Romney landed at Chicago's O'Hare International Airport and heads to a private campaign fundraiser at a home in suburban Lake Forest Monday evening.
According to Crain's Chicago Business, contributors are paying as much as $75,800 each for the event.
Coinciding with his Chicago visit, Romney weighed in on a local issue- the Chicago teachers strike. In a statement Monday, Romney said Chicago teachers are turning their backs on thousands of students. And he said he sides with parents and students over unionized teachers.
But speaking at a news conference in Chicago, Emanuel called Romney's comments "lip service." He added that he didn't give "two hoots" for national commentary on the teachers strike and efforts to end it.
Emanuel also criticized Romney for backing proposals to cut taxes that the Chicago mayor says would end up hurting students nationwide.
The Associated Press contributed to this story.