Prosecutors said the two worked together to shake down a restaurant owner who needed city approval to serve alcohol.
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DePasquale is charged with extortion, conspiracy to commit extortion and attempted extortion.
According Tobolski's guilty plea agreement, he admitted he took $29,700 in cash from the extortion scheme.
Tobolski also admitted he extorted or collected bribes totaling at least $250,000 with at least four other people.
Tobolski, who was also a Cook County commissioner, could face up to 14 years in prison under preliminary sentencing guidelines.
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But in court, prosecutors said that he is cooperating with the investigation and could get a reduced sentence.
The FBI raided McCook Village Hall last September. Tobolski resigned in March.
The Associated Press contributed to this report.