This is live pricing from Travelpayouts' aggregation of 40+ booking engines. The $2458 fare is the cheapest current round-trip from Chicago (MDW) to SKD on Southwest flight WN2801, departing 2026-06-05 at 05:15 with return on 2026-07-31.

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