Portland to Chicago flights – book for as low as just $129 onwards

Portland to Chicago Travel Tour


Book your flight from Portland to Chicago


Portland, Oregon’s biggest city, sits on the Columbia and Willamette waterways, in the shadow of snow-topped Mount Hood. It’s known for its parks, scaffolds and bike ways, and also for its eco-agreeableness and its microbreweries.


Chicago, on Lake Michigan in Illinois, is among the biggest urban communities in the U.S. Acclaimed for its intense design, it has a horizon abounding with high rises, for example, the famous John Hancock Center, smooth, 1,451-ft. Willis Tower and neo-Gothic Tribune Tower. The city is likewise prestigious for its historical centers, including the Art Institute and its broad accumulations, including noted Impressionist works.


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