President Obama delivers his farewell address at McCormick Place in Chicago, Tuesday, Jan. 10, 2017. With President Obama’s final speech to the nation Tuesday night in Chicago, he faced a unique challenge unlike any modern president that came before him: How to give the milestone farewell address, one that typically touts a president’s key achievements and attempts to define his legacy before he leaves office, just as his signature legislative achievement, the Affordable Care Act, is threatened to be undone.