Route Suggestions from Our Community:

• Favorite Bike Routes in Chicago
• The Mellow Chicago Bike Map - Collaboration of Chainlink & Streetsblog
• Stealth Bike Routes (in Chicago)
• Safe Routes in Chicago
• Halsted Alternative

Routes to the Suburbs

• To and From Oak Park (~9.5 miles)
• Evanston to The Loop (~15 miles)
• Chicago to Morton Arboretum (~30 miles from loop)
• Chicago to Aurora (~45 miles from loop)

Regional Routes

• Chicago to Starved Rock (82 miles from Willow Springs)
• Chicago to Madison (180 miles from loop)
• Chicago to Lake Geneva (90 miles from loop)
• Chicago to Milwaukee (100 miles from loop)
• Chicago to Six Flags  (~50 miles from loop)
• Chicago to Channahon State Park
• Around Lake Michigan
• Minneapolis to Chicago (460 miles)
• Mississippi River Trail to Chicago (~200 miles to Dubuque Iowa)
  
• Iowa City to Chicago

Resources:

Bikely - Cyclists share routes from over 40 countries which can be drawn or uploaded from your GPS

Velociped.es - Bicycling directions for your next ride (created by Tom Kompare)

Chicago Bike Map - clickable map from the City of Chicago showing bike lanes and trails

MassUP.us - A "Social Cycling System" - Software multi-tool for bicycling with navigation, information and communications including routes, weather, photos and far more (created by Andrew Bedno)

Dupage County’s Bike Map - Information on all bicycle and pedestrian activities undertaken by the DuPage County Department of Economic Development and Planning and the DuPage County Division of Transportation

CitySpokes - Bike path mapping and planning tool for Chicago

Google Biking Directions - Google Maps with directions specifically for biking

Ride The City: Chicago - Route planner to find safe bike routes in the city, showing shops and rentals along the way

TrailLink - Trail and path maps, photos and directions, created and maintained by the Rails to Trails conservancy

Velo Club Roubaix Route Maps- Library of route maps from Velo Club Roubaix, a cycling club in the North and Northwest suburbs 

City of Evanston - Bike Map and Bike Map with Racks, available in PDF

Offline Maps

Chicago's Offline Bike Map - Bike and street map stored entirely in your iOS device – no data connection required (created by Steven Vance)