Bicycling Magazine once named Chicago the best bicycling city in the nation.
And true enough, cycling in Chicago has become all the rage in the last decade. Practically every street has either a shared or buffered bike lane, and there are several completely protected lanes separated from traffic (check out the bike lanes on Dearborn Avenue and Washington and Randolph Streets in the Loop). To me, there’s simply no better way to see the city, particularly given all the urban trails tailor-made for cyclists, from The 606 to the Lakefront Trail.
Looking for some cool rides and bicycling events? You’ve come to the right place. Grab a Divvy bike, Chicago’s bike-share program with 580+ stations and 5,800 bikes across the city, and get pedaling.
Bike the Drive
Every year, Lake Shore Drive, our scenic lakefront thoroughfare, closes down to vehicular traffic and becomes a cyclist’s paradise. Bike the Drive, which is held at the end of May each year, attracts thousands of riders who cruise the entire 30-mile ride or start at various checkpoints for shorter distances.
Lakefront Trail
©Adam Alexander
Even when Bike the Drive isn’t in full swing, you can ride along the fantastic Lakefront Trail, with Lake Michigan to the east, and the city skyline to the west. The trail hugs the lakefront and runs for 18 miles all the way from the south side of the city to the north. It’s simply one of the best ways to experience the spirit of Chicago, passing harbors, the downtown area, iconic museums, a golf course, beaches, restaurants, public art and sculptures, historic community centers, a theater, and even a bird sanctuary. Plus, the creation of two adjacent lakefront paths to separate walkers from cyclists will be finished this year, making it even safer and easier to take in Chicago’s great urban outdoors.
The 606
@Ranvestel Photographic
The unused elevated train line that once ran along Bloomingdale Avenue on the city’s west side is now a celebrated, elevated 2.7-mile bike, jogging and walking trail connecting the hip Wicker Park, Bucktown, Logan Square, and Humboldt Park neighborhoods. The multi-use park also features an observatory, art installations, educational programming, green space, and other amenities.
North Side Trails
If you want a real workout in the midst of nature, check out trails like the North Shore Channel Trail, which leads to the Skokie North Shore Sculpture Park, and the wonderful North Branch Trail. A new extension was completed last year, creating a non-stop trail from Foster Avenue all the way up to the Botanic Gardens in the suburb of Glencoe. It’s a gorgeous ride through the Cook County Forest Preserves, during which you might well spot deer, raccoons, birds of prey, and other wildlife. Join the North Branch Trail Alliance all along this trail for rides throughout the spring and summer.
312 River Run
The 312 River Run trail connects three parks — Clark Park, California Park and Homer Park — by a single path that stretches for nearly 2 miles along the Chicago River, from Belmont to Montrose. The Riverview Bridge portion of the path is a unique, 1,000-foot winding section that crosses the Chicago River.
