Nonstop route
Chicago to Tampa nonstop
Yes — Southwest flies MDW to TPA nonstop year-round — about 4× daily.
MDWChicago
✈
TPATampa
4× daily30.6 flights a week
Year-round30.6/wk Jun vs 28.9/wk Jan
$100–$200typical one-way · median $150
997miles nonstop
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Fares are what people actually paid: half of the 4,230 tickets in the US DOT fare survey for this route sold between $100 and $200 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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