Nonstop route
Jacksonville to Chicago nonstop
Yes — Southwest flies JAX to MDW nonstop year-round — about daily.
JAXJacksonville
✈
MDWChicago
daily12.1 flights a week
Year-round12.1/wk Jun vs 6.1/wk Jan
$150–$250typical one-way · median $175
848miles nonstop
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Fares are what people actually paid: half of the 603 tickets in the US DOT fare survey for this route sold between $150 and $250 one way, median $175. That survey runs a couple of quarters behind, so treat it as the shape of the route's pricing rather than today's quote.
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