How much is a flight from Chicago Midway to Portland Jetport?

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

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 Chicago Midway - Portland Jetport route.

Which airports serve Chicago and Portland?

When planning a trip of about 1438 km, it's a good idea to check flights from surrounding airports too.

• Airports in Chicago: Chicago is connected to 3 airports - Midway, O'Hare, Rockford.
• Airports in Portland: The only active airport in Portland is Portland - Jetport.

The closest airport isn’t always the cheapest — it’s worth checking the alternatives too. In some cities, smaller airports offer lower fares than the main ones.

Refine your flight search from Chicago Midway to Portland Jetport

With Jetcost, it’s easy to narrow down results to find flights that match your schedule and preferences. You can filter by airline, price, trip type, and more — including offers from the best airlines and travel agencies.

Other popular destinations

Also looking at United States? These cities are trending: Las Vegas, Los Angeles, Miami, New York City, Orlando.

Online agencies can show different offers for the same flight — it’s worth comparing. Filters let you narrow things down further, like selecting a specific time slot to find flights that suit you best.