This is live pricing from Travelpayouts' aggregation of 40+ booking engines. The $397 fare is the cheapest current round-trip from Chicago (MDW) to SEA on Southwest flight WN2827, departing 2026-08-28 at 21:20 with return on 2026-08-31.

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