$98 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 2/25. 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, 0 bags

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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.
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
Portlandnonstop$207
Eugene
Eugene1 stop$237
Redmond
Redmond1 stop$233
Medford
Medford1 stop$237
North Bend
North Bend1 stop$443
Boise
Boise1 stop$229
Portland
Portlandnonstop$207
Eugene
Eugene1 stop$237
Redmond
Redmond1 stop$233
Medford
Medford1 stop$237
North Bend
North Bend1 stop$443
Boise
Boise1 stop$229

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

Wed, Feb 18 - Sun, Feb 22
American Airlines Logo
8:25 am - 10:58 am
ORD
-
PDX
4h 33mnonstop
American Airlines Logo
11:35 pm - 5:32 am
PDX
-
ORD
3h 57mnonstop
$207American Airlines
Fri, Apr 17 - Sat, Apr 25
Frontier Logo
10:55 am - 11:42 am
ORD
-
PDX
26h 47m
1 stop
Frontier Logo
12:27 pm - 6:47 am
PDX
-
ORD
16h 20m
2 stops
$209Frontier
Fri, Mar 6 - Mon, Mar 9
Frontier Logo
7:39 pm - 10:56 am
ORD
-
PDX
17h 17m
1 stop
Frontier Logo
12:04 pm - 3:15 pm
PDX
-
ORD
25h 11m
2 stops
$210Frontier
Fri, Mar 6 - Mon, Mar 9
United Airlines Logo
8:04 pm - 10:45 pm
ORD
-
PDX
4h 41mnonstop
United Airlines Logo
11:59 pm - 5:53 am
PDX
-
ORD
3h 54mnonstop
$217United Airlines
Tue, Feb 17 - Thu, Feb 26
United Airlines Logo
4:15 pm - 6:49 pm
ORD
-
PDX
4h 34mnonstop
United Airlines Logo
11:59 pm - 5:53 am
PDX
-
ORD
3h 54mnonstop
$224United Airlines
Fri, Mar 6 - Tue, Mar 24
Delta Logo
3:59 pm - 8:30 pm
ORD
-
PDX
6h 31m
1 stop
Delta Logo
11:15 pm - 9:10 am
PDX
-
ORD
7h 55m
1 stop
$227Delta
Fri, Mar 6 - Mon, Mar 9
Alaska Airlines Logo
3:54 pm - 10:40 pm
ORD
-
BOI
7h 46m
1 stop
Alaska Airlines Logo
3:47 pm - 11:56 pm
BOI
-
ORD
7h 09m
1 stop
$229Alaska Airlines
Tue, Feb 17 - Thu, Feb 19
Multiple Airlines Logo
8:20 am - 11:30 pm
ORD
-
BOI
16h 10m
1 stop
Multiple Airlines Logo
12:36 pm - 11:14 pm
BOI
-
ORD
9h 38m
1 stop
$230Multiple Airlines
Wed, Feb 25 - Wed, Mar 4
Alaska Airlines Logo
5:29 pm - 11:58 pm
ORD
-
EUG
8h 29m
1 stop
Alaska Airlines Logo
9:01 am - 11:56 pm
EUG
-
ORD
12h 55m
1 stop
$237Alaska Airlines
Sat, Apr 11 - Wed, Apr 15
Delta Logo
7:20 am - 11:52 am
ORD
-
RDM
6h 32m
1 stop
Delta Logo
12:33 pm - 9:18 pm
RDM
-
ORD
6h 45m
1 stop
$237Delta
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?

Data is based on round-trip flight searches on KAYAK over the past month.

The cheapest ticket to Oregon from Chicago O'Hare Intl Airport found in the last 72 hours was to Portland, at $217 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 $217.

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 $308, 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 $293 (return) on average. On the other hand, the most expensive months are March and January, when the average cost of round-trip tickets is $437 and $370 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 Monday. On your return trip to Chicago O'Hare Airport, you should consider flying back on a Friday, and avoid Mondays 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 55% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 9 weeks before departure.

Good to know

Low seasonJanuary
Cheapest flight$98
Best time to beat the crowds with an average 12% drop in price.
Most popular time to fly with an average 5% increase in price.
Flight from Chicago O'Hare Airport to Boise

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 $311 on average. Morning departures are around 17% 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 $459.

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 11808 reviews
7.1Food
7.0Entertainment
7.8Comfort
8.5Crew
8.1Boarding
Airline reviews

Flight attendants made this flight wonderful. They made sure everyone had what they needed and anticipated future needs. They made adjustments as needed. It was clear this was an experienced crew.

10.0 ExcellentJoseph, Jan 2026
DFW - PDX
Read more Alaska Airlines reviews

Flight attendants made this flight wonderful. They made sure everyone had what they needed and anticipated future needs. They made adjustments as needed. It was clear this was an experienced crew.

Very delayed for seemingly no reason. Made me miss an event

we bought Mediterranean boxes for lunch. The salami in mine had gone bad long ago, but my partner had good salami and could eat it. Could I buy assigned seats? I guess that I didn't spend enough, so sat at the back of the plane

the flight attendant was so great and the upgrade to first class was top notch

No WiFi. Terrible food. Very long walk to the gate and from the gate after landing. Gate changed without notice.

There was no food or entertainment, thus thus the neutral rating.

The Alaska Airlines app made it very difficult to find my boarding pass. It was very frustrating to use! The flight itself was flawless.

No communication with delayed and canceled flights. Completely in the dark for the whole experience.

You need categories to note when food and entertainment are not available. Alaska's system would not update flight info on the board for this flight, so there was some confusion after deplaning from the previous flight as to which gate and depart time were accurate for this flight.

You need categories to denote when food and entertainment are not available.

Delta One is extraordinary. I fly business when somebody hires me. I just wonder why there is such a chasm between business class and the insanely inhumane and nonsensical coach. The seats are not large enough to fit even my tiny wife. We fly 10% of what we did because we don’t want to pay 5-10 k but for $400 it’s unbearable. It seems like the accountants took over and made stupid decisions. Screw in 20 extra seats and make it so unbearable that people fly 90% less. Just put the damn price up and put some proper chairs in. But business, yay.

Timing, quality of service, promptness and courtesy of the staff

It was last minute due to weather - considering - it was amazing! Good smiles, friendly staff and they were making sure we knew what was going on when and where.

delta last minute gave me a boarding pass for a different flight with no confirmation that they were changing it

The service from the flight attendants were of supreme quality. They greeted and treated everyone with a wide smile. This is totally absent nowadays. Kudos to them!!!!

Excellent flight and got us around tough weather. Only issue was seat TV did not work and crew tried to reboot.

Very large passenger too space from my own seat. Arm board couldn’t be lowered because of his size. It wads very uncomfortable trip, as the flight was full couldn’t move anywhere having back pain because of the position in which I was the entire flight.

was sitting in the jet bridge for 10 minutes in -20 degree weather waiting for my bag

Outdated equipment in disrepair, wifi inoperable. Broken seats, taped air vents, generally poor condition, the 717 showed its age and lack of upkeep.

My flight out of Baton Rouge to Atlanta was delayed by a half hour. This got us into Atlanta airport 30 minutes late. I ran through the airport to get to my connecting flight. As I approached the boarding gate, I saw the boarding door was still open and a passenger was being checked in. But when I got to the gate, the boarding agent told me they had already given away my seat and there were no empty seats on that flight. So I had to take a later flight. That has never happened to me before. Very frustrating.

Yall need to integrate your system with Alaska more efficiently. They booted me off the first flight because of a discrepancy on your end.

The crew at Hawaiian Airlines was fantastic. Kind and hard working. The pilots were great with giving us all the updates to make sure we were informed.

Very good. Nice plane and we sat in economy plus - bigger seats, more room. They served a meal and snacks, and the meal was an apple stuffed pancake that was very good! The snack for us was a hummus sandwich - also very good. The flight attendants were helpful and nice. They have plenty of movies and shows to watch. My only negative -- they changed our flights around and did not adjust the layovers, so we ended up with a very long and unnecessary layover in Honolulu.

I liked the Starlink WiFi but didn't like how they said they were the only airline to offer a free meal and it turns out to be just a standalone sandwich and then charge for snacks to go with it. Rather have the free snacks like Southwest, but have the option to purchase a decent meal for a 5+ hour flight.

Flight scheduled to take off at 5.55pm but it did not take off until 7pm due to some food delivery delay.

Unfortunately, I was put into the middle seat in the first row of premium seating. Sounds nice right? No! that is the worst seat in the plane. I wish I was in economy rather than be in that seat! There is no seat back pocket, no tray table, no charger. Nothing! so unless you're row mates are willing to let you share their basic amenities any flyer should have, you are stuck. It was the worst experience ever! And the flight attendant forgot to take my drink order. I felt like the forgotten flyer.

Alaska was fine as usual. My frustration came with accessing boarding passes. On the first trip, I could only get one to print ans took a picture of the second one. On our return trip, the system was down? Friends who booked directly with Alaska had theirs process. I even tried the 800 number and had others try it too. It said something in Spanish and hung up. The agent at the airport succeeded.

Delayed and cancelled flights were hard and very stressful, both ways!

The crew was quite good, they came by often with drinks or to collect trash. But what wasn't nice was the flight was over weigh and several people had to be rebooked. I was questioned whether I should have a seat when I was getting to it. The in-flight entertainment kept buffering and interrupting. And the route took the airplane through high winds which caused us a longer flight

Wasn’t on the flight due to Alaska cancellation…also after all the rerouting, I was going to be on a later flight that left SFO at 7:47pm, which meant an almost 6 hour layover. That same Hawaiian flight was delayed for another 2hours.

I was fully checked in the prior night and i was unchecked and then didn’t have a seat when I boarded. Instead of an aisle seat, I was out in the middle seat of the very last row of the plane.

In overall it was a good experience, the only down point was that the entertainment screen was working properly.

They lost my luggage, so, not happy. The crew was nice but my suitcases never made it, still trying to find out what happened!

I understand weather is an issue, but making us chase our plane down at five scheduled gates across three terminals in an airport the size of O'Hare was unfair. They'd have probably been better off to leave gates as TBD until the inbound plane is in final approach instead of running us all over the place. Also, props to the consistently-unprepared ground crew in Richmond for once again leaving my lane parked short of the gate because they couldn't have a crew in place on time with 2 hours notice...

cabin crew was OK, food was OK, the trip from the US to Munich was actually pretty bad comfort wise. Noisy aircraft, lights never dimmed even in Business class (night flight) barely sufficient amenities for the price. I have millions of miles with United but TBH American is gaining ground and Delta has always been marginally better then United although on paper United has more longes and cheaper upgrades.

Essy to get on. The hostess gave very little pop, the plane was late getting in, and we are still waiting for our bags. This sucks. :/

Great flight. On time boarding. Smooth flight and on time arrival at EWR. The flight crew was marvelous and there was a great selection of movies on the entertainment system. Our bags were at the carousel before we got there. Another excellent flight from United.

I liked the snacks and the flight attendants were friendly.

After a delay at the gate, C3, at Ohare on Sunday, I left my Blk ski coat on the bench at the gate, lost! Please review my lob claim, thx.

Very thoughtful flight attendant offered me water immediately since I had run to make my connection.

The aircraft had several problems - from excess fuel to non operational ac. Two hours of delay in Chicago could have been avoided with proper planning and aircraft maintenance.

Crew in Columbia was not prepared for landing. It was a bit of a disaster and getting bags took forever.

We were upgraded to First Class and it was a great flight

We experienced gate changes and a long delay. My seat was dirty when I boarded and I had to use wipes to clean it myself. There was an unpleasant and overpowering cleaning product scent on the plane as well that lingered through the flight.

My carry on baggage was damaged. Entire trip, I had to carry the baggage. When complained to the boarding crew, they got mad at me and still asked me to valet check in the cabin baggage. Rude boarding crew!!!

Crew were all friendly and helpful. It was a short flight so just a beverage service with a cookie. After we were boarded the plane took about 45 minutes to leave the gate but it was New Year’s Eve so not shocking there was some delay. Overall good experience and very grateful.

The boarding process needs to be fixed. The zone don't work, especially when there is hardly anyone in zones 3, 4,and 5, leaving the majority of the passengers backed up in the aisle, especially because passengers seated near the front are blocking passengers who are seated in the rear of the plane. It would also help if the size of carry on bags was more strictly enforced.

The boarding by groups is pointless. The first two groups worked fine, but almost Noone boarded in goups three thru five leaving the vast majority boarding when group six was called. It defeated the purpose of spreading out the crowd.

We loved the steward on the plane. He made the night enjoyable

The plane was late, when we did board the plane was as cold as a freezer. I was freezing the entire flight, no blankets. Lost miserable flight I’ve ever had.

Everything you need to know for your flight from O'Hare Intl to Oregon

Information on your arrival and departure airports