Find Potholes

Claims:
Pothole Damage On A City Of Chicago's Street
It might not be easy but you can use the Property Damage claim form to get partially reimbursement to tire damages caused by potholes on the streets of Chicago. Just don't expect quick money.
-- From City Clerk of Chicago 

Claims:
Pothole Damage On A Chicagoland Expressway
If you get damages because of a pothole on a Chicagoland expressway (but not a tollway), you may be able to file a claim with IDOT.
-- From Illinois Department of Transportation 

Claims:
Pothole Damage On An Illinois Tollway
Please follow the "Insurance Claim Submission" process to file a claim with the Illinois Tollway - Risk Management Division. Let luck and persistence be with you.
-- From Illinois Tollway 

Reports:

Report Potholes To Local Governments

State and local municipalities maintain the highways and streets. If you see a pothole, here are the contact information. The sooner you report, the quicker it may get fixed.

Chicago streets:

1. Call 3-1-1 for the Chicago Department of Transportation

County Highways:

1. Call (708) 485-7130 for the Cook County Highway Department
2. Call (847) 362-3960 for the Lake County Division of Transportation
3. Call (630) 407-6920 for the DuPage Division of Transportation
4. Call (815) 727-8476 for the Will County Department of Highways

State Highways:

1. Call (630) 241-6800 for Illinois tollways (maintained by the Illinois Tollway Authority)
2. Call (847) 705-4222 for highways in the Chicagoland area (District 1 of the Illinois Department of Transportation)
3. Call (847) 705-4161 for all Illinois highways (this is the main number of IDOT)

Reports:

Report Potholes to Local Media

Contact the media to send pictures of potholes and to vent your frustration.

1. ABC7 WLS TV Chicago - Call (312) 750-POTS for Operation Pothole (call
2. NBC5 WMAQ TV Chicago -- Pothole Patrol
3. CBS2 WBBM780 - Pothole report