Direct flights from Jacksonville to Chicago JAX → MDW

Southwest Airlines operates nonstop flights from Jacksonville (JAX) to Chicago (MDW). The nonstop flight takes around ~1h 43m, covering 850 miles (1,368 km). Updated 11 June 2026.

Southwest Airlines WN

Departure Schedule next 7 days

Frequently asked questions

Is there a direct flight from Jacksonville to Chicago?

Yes, Southwest Airlines operates nonstop flights from Jacksonville (JAX) to Chicago (MDW).

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 ~1h 43m (approximately 1368 km).

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