Chicago (MDW) to Jacksonville (JAX) flights
One airline flies nonstop from Chicago (MDW) to Jacksonville (JAX): Southwest Airlines. The two airports are 850 miles (1,368 km) apart. There are also 27 ways to fly it with one stop, through Indianapolis, Knoxville and Atlanta and more.
Airlines flying nonstop from MDW to JAX
- Southwest AirlinesNot in an allianceWho books it
MDW to JAX with one stop
27 connections, most direct first. 2-stop routings and flight times are in Routes with Pro.
- Via Indianapolis (IND)Southwest Airlines, then Allegiant Air
- Via Knoxville (TYS)Allegiant Air the whole way
- Via Atlanta (ATL)Delta Air Lines and Frontier Airlines the whole way
- Via Cincinnati (CVG)Southwest Airlines, then Allegiant Air
- Via Nashville (BNA)Southwest Airlines the whole way
- Via Charlotte (CLT)Southwest Airlines, then American Airlines
- Via Columbus (CMH)Southwest Airlines, then Breeze Airways
- Via Saint Louis (STL)Southwest Airlines the whole way
- Via Grand Rapids (GRR)Southwest Airlines, then Allegiant Air
- Via Raleigh/Durham (RDU)Southwest Airlines, then Breeze Airways
- Via Detroit (DTW)Delta Air Lines the whole way
- Via Pittsburgh (PIT)Southwest Airlines, then Allegiant Air and Breeze Airways
- Via Richmond (RIC)Southwest Airlines, then Breeze Airways
- Via Washington (DCA)Southwest Airlines, then American Airlines
- Via Norfolk (ORF)Southwest Airlines, then Breeze Airways
MDW to JAX: common questions
Which airlines fly nonstop from MDW to JAX?
Southwest Airlines flies nonstop from Chicago (MDW) to Jacksonville (JAX).
How far is Chicago from Jacksonville by plane?
Chicago (MDW) and Jacksonville (JAX) are 850 miles (1,368 km) apart along the great circle, the shortest path a flight can take. Connections add distance on top.
How many miles does MDW to JAX cost?
It depends on the program: each prices the route from its own chart or dynamically. The Award Flight Pricer compares 30+ programs for MDW to JAX with taxes and fees.
Where can I connect between Chicago and Jacksonville?
The most direct connections are through Indianapolis (IND), Knoxville (TYS), Atlanta (ATL), Cincinnati (CVG) and Nashville (BNA). On 10 of them the same airline flies both flights, for example Allegiant Air through Knoxville.
More routes
Routes are scheduled nonstop flights. The route data is refreshed monthly; this list was last checked November 11, 2026. Seasonal routes and new launches can be missing or end early, so confirm with the airline before you book. Distances are great-circle, the shortest path between the two airports.