Nonstop route
Cleveland to Chicago nonstop
Yes — Southwest flies CLE to MDW nonstop year-round — about 4× daily.
CLECleveland
✈
MDWChicago
4× daily25.2 flights a week
Year-round25.2/wk Jun vs 16/wk Jan
$100–$250typical one-way · median $125
307miles nonstop
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Fares are what people actually paid: half of the 844 tickets in the US DOT fare survey for this route sold between $100 and $250 one way, median $125. 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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