Cheap flights from Portland to Chicago from $49
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 2/12. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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Spirit Airlines flights from Portland to Chicago
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Alaska Airlines flights from Portland to Chicago
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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 typical price of a round-trip flight between Portland and Chicago?
What is the cheapest month to fly to Chicago?
The month of August is, on average, the cheapest month to fly to Chicago from Portland, with most prices found around $299. If you’re not able to fly to Chicago in August, then January is your next best option. Flight prices from Portland to Chicago during January average around $316.
What is the cheapest day to depart on your flight to Chicago?
The cheapest day to depart on your flight to Chicago is on a Tuesday when prices can be found for as low as $311. This is often the case because there is less demand to fly during this day of the week. When flying out on a Monday, the most expensive travel day of the week, you can expect to see flight prices from Portland to Chicago for around $376.
What is the cheapest time of day to depart on your flight to Chicago?
Our most recent data shows that the best time of day to fly to Chicago is in the afternoon. Flights from Portland to Chicago during this time can be as low as $237. In contrast, the most expensive time of day to depart to Chicago is in the morning when prices are around $393.
What is the cheapest Portland to Chicago flight route?
Fly from Portland to Chicago O'Hare Intl for the best Portland - Chicago flight prices
How far in advance should I book a flight to Chicago?
The best time to book a flight to Chicago from Portland is 12 days out, which is when prices tend to be around $343. Don’t hesitate to check prices now though because momondo users recently found tickets for as low as $250.
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?
You could potentially save up to 39% on your flight if you consider stops on a Portland to Chicago flight.
How have Portland to Chicago flight prices changed over time?
As of December 2024, prices for Portland to Chicago flights are approximately 17% more expensive when compared to flights at the same time last year.
How many flights depart from Portland to Chicago on average per day?
The number of flights available between Portland and Chicago is 11 per day as of December 2024. The most frequent departure time is 7:00AM, with 76% of daily flights leaving at noon.
How many flights depart from Portland to Chicago on average per week?
81 flights are operational weekly from Portland to Chicago as of December 2024. The most popular departure day for this route is Wed, with 19% of flights per week taking off on this day.
When to book flights from 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
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 55m.
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 7 operators available for flights from Portland Airport to Chicago as of December 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.
What is the most popular plane model from Portland to Chicago?
Based on momondo bookings for this flight route, the most popular plane model on flight routes from Portland to Chicago is Airbus A321neo (19.17% of total bookings). The next most popular plane models are Boeing 737-800 (15.82%), Airbus A320-100/200 (15.43%), and Boeing 737-800 Passenger/BBJ2 (winglets) (12.94%).
What is the most popular airline from Portland to Chicago?
momondo data reveals that the most frequently booked airline on the route from Portland to Chicago is United Airlines, representing 39% of all bookings. The subsequent popular airlines are Alaska Airlines at 31%, Spirit Airlines at 12%, and American Airlines at 8%.
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 $82 | Free Cancellation | Rating 6.3 8,143 reviews | |||
| PriceFrom $108 | Free Cancellation | Rating 6.1 3,506 reviews | |||
| PriceFrom $178 | Free Cancellation | Rating 8.0 9,519 reviews | |||
| PriceFrom $188 | Free Cancellation | Rating 7.2 10,000 reviews | |||
| PriceFrom $216 | Free Cancellation | Rating 8.0 8,682 reviews | |||
| PriceFrom $218 | Free Cancellation | Rating 7.4 9,134 reviews | |||
| PriceFrom $233 | Free Cancellation | Rating 8.1 4,934 reviews |
Southwest Flights From Portland to Chicago
Southwest flies from Portland to Chicago around 5 times per week, with 4,934 momondo users rating the airline 8.1/10. The cheapest Southwest deal from Portland to Chicago in the last 72 hours was $233 (round-trip), much lower than the average airfare cost of $520 for Southwest flights on this route.
Alaska Airlines Flights From Portland to Chicago
Another popular option for Portland to Chicago flights is Alaska Airlines (8.0/10, 9,519 ratings). Alaska Airlines flies from Portland to Chicago around 3 times per week, with deals starting from $178 round-trip and rising to an average price of around $345.
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.