Question 1

What is the "Charity Clipboard Scam" scam in Chicago?

Accepted Answer

Organized groups around the Loop and Michigan Avenue approach tourists with clipboards asking them to sign petitions. After signing, they pressure victims for cash donations or use the distraction to pickpocket wallets and phones. Decline to stop for clipboard solicitors entirely. Keep bags zipped and in front of your body in crowded pedestrian areas.

Question 2

What is the "Shell Game / Three-Card Monte" scam in Chicago?

Accepted Answer

Street gambling operations run by organized crews appear near CTA stations and tourist corridors. The game is rigged — confederates in the crowd pretend to win to lure tourists. Victims never win; operators disappear quickly when police approach. Never gamble with street operators under any circumstances. The game is mathematically and physically impossible to win. Walk past without engaging even if others appear to be winning.

Question 3

What is the "Magnificent Mile Charity Clipboard Hustle" scam in Chicago?

Accepted Answer

Aggressively persistent charity solicitors work the Magnificent Mile between the Chicago River and Oak Street Beach, targeting pedestrians with clipboards and asking them to sign petitions. After securing a signature, they demand a cash donation and can become confrontational when declined, sometimes claiming the signatory has already "pledged" to donate. Similar operations run near Millennium Park and the Art Institute on Michigan Ave. Do not stop for unsolicited clipboard approaches. If someone steps in front of you, say "no thank you" without slowing down. Never sign anything from a street solicitor, as a signature can be used as psychological leverage to extract a donation.

Question 4

What is the "CD Mixtape Hustle" scam in Chicago?

Accepted Answer

Individuals on the Magnificent Mile, Millennium Park, and near tourist attractions hand tourists an unsolicited CD then aggressively demand payment of $10–$30, sometimes becoming intimidating if refused. Do not accept any item handed to you by a stranger on the street. If someone places something in your hands, immediately hand it back without engaging. Walk away calmly and firmly.

Street Scams in Chicago

Charity Clipboard Scam

Shell Game / Three-Card Monte

Magnificent Mile Charity Clipboard Hustle

CD Mixtape Hustle

Experienced a scam here?