Direct flights from Jacksonville to Chicago JAX → MDW
Southwest Airlines flies nonstop from Jacksonville (JAX) to Chicago (MDW), daily. The flight takes about 2h 15m and covers 850 miles (1,368 km). Arrivals run on time 74.4% at JAX and 72.8% at MDW — BTS data for the last three months, counting arrivals within 15 minutes of schedule. Schedule data from 2 August 2026.
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Southwest Airlines
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Departure Schedule typical week
Typical weekly schedule · 14 flights per week (~2 per day) · Updated 28d ago
Southwest Airlines
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 ~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 is the on-time performance for flights from Jacksonville to Chicago?
Arrivals run on time 74.4% at JAX and 72.8% at MDW — BTS data for the last three months, counting arrivals within 15 minutes of schedule.
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.
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