Is airfare terrible this year or what? We fly out of Chicago and because of where we live, we actually can do Ohare Airport, Midway, or Milwaukee. Typically we fly Airtran out of Chicago for 4 , it usually is about $650- $750 total the past few trips. Going back I know it was even less but I am trying to just look at the last 2 -3 trips to Orlando since 2011. We are looking for a shor trip in October and even with "sale fares" on Airtran/Southwest the lowest I can find is $145 each way for $1159 total. Geez! I am wondering if I should still hold off. Used to be October was an off season time. Driving isn't an option for us this time because we are short on vacation time. I guess if we are going we don't have too much of a choice.