Find Cheap Flights from Chicago (CHI) to Portland (PDX) from

Cheap flights from Chicago to Portland 

Our advanced search tools and comprehensive filters help you find a flight that fits your budget. To search for cheap flights, just enter your travel dates and sort your results by price. With all available tickets listed lowest price first, it’s easy to select the one that’s easiest on your wallet.  

To find the cheapest flights from Chicago to Portland, you can also travel outside peak season. The more flexible you can be on travel dates, the easier it is to find those cheap flight tickets. We know, for example, that the cheapest time to travel between Chicago to Portland is . In the current list of deals available, prices start at and can rise to for return flights.  

Find the best flight from Chicago to Portland  

Every day between Chicago and Portland, 23 flights from 12 airlines jet back and forth. And with ebookers, you can book tickets for any one of those flights. If you book a direct flight with American Airlines, Qatar Airways, Air Canada, Alaska Airlines, Brussels Airlines, Malaysia Airlines, Lufthansa, Swiss, United Airlines, Spirit Airlines, Gulf Air, British Airways, you’ll arrive safely in your destination in around 4hours. If you can think of a quicker way to cover the 2790 km between null and null, let us know! 

Flights from Chicago to Portland — a great choice on great deals 

We only need a little information to give you a lot of choice. Just tell us when you’re planning your family holiday, long weekend, luxury getaway or quick business trip, and we’ll do the rest. And to keep your choice-making easy, we’ve given you plenty of ways to narrow down your search. Choose one-way, roundtrip or multi city flights, select your preferred airline, your time of arrival and departure and cabin class using the filters.  

Once you’ve told us what you want, we’ll show you what’s on offer. All you need to do is take your pick and start packing.  

Book your flights with ebookers 

We want the experience of booking your flight from Chicago to Portland to be as simple as possible. That’s why we designed our search and filter options to make your life easy. Whether you are travelling on business or for pleasure, ebookers has you covered. 

When you’re ready to book, our service is always fast and transparent. We know plans change, so we have a range of flexible booking options. Choose between refundable bookings and flights with no charges should you need to rearrange and travel stress-free.