Cycling in Illinois

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With a fleet of futuristic segways and classic beach-cruiser bicycles, Bike and Roll Chicago outfits travelers with wheeled transportation to explore the city's paved surfaces. Tour guides lead groups through Millennium Park and along the lakefront to catch the skyline when illuminated by sunrises or backlit by one of Chicago's many moons. Misty Lake Michigan breezes ruffle riders' hair peeking through helmets as they pass by sailboats swaying lazily in the harbors and fishermen casting lines for trout and perch. Bike and Roll Chicago designs routes around classic architectural landmarks such as the Shedd Aquarium and Field Museum as well as popular neighborhoods home to a number of restaurants and art festivals.

316 N Wabash Ave
Chicago,
IL
US

With a fleet of futuristic segways and classic beach-cruiser bicycles, Bike and Roll Chicago outfits travelers with wheeled transportation to explore the city's paved surfaces. Tour guides lead groups through Millennium Park and along the lakefront to catch the skyline when illuminated by sunrises or backlit by one of Chicago's many moons. Misty Lake Michigan breezes ruffle riders' hair peeking through helmets as they pass by sailboats swaying lazily in the harbors and fishermen casting lines for trout and perch. Bike and Roll Chicago designs routes around classic architectural landmarks such as the Shedd Aquarium and Field Museum as well as popular neighborhoods home to a number of restaurants and art festivals.

239 E Randolph St
Chicago,
IL
US

Bike and Roll Chicago's staff dispatches clients on wheel-based expeditions throughout Chicago. Guides—several of whom are Chicagoland natives—can lead informative and entertaining tours in Spanish, Mandarin Chinese, and semaphores.

5200 North Lake Shore Drive
Chicago,
IL
US

Chicago Rickshaw releases its fleet of pedal-powered, open-air cabs through the thoroughfares of the city, meandering up to three weary travelers on a one-hour jaunt of urban sightseeing. Rickshaws provide a distinct vantage point and remain an environmentally chummy mode of transportation second only to attaching one end of marionette strings to your legs and the other end to methodically flying pigeons. Up to three gallivanters, plus the driver, can fit in the motorless coach as it lopes small groups around the City of Big Shoulders and through many of its public easements, including areas not accessible to large motor-propelled carriages.

2333 N Seeley Ave
Chicago,
IL
US

When the sun goes down during Summer Solstice weekend in Chicago, the bikes come out. Celebrating its 26th year in 2014, the iconic L.A.T.E. Ride sends cyclists whirring through the city beneath the glow of street lamps. But the non-competitive event also encourages participants to supply some light of their own—whether it's by decorating their bikes with festive lights or hiring packs of fireflies to follow them—with a pre-ride award ceremony recognizing the best lighting arrangements. Then, waves of riders pedal off into the night, with some not crossing the finish line until the sun begins to rise over Lake Michigan. Proceeds from the annual event benefit Friends of the Parks, an acclaimed non-profit organization that preserves and improves Chicago-area parks and forest preserves.

2221 West 43rd Street
Chicago,
IL
US

Chicago was once synonymous with its gangsters, and on the South Side tour run by Bobby's Bike Hike, cyclists seem to pedal back to those seedy times. The tour stops at Chicago's onetime red light districts and at the haunts of iconic gangsters such as Al Capone, who earned his hardened reputation by having perfectly good hot dogs roughed up at will. Fir more than a decade, the company has been hosting themed tours like these that show off the city's history, traditions, and scenery. Other have participants sampling the city's iconic pizza or rolling through lakefront neighborhoods. And anyone who prefers to create their own tour can rent bikes by the hour in a choice of styles that range from classic road bikes to two-seaters for parents and kids.

1 E. Scott StreetSte. 1608
Chicago,
IL
US

Illinois Scene