Chow is considered one of three remaining high-profile candidates in the race that once featured embattled mayor Rob Ford, former TTC chair Karen Stintz and former budget chief David Soknacki. When she first entered the race, polls put her in first place.
Since then, John Tory has surged to become the lone front-runner, and Ford has pulled out of the race due to a severe illness. The mayor's brother is now running in Ford's place.
Chow has been in politics since 1985, when she was a Toronto school trustee. She was a city councillor from 1991 to 2005, and was in federal politics, serving as an NDP MP, from 2006 until she resigned in March to run for mayor.
Chow has won 10 elections, but published polls have her coming in second to Tory in this mayoral race.
With a new opponent in Doug Ford, can Chow regain enough popularity to win the election?
Voters go to the polls on October 27.