We were one of the first couple flights into Orlando after Hurricane Charley. It is going to heavily depend on when the airport is able to reopen to flights and if your flight is one they let come in. MCO did not reopen at full capacity. They had damaged / unusable jetways and significant water damage in parts of the airport. As soon as we came off the jetway, the smell of mustiness + water hit us. If the airport comes out w minimal damage, your chances are much better. Also depends on where your plane is coming from as many will be out of position.
If your flight is canceled, I think the chances getting a party of 11 on a subsequent flight is slim. Be prepared to split up into smaller groups + think about how many days you are willing to wait to get into MCO i.e. Wwhen you would pull the plug on your trip