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Cheap Flights from Chicago to Portland $184.44

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Cheapest Flights from Chicago to Portland (ORD to PWM)

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Interesting Facts About Flights from Chicago to Portland (ORD to PWM)

Question : If you're booking ORD to PWM, how many different choices of departure times do you have on a daily basis?
Answer : On average, you can expect eight different options of flight times when you book. That is lower than the global average of 31.

Question : If having the most departure times is important to you, are there particular days that offer more options than others?
Answer : Wednesday has the most flight times for Chicago to Portland with 45.

Question : Who's offering the cheapest round-trip flight to Portland International Jetport (PWM) over the coming months?
Answer : JetBlue Airways is your best bet for finding that coveted low fare.

Question : In the next four weeks, what day should you book your trip?
Answer : As of December 5th, the cheapest day to fly from Chicago to Portland is December 24th. Tickets have been sold for 29% below the average price for this route.

Question : Which airline is least likely to get you to PWM on time?
Answer : Flights on Republic Airlines to Portland from Chicago during the last month were late 41% of the time. If you should choose this airline, be sure to track the flight status to stay on top of the departure time.

Question : How often is the O'Hare International Airport (ORD) to Portland International Jetport (PWM) route on schedule?
Answer : Passengers are currently getting to their destination on schedule 74% of the time, which ranks in the bottom half across all routes. When there is a delay, it averages between 20-30 minutes.

Question : How long do most people stay in Portland when they fly in from Chicago?
Answer : Passengers from ORD to PWM stay seven days on average.