Cheap flights from Portland Oregon to Chicago

from as little as £201

3 nights in Chicago, departing Portland Oregon on 10 / Jan / 2025 with Alaska Airlines (price found 127 hours ago)

Subject to availability, prices correct of the last 24 hours
Chicago

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The Portland Oregon / Chicago route

All 2813 km of it

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Chicago flight facts

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Alternative flights from the UK to Chicago

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Alternative flights from Portland Oregon

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Chicago

10 / Jan / 2025 is currently the lowest priced day of the year to fly the Portland Oregon/Chicago route. There are around five flights on any given week from the UK to Chicago and the cheapest month to fly right now is January.

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Key facts about Chicago

How to get cheap flights from Portland Oregon to Chicago

Tips and advice from our flight experts

There are five direct and indirect flights connecting Portland Oregon and Chicago every week, with the journey taking 7 hrs on average. Scroll through your results to compare flight times and prices – the cheapest flight from Portland Oregon to Chicago is currently sitting at £201.

Or, if you're fairly flexible on dates, try to get a last minute-deal by regularly checking the Netflights website.

Chicago actually has one airports – but Chicago O'hare International Airport is normally the cheapest one to fly into. If you're not sure who to fly with from Portland Oregon, you might like to know that Alaska Airlines is the most popular airline for this route.

But if you can't find one which is right for you, try looking at flights to other cities in the USA to check out some other options.

Other popular destinations near Chicago

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