Southwest Airlines is currently in the rollout phase with a high fleet coverage ratio of 86.2%, which would normally suggest a high probability of Starlink presence on routes. However, perplexity-verified context indicates that as of May 2026, Southwest has not yet equipped any aircraft with Starlink, and there are zero confirmed observations or sightings on the MDW->CLT route. No recent news updates support earlier deployment. Therefore, despite the high fleet coverage ratio, the empirical evidence and official announcements anchor the probability at zero for now.