Cheap flights from Portland to Chicago from $54
This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Portland to Chicago departing on 5/22. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
Deals available from 900+ travel sites.
Big names and deals
Big names and deals
Search 100s of travel sites to compare prices.Filter for what you want
Filter for what you want
Free Wi-Fi? Stopover? Instantly customize your results.Trusted and free
Trusted and free
We’re completely free to use - no hidden charges or fees.Price Alerts
Price Alerts
Not ready to book? Create a price alert to track prices.Easily compare round-trip flights from Portland to Chicago
Below you can see the best fares for your round-trip flight route over the next six months. All fares were found on momondo this week. Browse the quickest and cheapest flights from Portland to Chicago by changing tabs
Find the cheapest one-way flights from Portland to Chicago
If you're looking for one-way flights from Portland to Chicago, view some of our deals below provided by Alaska Airlines, Frontier and Spirit Airlines
Search last-minute flights to Chicago from Portland
Find and compare round-trip flight prices for your last-minute flight from Portland to Chicago
Best airlines flying from Portland to Chicago
Compare and see reviews for airlines that fly from Portland to Chicago with momondo
| Airline | Rating | Free Cancellation | Price | ||
|---|---|---|---|---|---|
| PriceFrom $85 | Free Cancellation | Rating 6.3 4,142 reviews | |||
| PriceFrom $126 | Free Cancellation | Rating 6.4 8,761 reviews | |||
| PriceFrom $149 | Free Cancellation | Rating 8.0 9,102 reviews | |||
| PriceFrom $152 | Free Cancellation | Rating 8.0 11,028 reviews | |||
| PriceFrom $198 | Free Cancellation | Rating 7.4 11,289 reviews | |||
| PriceFrom $222 | Free Cancellation | Rating 7.3 14,914 reviews |
Alaska Airlines Flights From Portland to Chicago
Alaska Airlines flies from Portland to Chicago around 7 times per week, with 9,102 momondo users rating the airline 8.0/10. The cheapest Alaska Airlines deal from Portland to Chicago in the last 72 hours was $149 (round-trip), much lower than the average airfare cost of $351 for Alaska Airlines flights on this route.
United Airlines Flights From Portland to Chicago
Another popular option for Portland to Chicago flights is United Airlines (7.4/10, 11,289 ratings). United Airlines flies from Portland to Chicago around 23 times per week, with deals starting from $198 round-trip and rising to an average price of around $422.
Frontier flights from Portland to Chicago
Our best Frontier deals on Portland to Chicago flight tickets
American Airlines flights from Portland to Chicago
Our best American Airlines deals on Portland to Chicago flight tickets
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?
January. The cheapest time of year to fly to Chicago from Portland is January. Most expensive is June
What is the cheapest day to depart Portland for Chicago?
Saturday. The cheapest day of the week is typically Saturday. The most expensive is typically Monday
When is the cheapest time to fly from Portland to Chicago?
In the afternoon. Portland to Chicago flights are approximately 24% more expensive in the morning than in the afternoon
What is the cheapest airline that flies to Chicago from Portland?
Spirit Airlines. Alaska Airlines, American Airlines, and Delta are the most popular carriers operating from Portland to Chicago
What is the cheapest Portland to Chicago flight route?
Portland - Chicago O'Hare Intl. Fly from Portland to Chicago O'Hare Intl for the best Portland - Chicago flight prices
How far in advance should you book Portland to Chicago flights?
15 days before. The cheapest time to buy a flight from Portland to Chicago is approximately 15 days to departure
How many flights depart from Portland to Chicago on average per day?
The number of flights available between Portland and Chicago is 14 per day as of April 2024. The most frequent departure time is 6:00AM, with 63% of daily flights leaving at noon.
How many flights depart from Portland to Chicago on average per week?
102 flights are operational weekly from Portland to Chicago as of April 2024. The most popular departure day for this route is Monday, with 17% of flights per week taking off on this day.
What cabin class options are available on Portland to Chicago flights?
There are 4 cabin classes available to choose from on Portland to Chicago flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.
Can stopping save me money on Portland to Chicago flights?
No. A direct flight is the cheapest option for a flight between Portland to Chicago.
Cheap Portland to Chicago (PDX to CHI) flight deals and tips
Find info about flight duration, direct flights, and airports for your flight from Portland to Chicago
Best Price Found | $54 |
|---|---|
Fastest flight time | 3h 50m |
Direct flights | Every day |
Airports in Chicago | 2 airports |
How far is Portland to Chicago by plane?
Portland and Chicago are 1753.4 mi apart from one another. A reasonable flight in good conditions will take 3h 50m.
When did momondo last update prices for flights from Portland Airport to Chicago?
Prices for flights from Portland Airport to Chicago are refreshed on a daily basis.
How many operators does momondo search for flights from Portland Airport to Chicago?
There are 6 operators available for flights from Portland Airport to Chicago as of April 2024.
How old do you have to be to fly from Portland Airport to Chicago?
Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Portland Airport to Chicago.
What documentation or ID do you need to fly to Chicago?
The travel and health documents you'll need for your trip to Chicago may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at Chicago. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.
Why use momondo?
Why should I use momondo to find a flight deal from Portland to Chicago?
To find the flight that best suits your needs, momondo gathers a range of flights from a large pool of different airlines and agents; you can then use our insights and filters to find and book the right flight to Chicago from Portland.
Can I find flights from Portland to Chicago with flexible booking policies on momondo?
Flights from Portland to Chicago with flexible booking policies can be found by using the search form above and then selecting our dedicated flexible booking filter, which will highlight only the flights where this policy is applied.
How can momondo help me find flights from Portland to Chicago?
Once all potential Portland to Chicago flight options are in front of you, momondo lets you sort and filter flights based on preferences such as airline, price and flight times amongst many other options.
I’m not ready to book a flight from Portland to Chicago right now. Can momondo alert me if prices change?
Yes. momondo can track prices for Portland to Chicago flights and alert you when they change. Perform a search to set up the price alert. All that is required is a valid email address.