Cheap flights from Portland to Chicago

1 adult
Sat 28/5
Sat 4/6

Flight information for Portland to Chicago
(PDX to CHI)

Find info about flight duration, direct flights, and airports for your flight from Portland to Chicago

Fastest flight time

3h 52m

Direct flights

Wed, Thu, Fri, Sat and Sun

Airports in Chicago

3 airports
The fastest flight from Portland to Chicago takes 3h 52m
Direct flights go from Portland to Chicago on Wednesday, Thursday, Friday, Saturday and Sunday. Airlines offering direct flights are: Air Canada and American Airlines.
There are 3 airports near Chicago: Chicago O'Hare Intl (ORD), Chicago Midway (MDW), Chicago Greater Rockford (RFD)

How to get the cheapest flight ticket from Portland to Chicago

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

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


The cheapest time of year to fly to Chicago from Portland is August. The most expensive is December.

How far in advance should you book Portland to Chicago flights?

16 days before

The cheapest time to buy a flight from Portland to Chicago is approximately 16 days to departure

  • How far is Portland to Chicago by plane?

    The straight-line distance from Portland to Chicago is 2821,8 km.

Why use momondo?

We help find the flight that best suits your needs, momondo compares prices from hundreds of airlines and travel agents and helps you filter them to find the best flight from Portland to Chicago for you.

Yes. momondo allows you to filter the results for Portland to Chicago flights to just show those with flexible booking policies.

Once you have performed a search in the form on the page, momondo provides useful filters and insights. We can show you the cheapest days and times to fly as well as help filter your options to help you make an informed choice when booking flights to Chicago from Portland.

Price alerts on flights to Chicago from Portland are quick and easy to set up on momondo. Simply perform a search and select the price alert feature. It is as simple as that.

Here's why travellers choose to use momondo
Flexible Travel
momondo understands the need for flexibility and we have a filter specifically for flights with no change fees.
Expert Insights
Data driven insights designed to help you find a great flight deal. From the cheapest time to depart to how far in advance to book.
Price Alerts
Track the price of your preferred flight route and be notified when it changes.