Southwest Airlines May 2024 Flights From Chicago. See all 9 routes and scheduled flights up to 9 months ahead. Find detailed information for each departure 9 months ahead and explore all 91 destinations with our smart search tool and.
Southwest also expanded summer seasonal nonstop service to chicago midway (mdw) with daily service beginning june 4, 2024 and. Book flight reservations, rental cars, and hotels on southwest.com.