Published schedule snapshot may be stale
Flight number: WN 2099
Operating days: 6
- JAX 07:30 → MDW 08:50
Flights from Jacksonville (JAX) to Chicago (MDW)
Route intelligence for JAX → MDW: direct flights, stopover options, and timetable coverage in one place.
Direct flights
1 direct option(s) across 1 airline(s) · 1,368 km route distance.
- Southwest Airlines · 145 min · 1368 km
Explore these airlines on this city pair
Open each airline route-map page to compare broader network depth before committing to a nonstop or one-stop strategy.
Stopover options
- 1 stop(s) · 4h 14m · JAX → MDW
- 1 stop(s) · 4h 16m · JAX → MDW
- 1 stop(s) · 4h 17m · JAX → MDW
- 1 stop(s) · 4h 17m · JAX → MDW
- 1 stop(s) · 4h 18m · JAX → MDW
- 1 stop(s) · 4h 18m · JAX → MDW
- 1 stop(s) · 4h 19m · JAX → MDW
- 1 stop(s) · 4h 20m · JAX → MDW
- 1 stop(s) · 4h 20m · JAX → MDW
- 1 stop(s) · 4h 21m · JAX → MDW
- 1 stop(s) · 4h 21m · JAX → MDW
- 1 stop(s) · 4h 21m · JAX → MDW
Timetable coverage
Published flight numbers: WN2099, WN4179, WN673, WN778
Plan this city pair
Compare nearby alternatives and airline networks to decide whether a direct trip, one-stop connection, or reverse search gives you better options.
Route planning checklist
- Compare direct duration with one-stop total duration before committing to a fare.
- Check inbound alternatives on flights to MDW when return timing is important.
- Use Guides for alliance and hub strategy playbooks.