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.

$170 is the lowest fare found in the past 15 days.

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.

Compare flights from Portland Jetport to Chicago with advanced filters

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Other popular destinations

Looking for alternatives in United States? Travelers also liked: Atlanta, 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.