Nonstop route
Hartford to Chicago nonstop
Yes — Southwest flies BDL to MDW nonstop year-round — about daily.
BDLHartford
✈
MDWChicago
daily18.9 flights a week
Year-round18.9/wk Jun vs 7.9/wk Jan
$150–$275typical one-way · median $175
776miles nonstop
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Fares are what people actually paid: half of the 619 tickets in the US DOT fare survey for this route sold between $150 and $275 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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