According to a Chicago Tribune report in March 2016, Hartman pleaded guilty after she trespassed into state land and was arrested at a bus shuttle center at the same Chicago airport. She boarded a British Airways flight the following day.
Chicago Police spokesman Anthony Guglielmi says Ms Hartman was flown back to Chicago on Thursday night and taken into custody once she arrived.
She appeared before a judge Saturday afternoon, after which she was released under her own recognizance.
She first tried to board a plane to CT but was stopped and told to sit down by staff as she tried to "dart around" another passenger in the queue, Assistant State's Attorney Maria McCarthy told the court.
She sneaked past security at in Chicago and boarded a flight to Heathrow Airport.
Prosecutors say Hartman put her bag on the screening device, passed security and got in line for a flight to CT.
More recently, Hartman spent a year in Cook County Jail after repeated episodes of attempting to board aircraft at O'Hare and Midway global airports, according to CBS Chicago.
The Transportation Security Administration is investigating how she managed to sneak past security. She flew to Florida in 2015 after boarding a plane in Minnesota.
"During the initial investigation it was determined that the passenger was screened at the security checkpoint before boarding a flight".
She sat in an empty seat and was only caught when she showed her documents to a customs agent, McCarthy said.
"We are working with our law enforcement partners to support a comprehensive and thorough investigation, while continuing to maintain the highest levels of security at O'Hare Airport", Huffman said in a statement.
Hartman claims she suffers from an unrecognised condition called "whistleblower trauma syndrome".
The serial stowaway has previously been jailed for sneaking onto planes without a pass. Media outlets have also called her a homeless loner bouncing between women's shelters and motel rooms up and down the West Coast over the past decade.
A year later, Hartman was back in Raines's courtroom.
Hartman has long struggled with homelessness and mental health and has had encounters with authorities at airports across the United States.
Hartman was next expected to appear in court on January 25. She recently left that facility.