This is live pricing from Travelpayouts' aggregation of 40+ booking engines. The $1420 fare is the cheapest current round-trip from Chicago (MDW) to CAI on Southwest flight WN1405, departing 2026-06-29 at 09:20 with return on 2026-08-14.

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