Since taking off the training wheels in 1972, Cycles N Sports has been a full-service bike shop, wrenching two-wheel wisdom into each bike it sells and service it renders. A staff of riding enthusiasts helps customers navigate the shop’s inventory, comprising spoked specimens from such major brands as Electra, Townie, Felt, Giant, Fly, and Stolen, as well as many specialty models. Whether you arrive looking for a bike or parts for a BMX bike, road bike, mountain bike, or the makeshift ramp from the roof of your house, the staff can happily assist and answer questions.
Custom-built mountain bikes and hand-built wheelsets may be Richard’s Bikes’ specialty, but cyclists have frequented the store since 1910 to find road, cross-country, and freeride accessories. Staff pack more than 100 years of combined biking experience into the well-oiled gears that power their minds and match customers with premade bikes and equipment from manufacturers including GT, Schwinn, Mongoose, LeMond, and Klein. Richard’s carries a wide selection of helmets and protective gear, cycling apparel, and bike parts of all kinds.
Dan's Bike Shop's expert spokesmen have been restoring sickly cycles back to health since opening in 1940. A complete bike tune-up inspects and thoroughly cleans bikes from handlebars to brakes, ensuring smooth sailing on rides across town or attempts to sneak into a regatta. Cranks, derailleurs, and brake calipers are removed and degreased in a relaxing hot tub of solvent while troublemaking brakes and gears undergo an attitude adjustment. Complimentary minor wheel truing helps settle bumpy rides, though new cables and a bike horn that plays John Phillip Sousa marches are not included.
Since 1946, years before the Interstate Highway System was built and decades before teleportation became popular, Art's Cycling has helped its community enjoy two-wheeled transport. Now managed by Art's son Barry, the shop continues to thrive well into the 21st century, stocking bikes from brands such as Schwinn, Trek, GT, and Mongoose and performing repairs on cycles of all makes and models. The shop's mechanics also outfit lowrider bikes for cyclists who want to look their dogs in the eyes when riding.
Inspired by a love of fitness and a passion for travel and tourism kindled within him by his late father, Jeremy Lewno founded Bobby's Bike Hike to create an interactive Chicago biking experience. He named the company after his dad, Bob, an Arkansas bus-tour operator who taught him to focus on service quality over quantity. That advice has clearly paid off, as the business's guided tours have earned a number one ranking for activities to do in Chicago on TripAdvisor and the title of Best Organized Bike Ride from the Chicago Reader in 2010.
During the tours, which include rented bicycles, guides lead groups of about 20 riders past Chicago icons in Millennium Park and on the Museum Campus, or direct them to samples of pizza, hot dogs, cupcakes, and beer in and around Wrigleyville. The crew has designed a Tike Hike tour for kids 10 and younger, a Chicago gangster tour that uncovers Chicago's seedier side, and a mansion-studded lakefront tour, during which riders may glimpse Oprah waving or handing out complimentary helicopters at her main residence. Patrons can also rent Schwinn, GT, and Cannondale Comfort bikes, mountain, road, cruisers, and tandem bikes to explore the city on their own.
In a shop lined with more than 100 bikes models from all around the world, Upgrade Cycle Works' pro mechanics channel their love of cycling whether they are aligning the frame on an old single speed or fitting guests for a brand new road bike. During the fit process, staffers employ the same computerized system used at the Olympic training center as opposed to tracing your body outline on a large piece of construction paper. Next, they’ll help guests choose from bike brands such as Felt, Masi, and Raleigh, and an in-store selection of rides that includes road bikes, single speeds, and hybrids.
In Upgrade's workshop, pro mechanics perform comprehensive tune-ups and repairs, revitalize faded paint jobs, replace punctured wheels, and align frames. The staff also hosts repair clinics to teach cyclists how to fix flat tires and adjust brakes.