I used to fly stand-by quite a lot when my step-father worked for United. I almost always eventually got out on a flight ... except when a big snow storm closed down the midwest and we could only get as far as Denver. In that case, we drove the rest of the way.
My advise, in no specific order ...
- I would check the rules for standby on SWA. For instance, you may have to dress up (we had to for United).
- I would check the order in which the empty seats are allocated: FedEx employee you may be the last ones to be boarded. My guess is the revenue passengers are first, "dead headed" employees (ones going to another location to work) are next, employees traveling for pleasure next, employee's families traveling without the employee next and then ... you.
- Find out how and when you can get your name on the standby list and do it as soon as you can. They usually take each class of stand-by passenger in order of when they were put on the list.
- I would travel with carry-on luggage ONLY. Don't even think about checking anything.
- Be prepared to be split up and sit in the middle seat. You will not be able to sit together. If you have kids this may be more of a problem. Don't expect someone else to move so your family can sit together. It is very unlikely it will happen!
- Plan on being at the airport for the very first available flight (even if it's at the crack of dawn) and in plenty of time to check in.
- Be flexible! If you don't get on the first flight to Orlando consider taking a flight to Tampa and renting a car for the day instead. The gate agents will know on the day of travel which flights will be your best bets. Follow their advise and waitlist for the flight that they suggest.
- Be prepared for a long wait. You may not get out for hours after you get to the airport.
- ALWAYS be polite, patient and charming to the gate agents. They hold your fate in their hands.
Good luck!