Join Chicago Critical Mass as thousands of bicyclists take over the downtown streets on a leisurely bike ride through Chicago.  The rides take place on the last friday of every month and are completely free and designed for all types of riders.  Chicago's Critical Mass bike rides start from Daley Plaza, Dearborn & Washington at 5:30 pm on the last Friday of each month, regardless of season or weather. Bobby's offers super discounts on Critical Mass Bike Rentals.

Bobby's Bike Hike offers overnight bike rentals, which includes a helmet and lock.

Join fellow IA marathon team runners and fans of Imerman Angels on Bobby’s Bike Hike’s City Lights at Night Tour!  Set for all ages and fitness levels, it is a perfect way to unwind after work with friends and family while supporting an organization we all adore. Like a party on wheels, we’ll cruise through downtown to see Millennium Park, Museum Campus, and Buckingham Fountain, with its world-renowned light show. You’ll see our favorite jaw-dropping vantage points of the scintillating skyline and enjoy the tour that is currently rated the #1 Chicago activity on Tripadvisor.com. If needed, we'll have places to change out of your work clothes and store things at the bike shop. Reserve by September 5th to lock in these discounted Imerman Angel rates! Bobby’s Bike Hike will donate $10 to IA for each ‘Fan of IA’ that signs up through this link.

Includes bicycle, helmet, guide and a guaranteed great time!

Join fellow SEC Alumni on Bobby’s Bike Hike’s City Lights at Night Tour, set for all ages and fitness levels, making it a perfect way to unwind after work with friends and family. Like a party on wheels, we’ll cruise through downtown to see Millennium Park, Museum Campus, and Buckingham Fountain, with its world-renowned light show. You’ll see our favorite jaw-dropping vantage points of the scintillating skyline and enjoy the tour that is currently rated the #1 Chicago activity on Tripadvisor.com. If needed, we'll have places to change out of your work clothes and store things at the bike shop.  Reserve online here for discounted $25 rate! Bobby’s Bike Hike will donate $10 to your Chicago Alumni Chapter for each guest that signs up through your link!

Includes bicycle, helmet, guide and a guaranteed great time!

Bobby's Bike Hike is excited to offer special rental rates for participants in PartnershipsInAction's Chicago Walk on Sunday, September 19th.  Reserve your bike by Friday, September 17th to receive the discounted rate.  PartnershipsInAction unites Americans as global citizens with communities in Africa and Asia to build bridges of hope, reaching across boundaries of race, religion, creed, age and gender. This is the bike rental only. 

Bobby's Bike Hike offers daily bike rentals which includes a helmet and lock.

Join fellow fans of Chicago Cares on Bobby’s Bike Hike’s City Lights at Night Tour!  Set for all ages and fitness levels, it is a perfect way to unwind after work with friends and family while supporting such a wonderful organization. Like a party on wheels, we’ll cruise through downtown to see Millennium Park, Museum Campus, and Buckingham Fountain, with its world-renowned light show. You’ll see our favorite jaw-dropping vantage points of the scintillating skyline and enjoy the tour that is currently rated the #1 Chicago activity on Tripadvisor.com. If needed, we'll have places to change out of your work clothes and store things at the bike shop.  Reserve by September 17th  to lock in the discounted rates! Bobby’s Bike Hike will donate $10 to Chicago Cares for each person that signs up through this link.

Show support for friends and family and Bike the Chicago Marathon Course.  Bobby's Bike Hike offers bike rental specials for people who want to support their family and friends by riding the Marathon Course on bike.  Keep up with your favorite runner and experience the unique Chicago neighborhoods as the runners do; Start at the pre-race downtown activities in Grant Park, ride up through the high energy crowds in Boystown and then through the tree-lined Lincoln Park streets.  Then head south past the pagodas in Chinatown, the mariachi bands (and tequila shots) in Pilsen, and get back in time to cheer on your runner at the Finish Line.  This is a unique experience to see all Chicago has to offer, while showing your support for that special marathoner.

Bobby's Bike Hike offers overnight bike rentals, which includes a helmet and lock.