Cheap flights from Chicago Midway to Portland Jetport

Flights tailored to your budget

Selected dates may not give results due to COVID-19. We suggest you change the dates.
Multi-city Round trip One way
Round trip
One way
Multi-city
From
No results match your search criteria
To
No results match your search criteria
{{ weekDay }}
Dates
{{ panel.label }}
Looking for a one-way flight?

Flexible dates can save you money

Explore nearby dates to find lower fares

{{ fromDate | dateToLongNamedDate }}
?
Flexible dates
Depart {{ flexibleFromDateLabel }}
{{ option.label }}
?
Return {{ flexibleToDateLabel }}
{{ option.label }}
Passengers / Class
Number of passengers
Adults
{{ adults }}
Children
{{ children }}
Infants
{{ infants }}
Class
Economy
Available for Economy only
New Multi-city experience

Discover a new Multi-city search experience from Jetcost, designed to handle more complex itineraries. By continuing, you’ll be taken to a dedicated page powered by Kiwi.com.
How do we get the info you see here? Please note that we offer an online comparison service and that all information and prices regarding services and/or products available on our website are provided by our third-party partners. We do our best to show you up-to-date information, but please note that we are not responsible for the completeness or accuracy of the information published, so please check all conditions carefully on the website of the partner before making a booking. Please check our Terms and Conditions for more details. Read more

How to estimate the price of a flight from Chicago Midway to Portland Jetport?

It depends. Prices for flights from Chicago to Portland fluctuate based on several factors.

Select your dates to check current offers.

Checking fares across several nearby dates can help you see which days offer the best deals. Jetcost lets you track price changes and grab the best opportunities.

Planning flights between Chicago and Portland? Don’t forget the airport options

Especially when flying to medium or large cities, it's worth checking all possible airport combinations before booking.

  • Airports in Chicago: 3 airports are listed in Chicago - Midway, O'Hare, Rockford.
  • Airports in Portland: Only Portland - Jetport is currently available.

Check for differences in transport costs to and from each airport — they affect your total spend. Choosing the right airport can make a real difference in price and timing.

Explore flights from Chicago Midway to Portland Jetport 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.
Frequently Asked Questions

Frequently asked questions about flights from Chicago Midway to Portland Jetport.

How much does an airline ticket from Chicago Midway to Portland Jetport cost?

Flight prices can vary a lot depending on the period and destination. At the moment, this information is not available for flights from Chicago Midway to Portland Jetport.

How far is Chicago from Portland?

Chicago is about 893 mi from Portland.

What are the airports in Portland?

Portland has one airport: Portland - Jetport.

What are the airports in Chicago?

Chicago has 3 airports: Midway, O'Hare, Rockford.

What are the most popular cities in United States?

The most popular cities in United States according to our users' searches are: Atlanta, Los Angeles, Miami, New York City, Orlando.

When should I book a flight from Chicago to Portland?

The best time to book a flight from Chicago to Portland is 1 month in advance, while the worst time is 1 week in advance.

What is the cheapest month to fly from Chicago to Portland?

This information is not available at the moment.

What is the most expensive month to fly from Chicago to Portland?

This information is not available at the moment.

What is the best day of the week to fly from Chicago to Portland?

This information is not available at the moment.