Rob Ford was probably hoping his trip to Chicago would be a respite from his woes back home in Toronto. No luck.

Toronto's Mayor was beset by controversy and gaffes on his first day leading a trade mission to the Windy City. Notably, Ford mixed up Windsor and Winnipeg and told reporters to "go home."

On a visit to the city's iconic Millennium Park on Tuesday Ford handed out business cards to tourists and gawkers and encouraged visits to Toronto. He got into a conversation with one woman which quickly took an embarrassing turn, according to the National Post.

After telling Ford she has been to Canada the mayor asked her whereabouts. "I don’t know, that part across from Detroit and the river," she said.

Ford responded: "Oh Manitoba! You were in Manitoba. Winnipeg?"

Corrected by reporters that the young woman likely meant Windsor not Winnipeg, Ford rolled with the punches and told her to come to Toronto since it's only four hours from the border city.

Users on Twitter were quick to attack the mayor, as they did earlier this year when actor Rob Lowe tweeted that Winnipeg was a "hellhole." You can check out some of the more hilarious tweets in the slideshow below.

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  • Chase Adams

  • John Lorinc

  • Ivor Tossell

  • Adam Stirling

  • Natalie Alcoba

  • Shweta

  • Ryan

  • Michelle Belaire

  • Laurence Lui

  • Laura MacKinnon

  • Don Peat

  • Bert Archer

  • Placemaking Paladin

  • Robert Kennedy

  • Kevin Black

  • Zack Taylor

  • Sarah Boesveld

  • Shane Hale

  • Ryan R Ross

  • Craig Fay

  • Antin Haljkevic

  • CC

  • Greg Markey

  • NAUNEWZ.ORG

  • Jonathan Goldsbie

  • Janet

  • Laurence Pelletier

  • Jonah Wolfraim

  • junctionette

  • PatrickdeSousaLahey

  • Christos Tsirbas

  • Sandy Kemsley

  • Adam Gougeon

  • Valentino Assenza

Ford's geographical knowledge wasn't the only thing questioned on Tuesday. The controversy about whether the mayor has made improper use of city resources to help run the Don Bosco Eagles high school football team he coaches continued to dog him in Chicago.

Asked about the issue in Millennium Park, Ford told reporters to "go home," according to The Globe and Mail.

"Go where you came from, man,” Ford said. “Holy smokes. Please. Holy crow. How does this create jobs?”

Asked about a report in the Toronto Star that an aide and city car showed up at Don Bosco practice even while the mayor was away, Ford was defiant.

"The car that I paid for, right?" Ford said. "Do your homework. I paid for it last year." Toronto expense reports from 2011 show Ford has reimbursed the city for vehicle costs in the past, according to the Star.

More bizarrely, when asked about the usually sympathetic Toronto Sun referring to Ford's use of city funds as "gravy," the mayor responded with a question of his own: "Are you going to be sleeping with me tonight?"

We're not even going to speculate on what he meant.

Ford is on a high-profile trade mission to Chicago and has brought along a slew of high-profile business and political leaders. George Cohon, founder of McDonald's Canada and former Ontario premiers Ernie Eves and Mike Harris are among the delegation, according to the Post.

The trip isn't making headlines in Chicago, however, as that city's mayor, and former top advisor to Barack Obama, Rahm Emanuel is busy dealing with a controversial teachers strike. Emanuel is seeking to make major changes to the city's troubled education system.

Ford is expected to meet with Emanuel on Wednesday.

While Chicago may be letting the visit go unnoticed, Ford is again making national headlines south of the border. The Wall Street Journal picked up on his visit Tuesday, referring to Ford as "Toronto’s colorful mayor."

And colourful he is. Despite the ongoing football controversy, Ford took time Tuesday night to meet with Chicago Bears defensive lineman Israel Idonije, according to the Sun.

Ford also got involved in football on a recent visit to Alberta, where he accidentally walked into the Calgary Stampeders' locker room during a game. Ford even made a bet with Edmonton Mayor Stephen Mandel on a game between the Eskimos and Argonauts. Ford lost and put an Eskimos logo on his Facebook page to settle the wager.

It seems it will be much harder for Toronto's mayor to settle the ongoing allegations that he had been misusing city funds. But from the looks of things in Chicago, Ford won't be backing down any time soon.

Related on HuffPost:

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  • Toronto City Mayor Rob Ford watches players from Don Bosco Eagles, the High School team he coaches, warm up before they compete against the Huron Heights Warriors in the Metro Cup in Toronto on Tuesday November 27, 2012 Those whose antics threaten to besmirch the party name normally don't get a second chance with Canada's federal Conservatives. Not so, it would seem, for Toronto Mayor Rob Ford.

  • Toronto City Mayor Rob Ford reacts after Don Bosco Eagles, the High School team he coaches, lost 28-14 to Huron Heights Warriors in the Metro Cup in Toronto on Tuesday November 27, 2012.

  • Toronto Mayor Rob Ford hoists the Grey Cup on stage with Toronto Argonauts players while celebrating the team's Grey Cup victory in downtown Toronto on Tuesday, Nov.27, 2012.

  • Toronto Mayor Rob Ford addresses reporters at City Hall in Toronto on Tuesday November 27, 2012.

  • Toronto Mayor Rob Ford speaks to his Don Bosco Eagles team during the Metro Bowl quarter-final at Birchmount Park in Toronto, Thursday, Nov. 15, 2012.

  • Toronto Mayor Rob Ford, left, speaks to the media at city hall in Toronto, Monday, Nov.26, 2012. Ford has been ordered out of office after a judge ruled Monday he broke conflict of interest rules.

  • Toronto Mayor Rob Ford, right, walks to attend a toy charity event at city hall in Toronto, Monday, Nov.26, 2012. Ford has been ordered out of office after a judge ruled Monday he broke conflict of interest rules.

  • Toronto Mayor Rob Ford talks to media at city hall in Toronto, Monday, Nov.26, 2012.Ford has been ordered out of office after a judge ruled Monday he broke conflict of interest rules.

  • <a href="http://www.huffingtonpost.ca/2012/11/21/rob-ford-fall-gif-video_n_2170653.html">Rob Ford was at an event to promote the Grey Cup when he fell while hamming it up for the press. A GIF of the fall went viral on the Internet</a>.

  • Toronto Mayor Rob Ford, right, makes a few remarks as Chicago Mayor Rahm Emanuel listens, before the pair signed a new "sister cities" agreement Wednesday, Sept. 19, 2012, in Chicago.

  • Chicago Mayor Rahm Emanuel, left, makes a light hearted comment as Toronto Mayor Rob Ford laughs during the signing of a new "sister cities" declaration Wednesday, Sept. 19, 2012, in Chicago.

  • Toronto Mayor Rob Ford sits on the back of Chicago's First Lady as he takes in an architectural boat tour on the Chicago River Wednesday, Sept. 19, 2012. Ford was visiting the city on a Toronto-Chicago Business Mission.

  • Toronto Mayor Rob Ford, top left, relaxes during a boat tour with members of the Toronto-Chicago Business Mission on the Chicago River waterfront Wednesday, Sept. 19, 2012, in Chicago.

  • Toronto Mayor Rob Ford, top right, waves to photographers during a boat tour with members of the Toronto-Chicago Business Mission on the Chicago River waterfront Wednesday, Sept. 19, 2012, in Chicago.

  • Rob Ford Meets Butter Rob Ford

    <a href="http://www.huffingtonpost.ca/2012/08/31/rob-ford-butter-sculpture-ex-cne_n_1846616.html" target="_hplink">Toronto Mayor Rob Ford comes face to face with a butter sculpture of himself at the Canadian National Exhibition</a>.

  • Butter Rob Ford

    As part of an exhibition at the CNE, Toronto-based artist Olenka Kleban has made a <a href="http://www.huffingtonpost.ca/2012/08/24/butter-rob-ford-sculpture_n_1828527.html" target="_hplink">butter sculpture of Toronto's mayor</a>.

  • Dave Chappelle And Rob Ford

    <a href="http://www.huffingtonpost.ca/2012/08/22/dave-chappelle-rob-ford_n_1822240.html?utm_hp_ref=canada-politics" target="_hplink">Comedian Dave Chappelle met briefly with Toronto Mayor Rob Ford</a> on Wednesday, Aug. 22, 2012

  • <a href="http://www.huffingtonpost.ca/2012/08/14/rob-ford-reading-driving-car-gardiner_n_1776183.html" target="_hplink">Rob Ford is seen reading while driving</a> in this photo from Twitter.

  • <a href="http://www.huffingtonpost.ca/2012/07/30/rob-ford-will-ferrell-zach-galifianakis-sketch_n_1719420.html" target="_hplink">Rob Ford meets with comedic actors Will Ferrell and Zach Galifianakis</a>.

  • Rob Ford poses with neo-Nazi Jon Latvis. <a href="http://www.huffingtonpost.ca/2012/07/26/rob-ford-nazi-photo_n_1707326.html?utm_hp_ref=canada" target="_hplink">Ford's office has explained Toronto's mayor was unaware of the man's beliefs when the image was captured</a>.

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  • Rob Ford's ballet debut

    Toronto Mayor Rob Ford (left) and city councillor Michelle Berardinetti (right) smile on stage during a performance of the Nutcracker in Toronto on Saturday, December 10, 2011. (THE CANADIAN PRESS/Pawel Dwulit)

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  • Rob Ford's ballet debut

    Toronto Mayor Rob Ford acts on stage dressed as a Cannon Doll during a performance of the Nutcracker in Toronto on Saturday, December 10, 2011. (THE CANADIAN PRESS/Pawel Dwulit)

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  • Rob Ford's ballet debut

    Toronto Mayor Rob Ford jumps on stage dressed as a Cannon Doll during a performance of the Nutcracker in Toronto on Saturday, December 10, 2011. (THE CANADIAN PRESS/Pawel Dwulit)

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