Walking Trails Near Chicago, IL
Filter Result

Walking Trails Near Chicago, IL

49
Walking
0 - 18 mi
Range
Chicago has 49 walking trails. These trails range from 0.5 to 18 miles in length. The most popular trails are Magnificent Mile and Navy Pier - Chicago, Chicago Lakefront and Grant Park - Chicago. Trails.com member Mary W. recently completed Grant Park - Chicago. See all Chicago trails.
Best Trails in Chicago 49 Results
Rating
Difficulty
Skill Level
Technical Difficulty
Physical Difficulty
Class
Length
Elevation Gain
Vehicles
Surface
Trail Type
Campsites
Additional Use
Accessibility
Features
Grade
Access
 PREMIUM MEMBER
The Chicago lakefront walk is saved for last because it is something a little different. ...
A gleaming 319-acre jewel on the downtown lakefront, Grant Park is rich in Chicago history ...
A roughly 1-square-mile chunk of the North Side, with Clark St. as its diagonal spine ...
Though relatively short, this walk takes in the soul of the city, the stretch of Michigan ...
Lincoln Park is sort of like the old Certs ad or the Saturday Night Live fake ad for Shimmer: ...
The Gold Coast has always been just that: the place where the folks with the gold live ...
For many it’s their favorite urban walk in America, and with its flowers and architectural ...
First it was a lethargic little stream flowing into swamplands at Lake Michigan. Later ...
Once the marshy home to Chicago’s earliest non-indigenous citizens, who needed a place ...
Tour groups crisscross the Loop in any weather and with good reason: it’s home to an astonishing ...
Just imagine if Daniel Burnham, instead of saying “Make no little plans. They have no ...
For years a world unto itself, Chinatown has broken the shackles of expressways and railroads ...
Beginning in the 1870s, scores of Bohemian immigrants filled the neighborhood that came ...
Once hemmed in by railroads, the South Loop and Near South Side have a history as varied ...
Little Italy was never populated exclusively by Italians. In fact the Irish were the majority ...
In the sunrise shadow of the Loop, the West Loop has always been its Rodney Dangerfield ...
For decades residents of Bronzeville and Bridgeport avoided each other’s neighborhoods. ...
Although a pilgrimage for many spellbound by the legacy of Frank Lloyd Wright, Oak Park ...
Tens of thousands of years ago during an ice age, glaciers covered Chicago. One went a ...
Pullman embodies the extremes of capitalism, good and bad. The neighborhood was built ...
Grant Park has often been called Chicago’s front yard, and in its present guise it is ...
Seemingly serene, this long and linear lakefront walk through Burnham Park covers a lot ...
Kenwood became fashionable in the late 1800s when rich Chicagoans fled the industrialization ...
Hyde Park’s raison d’etre, the University of Chicago, has kept the neighborhood vibrant ...
An area of great renown in the late 1800s, the swath of the South Side that includes Washington ...
Load More