The company is the largest cab operator in the Windy City.
The newspaper, citing Cook County deed records, reported that Yasya Shtayner obtained eight loans from Fima Shusterman, father of Cohen's wife, Laura, since last August.
The most recent group of four loans, totaling at least $8 million and possibly up to $16 million, were made by Shusterman in March to Shtayner and the two firms she owns.
In August, the newspaper said, Shtayner received four loans for a total of at least $12 million and as much as $24 million from Shusterman.
The loans were secured by collateral made up of three Chicago condos Shtayner owns.
CNN previously had reported that Shtayner and her husband were identified in the application for a warrant used to raid Cohen's home, hotel room and office in New York City on April 9.
The Shtayners, like Cohen's father-in-law, are immigrants from Ukraine.
Cohen owns 32 taxicab medallions in New York.
His father-in-law, Shusterman, was charged with two other men in 1993 with conspiring to defraud the IRS in connection with his own New York taxi business. He pleaded guilty to a related charge that same year, and was placed on probation for two years.