Spring break plans fell through and I am looking for a fun destination to fly to non-stop from Chicago this Friday with award availability. Is there any app (eg expertflyer) that can automatically search for award availability on multiple routes for a specific date?

If not, a more general question: is there any app/site that can generate a list of all direct flights departing a specific airport? Sometimes I use Wikipedia to get such a list for various airports, but perhaps there is a better one?