The 2006 municipal election in Vaughan saw a number of major upsets and a number of other close races - contrary to past results in the city elections. Many of the incumbents were expected[by whom?] to be unseated, although all but one was re-elected.
In the Mayoral race, former Regional Councillor Linda Jackson unseated incumbent Mayor and former Regional Councillor Michael Di Biase. This was the first time since the incorporation of the City of Vaughan that an incumbent mayor had been defeated. Jackson took the place of her mother, Lorna Jackson who had held the position before she succumbed to cancer prior to Di Biase's tenure. After the final results came in, Di Biase called for a recount due to the extremely close result . However, he later called off the recount and filed an application for an injunction in the Ontario Superior Court requesting that the election be declared “illegal and void”  for a number of reasons including faulty vote-counting machines. On 22 November, Di Biase again reversed his decision, asking City Council to support a recount. The results of the recount were released Nov. 30. Jackson was once again declared mayor with 28,402 votes over Di Biase's 28,308.
With Jackson no longer serving as a Regional Councillor, only two incumbents ran for that position, Mario Ferri and Joyce Frustaglio. In a surprise result, Frustaglio took first place in the race, making her the Deputy Mayor, a post held since Di Biase became Mayor by Mario Ferri. The third position was filled by a former Local and Regional Councillor, Gino Rosati.
Because Joyce Frustaglio received the highest vote count among the candidates for Regional Councillor, she is styled as the acting Mayor in cases where the Mayor is unavailable. However commonly confused, this is a different role than being the Deputy Mayor
An article on website Wikipedia entitled "Vaughan municipal election, 2006" was cited as an issue in the campaign; the Vaughan Citizen newspaper has, to date, published two articles about opposing allegations of politically biased edits to this article.
The 2006 Vaughan municipal election has the largest percentage of female candidates (27.3%) in the province. Nine out of thirty three candidates are women. It is possible for women to win every seat with the exception of one of the regional council seats and the Ward 5 council seat although it is still possible for men to win every seat.
The Globe and Mail newspaper reports that Mayor Di Biase receives a salary of $164,074  per year, making him one of the highest-paid municipal politicians in the country. * The mayor of the largest city in Canada, David Miller of Toronto, which is over ten times the size of Vaughan in terms of population, receives $143,635 per year. The average salary of Vaughan councillors is $102,657, compared to Toronto councillors at $85,497.