Salt Creek Trail, La Grange Park, Illinois
Aside from having no hills, Salt creek is one of the best trails in Cook County. The surrounding suburbs are beautifully sculpted. It's the sort of perfect community you might want to raise your children in. The trail along S... trails.com
North Shore Channel Trail
The North Shore Channel Trail extends from the junction of Green Bay Road and McCormick Boulevard in northern Evanston to the junction of Lawrence Avenue and Francisco Avenue in Chicago. All but the last 0.25 mile runs alo... traillink.com
Indian Boundary Trail, Oak Park, Illinois
The Indian Boundary gets in name from a boundary line that spanned from Lake Michigan to Ottawa; it served as a territorial boundary between the Potawatomi tribe and European settlers in 1816. The Indian Boundary is directly ... trails.com
Uptown, Chicago, Illinois
Uptown is what you'd call a vintage ride. It's one of the last great architectural neighborhoods not yet gentrified - which is probably why at Uptown's famous Green Mill, I once heard a bongo - drumming band perform a song ti... trails.com
Lakefront North, Chicago, Illinois
An oasis for urban outdoor enthusiasts in need of a quick fix, the northern lakefront is a Chicago gem. Starting on the North Side of Chicago at Ardmore-Hollywood Beach and extending clear down past the South Side's Chicago C... trails.com
Southport Ride, Chicago, Illinois
Southport Avenue got its name in the 1840's when stagecoaches drove down this wide Chicago thoroughfare bound for Milwaukee. Stage teamsters called Milwaukee "north port" and Chicago "south port." Chi-town natives will tell y... trails.com
Bohemian Bucktown, Chicago, Illinois
Bucktown might more appropriately be called X-town, due to all the Gen-X types that have made it popular. Make no mistake, however: What has really made Bucktown is its restaurants. For those of you who have not attempted a r... trails.com
Hyde Park Art Center
The Hyde Park Art Center (HPAC) has one of the most ambitious missions among Chicago non-profit organizations: to stimulate and sustain the visual arts in Chicago. Making a huge leap forward with its move to sharp... centerstagechicago.com
Indian Road Woods
This is a nice option for those in the city who are seeking some singletrack close by. The trail basically follows the river with a parallel trail on the higher ground above the flood plain for at least part of the way.... singletracks.com
Lincoln Park Zoo
Lincoln Park Zoo is the country"s most historic and distinguished zoological facility. Attracting an estimated 3 million visitors per year, the not-for-profit Lincoln Park Zoo is also one of the country"s last remaini... explorechicago.org
Prairie Avenue Historic South Loop, Chicago, Illinois
The Prairie District is one of the lesser-known Chicago sights. It's south of Grant Park and west of Soldier Field on the other side of the train tracks. It's that place you can see from Lake Shore Drive near all the new cond... trails.com
Logan Square, Chicago, Illinois
The Logan Square ride is a study in Chicago boulevards. There are few other places in Chicago that feature so many boulevards this close to one another. As you drive to Humboldt Park, you'll pass beneath the first of two Puer... trails.com
River East Art Center
If you're not yet convinced that the River East neighborhood has arrived, management at the Art Center will try their hardest to alter that impression. The shiny red warehouse stretches a quarter-mile down Illinoi... centerstagechicago.com
Chicago Lakefront And Boulevard Ramble, Chicago, Illinois
Enjoy a classic Chicago bike ride along the Lakefront Path as it winds past harbors, beaches, the dazzling skyline, and the big blue lake. After passing the museum campus and Soldier Field, you?ll leave the well-beaten biking... trails.com
Chicago Lakefront Bike Path
Located east of Lakeshore Drive, the Chicago Lakefront Bike Path is an 18.5 mile linear park along Lake Michigan that includes beaches, volleyball courts, playgrounds, baseball diamonds, tennis courts and soccer fields. Th... traillink.com
Salt Creek Ramble, Berwyn, Illinois
After following the Salt Creek Trail through a series of forest preserves straddling Cook and DuPage Counties, you?ll explore quiet residential neighborhoods within a handful of western suburbs that grew up alongside the rail... trails.com
Beverly Oak Lawn Ramble, Blue Island, Illinois
This ride opens with a short stint on a heavily wooded section of the Major Taylor Trail, one of the newest trails in Chicago. The route in Beverly takes you by a collection of historic mansions, including one that was modele... trails.com
Chicago Boulevard Lakefront Ramble, Chicago, Illinois
A bike tour in downtown Chicago? You must be crazy! A reasonable reaction if you've ever been in the Windy City on a weekday. But on a Sunday morning, Chicago is a different place. This is the time to bike one of the world's ... trails.com