Nonstop route
Washington to Chicago nonstop
Yes — Southwest flies DCA to MDW nonstop year-round — about 6× daily.
DCAWashington
✈
MDWChicago
6× daily39.4 flights a week
Year-round39.4/wk Jun vs 37.5/wk Jan
$100–$250typical one-way · median $150
601miles nonstop
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Fares are what people actually paid: half of the 3,558 tickets in the US DOT fare survey for this route sold between $100 and $250 one way, median $150. 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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