This is live pricing from Travelpayouts' aggregation of 40+ booking engines. The $2195 fare is the cheapest current round-trip from Chicago (MDW) to SKD on Southwest flight WN4525, departing 2026-09-02 at 05:10 with return on 2026-09-09.

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