10 Best Sights in Lincoln Park and Wicker Park, with Bucktown and Logan Square, Chicago

Similar to New York City’s High Line, this abandoned elevated rail line—open since 2015—is now a fun place to walk or bike and take in art all at once. Edgy, splashy and bright murals are depicted along the 2.7-mile route. The route runs through Wicker Park, Humboldt Park, Bucktown, and Logan Square, making it an appealing way to neighborhood hop without getting snarled in the traffic below. Take along some water and sunscreen; on summer days the more exposed stretches of the trail get rather sunbaked. 

The work of landscape architect Alfred Caldwell, this serene oasis---comprising a gracefully curving pond and Prairie-style pavilion amid native vegetation---hides in plain sight beside Lincoln Park Zoo’s parking lot, poised to allay weary zoo warriors with a Zen break.

Another Chicago under-the-radar gem, this park was designed by William Le Baron Jenney in the mid-1800s and his work was expanded upon several years later by Jens Jensen. The 1907 Prairie School boathouse is the park’s centerpiece, home to free cultural events and swan pedal boat rentals. The park has a formal garden, tennis courts, baseball fields, bike paths, and the city's only inland beach. In 2019 Humboldt Park temporarily became the subject of local obsession when an immature alligator---likely someone’s illegal pet---was spotted in its lagoon; rest assured Chance the Snapper (as he was lovingly dubbed) was quickly captured and relocated to a Florida gator sanctuary.

The house where author L. Frank Baum dreamed up The Wonderful Wizard of Oz has been replaced by an affordable housing complex. But Baum's connection to the corner lot hasn't been forgotten; in 2019, the current building's developer paved the sidewalks with yellow brick, and installed a colorful mosaic depicting Dorothy and the gang beneath the author's famous words, "There's no place like home."

The tranquility and abundant greenery inside this 1892 conservatory offer a refreshing respite in the heart of a bustling neighborhood. Stroll through permanent displays in the Palm House, Fern Room, and Orchid House, or catch special events like the fragrant Spring Flower Show. Free, timed reservations—available on the conservatory's website—are required.

The park that gives Logan Square its name can look a little worse for the wear---the colossal eagle-topped column at its center has seen its fair share of graffiti tagging---but that doesn’t stop locals from setting up shop for the afternoon with a book and a portable hammock. An old-world Norwegian church and restaurants with busy sidewalk patios fringe the square (really more of an oval), imparting a cosmopolitan vibe. Wide, rambling Kedzie and Logan Boulevards---two of the neighborhood’s loveliest assets---radiate outward from the park; pick out your dream mansion on a postprandial stroll.

Old Town was known in the mid-1800s as the Cabbage Patch (for its German immigrant inhabitants’ proclivity for planting, well, you guessed it) and took turns in the 20th century as a stronghold for LGBTQ+ rights and an incubator for artists and comedians. Today the neighborhood feels more polished and less bohemian, but hints of the old world can still be found in the narrow cobbled alleys, the tolling bells of historic St. Michael’s church, and the barroom banter at mainstay Old Town Ale House. Head to Wells Street, the main drag, for independent shops and good bars and clubs (including the famed Second City).

Massive steel Puerto Rican flags proudly straddle the road along this six-block stretch of Division Street in Humboldt Park, marking out the nucleus of Chicago’s large Puerto Rican community. This is the place to be for mofongo and café con leche in easygoing sidewalk cafés. Keep your eyes peeled for murals by street artists and a walk of fame celebrating Puerto Rican luminaries.

For a glimpse of how the working class lived at the turn of the 20th century, head south of Wicker Park to the Ukrainian Village. In its center, on Haddon Avenue and on Thomas and Cortez streets between Damen Avenue and Leavitt Street, you'll find a well-preserved group of workers' cottages and apartments. At the corner of Leavitt and Haddon Streets, gilded cupolas mark Holy Trinity Orthodox Cathedral (tours offered occasionally; schedule at  holytrinitycathedral.net), an early-20th-century church designed by renowned Chicago architect Louis Sullivan.

This triangular little patch of green, donated to the city in 1870 by politician Charles Wicker, is a neighborhood favorite and home to softball fields, a children's water playground, a dog park, and outdoor movies. The handsome central fountain is a great spot for chilling out and people-watching in warm weather.