Direct flights from Jacksonville to Chicago

  • ~2 flights a day
  • Southwest Airlines

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When the nonstops leave

Typical weekly schedule · 14 flights per week (~2 per day) · Updated 78d ago

Morning before noon 7 a week

Arrive the same day

7:45 AM
Afternoon noon – 6 PM 1 a week

Arrive the same day

2:15 PMSat
Evening after 6 PM 6 a week

Arrive the same day

7:15 PMnot Sat
Southwest Airlines

More nonstops from Jacksonville

JAX → IAD Dulles 2 airlines JAX → DAL Dallas JAX → HOU Houston JAX → STL St Louis JAX → RIC Richmond JAX → DSM Des Moines JAX → IND Indianapolis MDW → JAX The return trip JAX All nonstops from Jacksonville MDW All nonstops from Chicago

Frequently asked questions

Is there a direct flight from Jacksonville to Chicago?

Yes. Southwest Airlines flies nonstop from Jacksonville (JAX) to Chicago (MDW), daily. The flight takes about 2h 15m and covers 850 miles (1,368 km). Schedule data from 2 August 2026.

Which airlines fly direct from Jacksonville to Chicago?

Southwest Airlines operates nonstop flights from Jacksonville to Chicago.

How long is the flight from Jacksonville to Chicago?

The nonstop flight from Jacksonville to Chicago takes ~2h 15m (approximately 1368 km).

How often do direct flights operate from Jacksonville to Chicago?

Nonstop flights from Jacksonville to Chicago operate daily — 14 flights per week (~2 per day).

What days of the week are there direct flights from Jacksonville to Chicago?

Direct flights from Jacksonville to Chicago operate every day of the week.