This is live pricing from Travelpayouts' aggregation of 40+ booking engines. The $367 fare is the cheapest current round-trip from Chicago (MDW) to SAN on Southwest flight WN298, departing 2026-08-05 at 14:05 with return on 2026-09-13.

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