws a loyal clientele of sports fans, young professionals ... more

2047 West Division Street
Chicago, IL 60622

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