Nonstop route
Chicago to Portland nonstop
Yes — Southwest flies MDW to PWM nonstop in the summer season only — about 6× weekly.
MDWChicago
✈
PWMPortland
6× weekly6.1 flights a week
Summer only6.1/wk Jun vs 0/wk Jan
$175–$275typical one-way · median $200
895miles nonstop
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Fares are what people actually paid: half of the 93 tickets in the US DOT fare survey for this route sold between $175 and $275 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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