$79 Find Cheap Flights from Chicago O'Hare Airport to Oregon

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from O'Hare Intl to Oregon departing on 8/18. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy

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These are the airlines KAYAK users have selected most often from within our search results in flight searches from Chicago to Oregon.
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Cheap Flights from O'Hare Intl to Oregon

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
Portland
Portland1 stop$172
Eugene
Eugene1 stop$265
Redmond
Redmond1 stop$278
Medford
Medford1 stop$278
North Bend
North Bend1 stop$411
Boise
Boisenonstop$196
Portland
Portland1 stop$172
Eugene
Eugene1 stop$265
Redmond
Redmond1 stop$278
Medford
Medford1 stop$278
North Bend
North Bend1 stop$411
Boise
Boisenonstop$196

Book Cheap O'Hare Intl to Oregon Plane Tickets

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from O'Hare Intl to Oregon that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from O'Hare Intl to Oregon

Tue, Aug 19 - Fri, Aug 22
Spirit Airlines Logo
6:00 am - 6:57 pmORD-PDX
14h 57m1 stop
Spirit Airlines Logo
7:52 pm - 4:50 amPDX-ORD
6h 58m1 stop
$172Spirit Airlines
Find Deal
Mon, Aug 18 - Mon, Aug 25
Spirit Airlines Logo
6:00 am - 6:57 pmORD-PDX
14h 57m1 stop
Spirit Airlines Logo
7:52 pm - 4:50 amPDX-ORD
6h 58m1 stop
$174Spirit Airlines
Find Deal
Sat, Aug 23 - Sat, Aug 30
Hawaiian Airlines Logo
7:00 am - 9:25 amORD-PDX
4h 25mnonstop
Hawaiian Airlines Logo
5:50 pm - 11:59 pmPDX-ORD
4h 09mnonstop
$176Hawaiian Airlines
Find Deal
Sat, Aug 30 - Sun, Aug 31
Alaska Airlines Logo
7:00 am - 9:25 amORD-PDX
4h 25mnonstop
Alaska Airlines Logo
7:00 am - 1:09 pmPDX-ORD
4h 09mnonstop
$179Alaska Airlines
Find Deal
Tue, Aug 26 - Sun, Aug 31
American Airlines Logo
12:10 pm - 2:29 pmORD-PDX
4h 19mnonstop
American Airlines Logo
7:00 am - 1:07 pmPDX-ORD
4h 07mnonstop
$188American Airlines
Find Deal
Sat, Sep 6 - Sat, Sep 13
American Airlines Logo
9:40 am - 12:27 pmORD-BOI
3h 47mnonstop
American Airlines Logo
1:07 pm - 5:45 pmBOI-ORD
3h 38mnonstop
$196American Airlines
Find Deal
Sat, Sep 6 - Sat, Sep 13
Hawaiian Airlines Logo
3:20 pm - 10:50 pmORD-BOI
8h 30m1 stop
Hawaiian Airlines Logo
4:34 pm - 12:03 amBOI-ORD
6h 29m1 stop
$205Hawaiian Airlines
Find Deal
Tue, Sep 9 - Tue, Sep 16
Alaska Airlines Logo
8:00 am - 1:48 pmORD-BOI
6h 48m1 stop
Alaska Airlines Logo
4:34 pm - 12:03 amBOI-ORD
6h 29m1 stop
$214Alaska Airlines
Find Deal
Tue, Sep 23 - Tue, Sep 30
United Airlines Logo
8:45 am - 11:31 amORD-BOI
3h 46mnonstop
United Airlines Logo
12:35 pm - 5:08 pmBOI-ORD
3h 33mnonstop
$239United Airlines
Find Deal
Wed, Sep 24 - Wed, Oct 1
United Airlines Logo
8:45 am - 11:31 amORD-BOI
3h 46mnonstop
United Airlines Logo
2:12 pm - 11:15 pmBOI-ORD
8h 03m1 stop
$258United Airlines
Find Deal
Booking Insights

KAYAK's insights & trends for O'Hare Intl to Oregon flights

Get data-powered insights and trends into flights from O'Hare Intl to Oregon to help you find the cheapest flights, the best time to fly and much more.

What is the cheapest Chicago O'Hare Intl Airport to Oregon flight route?

The cheapest price for flight routes found by users searching on KAYAK in the last 2 weeks for round-trip flights from Chicago O'Hare Intl Airport to Oregon.

The cheapest ticket to Oregon from Chicago O'Hare Intl Airport found in the last 72 hours was to Portland, at $119 round-trip. The most popular route is from Chicago O'Hare Intl Airport (ORD) to Portland (PDX), and the cheapest round-trip airline ticket found on this route in the last 72 hours was $119.

Can I save money by flying with a layover from Chicago O'Hare Intl Airport to Oregon?

The average round-trip price for all non-stop flights, flights with one layover, and flights with two layovers for the route found by users searching on KAYAK in the last 2 weeks.

No, with an average price for the route of $712, prices are generally cheapest when you fly direct.

What is the cheapest month to fly from Chicago O'Hare Intl Airport to Oregon?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Chicago O'Hare Intl Airport to Oregon, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.

The cheapest month for flights from Chicago O'Hare Intl Airport to Oregon is August, when tickets cost $281 (return) on average. On the other hand, the most expensive months are March and December, when the average cost of round-trip tickets is $471 and $378 respectively.

What’s the cheapest day of the week to fly from Chicago O'Hare Airport to Oregon?

The average price of all round-trip flights from Chicago O'Hare Intl Airport to Oregon clicked on KAYAK for each day over the last 12 months.

Your flight ticket price will generally be cheaper if you fly to Oregon on a Wednesday and more expensive on a Sunday. On your return trip to Chicago O'Hare Airport, you should consider flying back on a Friday, and avoid Sundays for better deals.

How far in advance should I book a flight from Chicago O'Hare Intl Airport to Oregon?

To calculate weekly average prices, KAYAK takes all prices for each week before departure over the last year for round-trip flights from Chicago O'Hare Intl Airport to Oregon, removes the top 0.1% to account for outliers, and then takes the average of all the values for each week.

To get a below average price on the flight from Chicago O'Hare Intl Airport to Oregon, you should book around 4 weeks before departure, which saves you about 34% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 11 weeks before departure.


Good to know

Low seasonJanuary
Cheapest flight$79
Best time to beat the crowds with an average 6% drop in price.
Most popular time to fly and prices are also 4% lower on average.
Flight from Chicago O'Hare Airport to Portland

FAQs - booking Oregon flights

  • How does KAYAK find such low prices on flights from Chicago O'Hare Airport to Oregon?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Chicago O'Hare Airport to Oregon.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Chicago O'Hare Airport to Oregon?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from Chicago O'Hare Airport to Oregon is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Chicago O'Hare Airport to Oregon?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly from Chicago O'Hare Airport to Oregon with an airline and back with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Chicago O'Hare Airport to Oregon?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying from Chicago O'Hare Airport to Oregon up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

  • What is the cheapest time of day to fly to Oregon?

    The cheapest time of day to fly to Oregon is generally at night, when round-trip flights cost $302 on average. Morning departures are around 12% cheaper than evening flights, on average. The most expensive time of day to fly to Oregon is generally in the afternoon, which is peak travel time and where the average cost of a ticket is $415.

Reviews of the top 5 airlines serving from O'Hare Intl to Oregon

 
See real verified KAYAK customer reviews for airlines flying from Chicago to Oregon. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from O'Hare Intl to Oregon? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
8.0
Alaska AirlinesOverall score based on 10000 reviews
8.5Crew
7.1Entertainment
7.8Comfort
8.1Boarding
7.1Food
Airline reviews

Very nice as always. Not that it’s anyone’s fault really but for some reason the seat (16C) was really hard…. Not typical for your planes… dunno what or why… maybe it was just me ?, The flight was great otherwise

10.0 ExcellentLee, Jul 2025ORD - SEA
Read more Alaska Airlines reviews

Very nice as always. Not that it’s anyone’s fault really but for some reason the seat (16C) was really hard…. Not typical for your planes… dunno what or why… maybe it was just me ?, The flight was great otherwise

Plane was delayed getting boarded and then again delayed in take-off order. Alaska Airlines must have very little clout at JFK so they don't get priority treatment. All the delays meant we missed the last flight from Portland to Eugene. Alaska did give us hotel voucher for the night...but sent us to a downtown Portland hotel rather than to a nearby airport motel which made for a longer ride at night and then again in the morning. Just made an already long, late night even longer. Hotel was an old outdated Hilton in a slightly seedy part of town. Alaska gave us Lyft vouchers for getting to the hotel, but the return voucher for getting back to the airport in the morning didn't work.

Not a fan of a 5 hour delay. I received a text from Alaska Airlines advising I would get a $100 travel voucher via email. Several days later I still haven’t received it.

My email notifications were silenced, so I didn't get word that the departing flight had changed gates. It wasn't until I noticed that few people had gathered for the flight that I checked the airport schedule board, 20 minutes before boarding. I then told several people at the old gate of the change. If I was to receive a text I would have been notified of the change earlier, Or to hear an announcement over the airport intercom.

Canceled flight. No communication of this prior. Rescheduled to next day. Our good seats we purchased months ago turned into last row middle. No apology, reason, nor compensation for time and $ spent.

would have been nice for flight to not be delayed by 2 hours so that we had to pay $80 to get home since BART had shut down. i thought a 10pm arrival would leave enough time to account for delays but i was wrong.

Friendly staff, everything went smoothly. Gluten free snacks would would be the cherry on top!

There was no entertainment - perhaps they need to upgrade the planes that service a route that is more that 2 hours long? Otherwise, everything was perfect.

The most comfortable plane ride I’ve had in quite a while.

10 hour delay. Fuel spill. Crew had to drive to Indianapolis to a get a plane. The longest day of travel ever. Poor service.Little to no communication.

The flight was supposed to leave at 7:30pm, but departed 10:50pm. They kept moving departure time out every half hour. It was a 45 minute flight from n Sunday night with great weather.

Flight got delayed and it was very inconvenient . Had to come with another carrier. Had to spend one more night in San Francisco.

Logging into next flight was an issue as I never received a confirmation code

Alaska airlines is not what I expected Very disappointed Unfriendly Discouraging Very bad customer service, heartbroken trying to explain to them my situation.

I could not check in ahead of time. Kayak did not give me a proper confirmation number to check in.

I loved flying Hawaiian Air! We didn’t pay to sit together, but we were able to anyway. They had usb charging ports and even outlets in some seats. They served a hot sandwich that was not very good, but we were still pleasantly surprised. The staff was very nice. The seats really made my booty hurt but maybe I’m just not used to sitting so long. Also, the AC was really cold even though I was wearing pants, a hoodie, and a light blanket.

A second drink service on a 6 hour flight would have been helpful.

The steward staff was particularly friendly and helpful. They smiled a lot and seemed anxious to be sure we enjoyed the flight.

Everything was good for the price I paid. Crew was very nice.

The worst flight experience I've ever had. Our flight was delayed 14 whole hours because the flight crew never showed up. We had to wait in a two hour line to get our new boarding passes, we were told we had no other option but to fly at 10pm (we didn't depart until 11:45pm). Everyone had to contact their hotels and car rental places, workplaces, etc. since we lost an entire day's worth of travel. The crew showed up at 10:15, which was past the time we were supposed to board. They were laughing and being completely smug when they boarded, and they took another hour to board us onto our flight. The flight crew never came to check in on us, we were quickly given one drink and sandwich and they turned off the lights and were negligent the rest of the trip. My mom asked three attendants for a seat belt extender, they never brought one. I was dehydrated and never received another drink. They were very rude and unfriendly, we had been up since 4am the morning of our flight and didn't land in our destination until 2am the next day (5am local time). This was unacceptable service and treatment, these flights are not cheap and we were inconvenienced out of an entire day of travel. This was 100% avoidable and was the fault of Hawaiian Airlines, and their crews inability to show up to work on time.

It was delayed instead of departing at 9:20pm, we departed at 11pm… putting us in Columbus after 2am! It was awful. Had I known about the delay, I could have spent some time in the United Lounge… I was starving because I started my journey in Budapest… so I was exhausted and hungry. Plus I had to make new arrangements to be picked up at the airport in Columbus, instead of midnight it was 2:30 am after getting luggage and out of airport. Not feasible. I would have just stayed in Chicago for the night and gotten a morning flight.

It was great, I’m very grateful for the pilots and crew flight attendants for everything.

Evidently, my seat had the only broken TV. I couldn’t plug it in, get it to come on, or watch anything, and of course, no one could fix it while we were on the plane. The service was good and the boarding was quick

I was charged for my daughters bag when I am supposed to receive two free checked bags with my United Explorer card.

The schedule to Moline changed 5 times. The gate changed 6 times. That is a pathetic way to run an airline. No wonder that no one in our company flies on United Express to or from Moline. Changes happen most of the time. I learned my lesson on this trip…never again!

Flight was great. Efficient boarding. Short flight. Early arrival. Friendly flight crew. The entertainment system did not work well. Could not access it until the aircraft reached 10K feet or more. Lots of glitches.

A bit rush for transit. Food and entertainment are not available

Smooth boarding process. Early departure, smooth flight, early arrival. The entertainment package has very good recent movie options. The flight crew were friendly and professional.

My flight was scheduled for about 6:05 departure. There were 11 gate changes from 4-7pm and the flight was 3 hours delayed due to operational issues. The plane taxied around the airport for about half an hour before stopping to be de-iced. It would have been nice if we were alerted of the plan to de-ice prior to the 30 minute drive around the airport. The flight attendant was friendly, which was the only redeeming thing about this flight. As a former flight attendant for United, I was extremely disappointed.

Delays took 2hours and thirty minutes making me miss my connecting flight and make me sit in the Chicago airport for 9 hours

3 hour weather delay followed by 1 hour (and counting) maintenance delay. UGH!

After we'd boarded , they canceled the flight. The crew didn't even know , we just all received text messages. Then after they deplaned us , AA was just like "too bad, go F your self, we sure ain't gonna help you"

After a two hour delay, my flight was CANCELLED! No pilot available. Such BS.

Amazing food, great staff, with one noticable detail missing ...but no seat entertainment in any of aircraft ...I am not a fan

I wish American Airlines would change the airline industry by loading the plane back to front instead of front to back. Planes would board so much more smoothly and quickly.

I have long legs, my foot was out in the aisle and when a flight attendant came walking by and I didn't notice, instead of saying "excuse me" or anything like that, she kicked my foot. Extremely rude

Excellent! The gate agents were kind enough to rebook me on an earlier flight saving me from a 6 hour layover. Even my luggage made it despite the fact that the connection was technically too narrow. The flight itself was very comfortable, roomy, and clean. Plenty of space for my carryon items with plugs to charge my phone. After a long international flight of 14 hours, this was an excellent way to end my travels!

Great experience. Flight boarded easily. Departed early. Smooth flight. Great arrival in DC--almost no taxing! Almost direct to gate from runway. Crew was terrific. Same cookies and beverages in main cabin. I did not use the entertainment system on this flight.

Most of the delay was due to weather which is not what was at issue here. One delay was due to a missing flashlight and in the end the flashlight was actually found on the plane. The entertainment system is very limited. Live TV options offer only a few channels that are not very appealing. Boarding and deplaning are always difficult. It just takes too much time to get on and off the plane. On the plus side, I missed my connecting flight, but was easily able to book a later flight from the app while enroute.

You were more on time than United. I'm so over united delays.

First time on Spirit. Definitely a streamline flight but I would fly Spirit again.

The flight was 3.5 hrs delayed. I was not notified prior to arriving to the airport via spirit app. or via boarding pass that I already had loaded on my phone. The agent that i saw at the counter didn’t mention anything about the delay either. I only saw the update after logging in to my email account.

The flight and boarding process was smooth. Wifi was unavailable and I prepaid for it. Have requested a refund

Had a issue with catching flight due to airline, was unable to board flight

Spirit is a very uncomfortable travel experience. It’s cheap but you are squeezed into the seats like canned meat.

Not great. Seats uncomfortable. Crew a little rude. Amenities like wifi and drinks way too expensive.

Late departure by 1:45min. No explanation why. During boarding inconsistent policing of their baggage rules. Before takeoff and lamdimg strange obsession with window shade and armrest positions. Don't know why they care. 15 min tarmac delay on arrival, they blamed airport congestion but we were the o lh flight waiting, it was clear it was due to poor staff planning (only one ground crew to receive airplanes and multiple arrivals) Got there but was rrally lame the whole trip.

The seat belt was lengthy enough that I did not need an extender. Courteous and helpful flight attendants.

We sat on the tarmac for an hour waiting for a gate to deplane.

It was very bad it got delayed by 2 hours.Never going to travel with spirit airlines in future.

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