Have you thought about changing your home airport to Milwaukee (MKE). Closer for us than Midway and cheaper parking. SWA flies to MCO from there. We're flying down in March and it drives me crazy that I have to wait so long to book with SWA. May use Frontier or AirTran. I can usually get air for about $180. Remember to post a ding when March fares come out!
According to the travel board: use http://www.visitflorida.com/share/
You invite yourself to visit Florida....I think it was a small Southwest ad. It took about 6 days for my coupon to come. It's valid for trip this fall.
As far as flying from Milwaukee, the SWA schedule is much more limited. I love Mitchell Field...easy parking etc. but we've still been looking at MDW simply because it offers more direct flights.
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