Cheap Flights from Chicago (ORD) to Portland (PWM)

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Flight from Chicago to Portland route information
Origin airport
O'Hare Intl.
Destination airport
Portland Intl. Jetport
Distance
1435 km
Average flight time
3 hours 32 mins

Your quick guide to flights from Chicago to Portland

Pick up great flights from Chicago to Portland

With Expedia, you have your pick of 4 flights a day with airlines covering flights from Chicago to Portland. Whether you’re on a business trip, a family holiday or a luxury break, just enter your travel dates, hit search then check out your choice of flights. Select from return, one way or multi-city flights, and use the advance search tool if you want a direct or refundable flight. You can narrow your search to show you just your preferred cabin class and airline, too. It’s all easy. You can book direct flights from Chicago to Portland that take around 2 hours.

Find cheap flights from Chicago to Portland

From the great flight deals with prices currently ranging from to , you can choose to see the cheapest flights first. Generally, you can book the cheapest flights from Chicago to Portland around 4 to 6 weeks in advance. If your travel dates are flexible, try to avoid weekends and peak seasons – when you are more likely to grab the lowest prices. Even last minute, there are some impressive deals. The cheapest time to fly to Portland is normally in .

Reasons to book your flight from Chicago to Portland with Expedia

Expedia makes it easy to find, book, and travel, with everything you need all in one place. When you enter your travel details, find fantastic deals just for you on flight tickets from Chicago to Portland across all the main airline carriers, so you can save time, dollars, and hassle finding the perfect flight. If you think your plans could change, choose refundable flights so any changes won’t cost you more. Book your flight to Portland right now and, if you join Expedia Rewards, you earn points this time and every time you travel with Expedia.

Frequently asked questions

How much is a flight from ORD to PWM?
Start packing your suitcase, because round-trip journeys from O’Hare Intl. Airport (ORD) to PWM start from . That’s based on fares listed within the last 7 days on Expedia for flights departing within the next year. Prices can move quickly, so book now to secure the best deal. Prices and availability are subject to change. Additional terms apply.
Do I need to pay a cancellation fee if I cancel my flight from ORD to Portland Intl. Jetport Airport (PWM)?
We understand that your situation can change unexpectedly, so we’ve made it as easy as possible for you to cancel your flight online. Just visit the Customer Service Portal and follow the instructions.
How do I find cheap flights from O'Hare Airport to Portland Intl. Jetport that have flexible change policies?
Many airlines offer the option to reschedule your flight without a change fee. All you pay is the difference between the original flight and the new flight. When you’re searching for ORD to Portland Intl. Jetport flights, you’ll see a “no change fees” filter for you to select.
How far is the flight from O'Hare Airport to Portland Intl. Jetport?
A flight distance of just 1 450 kilometres separates Chicago and Portland. Once you’re in the air, you won’t get a chance to do much more than read the magazine in your seat pocket.
Which airlines fly direct from O'Hare Intl. Airport (ORD) to Portland Intl. Jetport?
Many travellers like to fly with United Airlines (UA) from O’Hare Intl. Airport (ORD) to PWM. This popular airline offers 60 flights every month, so you can pick a flight time that’s right for you. You could also take a look at ticket prices with American Airlines (AA). This carrier operates 8 flights every month between Chicago and Portland.
Are ORD to Portland Intl. Jetport flight tickets cheaper when they're purchased at the last minute?
Booking your trip from ORD to PWM at the last minute could be your ticket to a cheap deal. However, it could end up costing a great deal more! If you’d rather not take any chances, book well ahead of your departure date. In fact, Expedia has some of the best bargains up to a year in advance. If your preferred carrier hasn’t released tickets yet, check back often as deals are updated on Expedia all the time.
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