Avoid streets with lots of traffic and high speeds. Try using the recommended routes on the Chicago Bicycling Map . Test your route, perhaps on a weekend or evening, to determine whether you like it and how long it will take. You can probably bike in your work clothes if your ride is under three miles. You can also ride in comfortable clothes and change at your destination.
Some people bring a week's clothing supply to work one day and bike the other days.
Most bike commuters don't shower at work since bicycle commuting is generally not a sweaty affair. Courteous - Motorists and cyclists get along much better when showing courtesy and consideration to each other. Use Hand Signals - Hand signals advise motorists and pedestrians what you intend to do. Signal as a matter of law, courtesy and self protection. Ride in a Straight Line - Where possible, ride in a straight line far enough from parked cars to avoid opening doors.