This is live pricing from Travelpayouts' aggregation of 40+ booking engines. The $2576 fare is the cheapest current round-trip from Chicago (MDW) to SKD on Southwest flight WN487, departing 2026-08-17 at 19:50 with return on 2026-09-08.

Clicking "Book this flight" opens Kiwi.com with this exact flight pre-filtered — same airline, same dates, same passenger count.