Flights from Portland to Chicago, United States Last modified: Dec 5, 2016 2:37 -05:00
Portland to Chicago Last modified: Dec 5, 2016 2:37 -05:00Prices shown were found by travelers like you over the past 30 days
We've scanned 22,736,586,123 round trip itineraries and found the cheapest flights from Portland to Chicago. American & United frequently offer the best deals on Portland to Chicago flights, or select your preferred carrier below to see the cheapest days to fly.
Where To Buy Cheap Flights from Portland to Chicago?
The best way to find a great deal on airfare is to search multiple sites. When you run a search on FareCompare, we search multiple sites and fare sources all at once so you don't have to - which is why we thinking FareCompare is the best place to find cheap tickets. Airlines can adjust prices for tickets from Portland to Chicago based on the day and time that you decide to book your flight. We have collected data from all airlines, and have found that Tuesdays, Wednesdays, and Saturdays are often the best days to book flights. If you'd like to learn more, read our article about the best time to buy airline tickets.
How far in advance should I book tickets from Portland to Chicago? Prices shown were found by travelers like you over the past 30 days
The chart below shows up-to-date information regarding how far in advance to book your flight from Portland to Chicago.
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Cheapest Day To Fly from Portland to Chicago Prices shown were found by travelers like you over the past 30 days
We've examined 22,742,432,069 itinerary searches that we've seen for departures in the next 90 days and found that the cheapest day to fly from Portland to Chicago is Friday. See the chart below to compare prices for other days of the week.
Compare Flight Prices from Portland to Chicago by Month Prices shown were found by travelers like you over the past 30 days
Low priced flights are most commonly available by purchasing between one and three months in advance. International or holiday flights may need to be purchased even further in advance. The chart below shows the cheapest flight prices by month for Portland to Chicago flights.
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Cheap Last Minute Flights from Portland to Chicago Prices shown were found by travelers like you over the past 30 days
Looking for cheap last minute flights or a weekend getaway? We've got you covered with weekend flight deals from Portland to Chicago. The chart below shows the best last minute deals and cheap flights this weekend we could find.
Next 30 Days
Connecting Flights vs Direct Flights from Portland to Chicago Prices shown were found by travelers like you over the past 30 days
Flights between some cities may be significantly cheaper if you choose a multi-stop airline ticket. Although these connecting flights sacrifice some convenience, on average, travelers save 20%-60% when they choose to fly multi-stop versus a direct flight.
The average price for connecting flights from Portland to Chicago is $241.
The average price for direct flights from Portland to Chicago is $637.
The chart below shows up to date information regarding non-stop flights from Portland to Chicago.
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One Way Flights vs Round Trip Flights from Portland to Chicago Prices shown were found by travelers like you over the past 30 days
We have found that there is often no price difference between buying a round trip flight versus a one way flight. Increased flexibility is the main benefit when it comes to buying a one way flight from Portland to Chicago. However, booking a round trip flight can be a simpler process. You can compare round trip and one way flights by using our flight comparison.
The average price for one way flights from Portland to Chicago is not available.
The average price for round trip flights from Portland to Chicago is $230.
Portland to Chicago Flight Questions
Below are some common questions that asked about this flight route:
Airlines in Portland flying to Chicago Last modified: Dec 5, 2016 2:37 -05:00Number of routes searched: 151Number of itineraries searched: 30,811
Wondering which airlines fly out of Portland to Chicago? We've gathered the average price of Portland airlines with flights to Chicago. Different airlines offer different levels of comfort and service, so consider convenience when choosing your airline.
Below is the full flight schedule summary showing which days of the week individual carriers offer flights for the next 30 days.
Portland to Chicago Airports
These are the major commercial airports we're currently monitoring in Portland and Chicago. If your route includes a city with multiple airports, you may be able to find substantial savings by choosing an alternate airport.