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Book flights from Jacksonville to Chicago (Midway) with Southwest Airlines®. Bundle your flight with a hotel or rental car booking and find even more savings.
Flights from Jacksonville to Chicago. Use Google Flights to plan your next trip and find cheap one way or round trip flights from Jacksonville to Chicago. Find the best...
The cheapest return flight ticket from Jacksonville to Chicago found by KAYAK users in the last 72 hours was for $137 on Frontier, followed by JetBlue ($202). One-way flight deals have also been found from as low as $63 on Frontier and from $96 on Sun Country Air.
Jacksonville (JAX) to Chicago (MDW) flight schedule. The monthly calendar shows every direct flight departure from Jacksonville International (JAX) with all airlines. Click on a date to see a list of flights or search for the best prices. All weekly departures with Southwest Airlines.
Find low fares to top destinations on the official Southwest Airlines website. Book flight reservations, rental cars, and hotels on southwest.com.
Southwest Airlines and Delta fly from Chicago Midway (MDW) to Jacksonville (JAX) every 3 hours. Alternatively, Palmland Bus Lines operates a bus from Chicago IL to Jacksonville FL hourly. Tickets cost $70–90 and the journey takes 21h 5m.
Find flights to Chicago Midway Airport from $63. Fly from Jacksonville on Frontier, Allegiant Air, Delta and more. Search for Chicago Midway Airport flights on KAYAK now to find the best deal.
