A revealing bit from the New York Times:
Mr. Obama was in Copenhagen for just five hours and did not stay for the vote. He learned Chicago lost in the first round while watching a CNN transmission whose signal cut in and out as Air Force One passed over Cabot Strait between Newfoundland and Nova Scotia.
A sense of stunned bewilderment suffused Air Force One and the White House. Only after the defeat did many advisers ask questions about the byzantine politics of the Olympic committee. Valerie Jarrett, the president’s senior adviser and a Chicago booster who persuaded him to make the trip while at the United Nations last week, had repeatedly compared the contest to the Iowa caucuses.
But officials said the administration did not independently verify Chicago’s chances, relying instead on the Chicago 2016 committee assertions that the city had enough support to finish in the top two. Mr. Obama, Michelle Obama, Vice President Joseph R. Biden Jr. and Ms. Jarrett worked the phones in recent weeks without coming away with a sense of how behind Chicago really was.
(Via Hot Air.)