Southwest Airlines is currently in the announced rollout phase for Starlink with zero aircraft equipped as of the latest data. Despite a high fleet coverage ratio of 86.2% for the overall Southwest fleet (likely projected or for future rollout), no flights on the MDW->BDL route have been observed with Starlink, and no recent news or community sightings support active deployment. Given the rollout status is 'rolling_out' but with zero equipped aircraft currently, the probability must reflect the empirical observation and announcement status, resulting in a very low probability.