How much is a flight from Portland Jetport to Chicago?

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

Pick a travel date to see today’s available fares.

Fares change often — checking several times throughout the week can make a big difference. Booking in advance often means access to lower prices for the Portland Jetport - Chicago route.

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 - Jetport 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.

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Other popular destinations

Looking for alternatives in United States? Travelers also liked: Boston, Los Angeles, Miami, New York City, Orlando.

If you have a preferred time to leave or arrive, filters can help you show only the matching flights. You can also filter by your favorite airline and see only those deals.