Find out what a flight from Portland to Chicago O'Hare might cost

Prices vary based on date, airline, and availability. Compare several options if you're flying between Portland and Chicago.

Select your dates to check current offers.

Try shifting your departure forward or backward by a day to find better options. If you’re looking for a good deal, consider flying outside peak hours as well.

Flying from or to Portland and Chicago? Here are your airport options

Knowing your full list of nearby airports can make flight planning easier, especially when routes vary.

• Airports in Portland: Only Portland is available for departures.
• Airports in Chicago: Arrivals into Chicago are possible from 3 airports - Midway, O'Hare, Rockford.

For families or those traveling with assistance, smaller airports can be easier to navigate. Cities served by multiple airports often allow for more flexible travel planning.

Filter and compare flights from Portland to Chicago O'Hare

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Other popular destinations

Want more ideas for your trip to United States? Check these: Las Vegas, Los Angeles, Miami, New York City, Orlando.

Advanced filters help you skip long layovers or inconvenient times. The “airlines” filter is handy if you want to collect miles or prefer a certain onboard experience.