Nonstop route
Chicago to Portland nonstop
Yes — Southwest flies MDW to PDX nonstop year-round — about daily.
MDWChicago
✈
PDXPortland
daily18.4 flights a week
Year-round18.4/wk Jun vs 7/wk Jan
$150–$300typical one-way · median $200
1,751miles nonstop
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Fares are what people actually paid: half of the 533 tickets in the US DOT fare survey for this route sold between $150 and $300 one way, median $200. 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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