Planning a flight from Portland Jetport to Chicago O'Hare?

Flight prices from Portland to Chicago change depending on demand and time of booking.

Choose a date to explore the best fares now.

Many users find better fares by booking several weeks in advance. In fact, for many routes, booking early is one of the best ways to save.

Airport options between Portland and Chicago

Even for routes around 898 mi, using different airports might affect flight cost and travel time.

• Airports in Portland: Only Portland - Jetport operates here.
• Airports in Chicago: Chicago offers flights from 3 airports - Midway, O'Hare, Rockford.

Checking the average travel time to the airport can help you plan better. For some routes, changing your arrival or departure airport might also affect the price.

Explore flights from Portland Jetport to Chicago O'Hare your way

On Jetcost, you can filter by round-trip or one-way, time of day, airline, number of stops, and even by agency like eDreams or Expedia. Options include Delta, United, American, and more.

Other popular destinations

Also interested in United States? Check out: Atlanta, Los Angeles, Miami, New York City, Orlando.

If you’re flexible with dates, try checking the days before and after to see if prices vary. Some routes are offered by multiple agencies — comparing fares can really pay off.