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Cheap Flights from San Diego to Oregon

Cheapest round-trip prices found by our users on KAYAK in the last 5 days
Portland
Portland2 stops$142
Eugene
Eugenenonstop$117
Redmond
Redmondnonstop$177
Medford
Medford1 stop$167
North Bend
North Bend1 stop$319
Boise
Boisenonstop$110
Portland
Portland2 stops$142
Eugene
Eugenenonstop$117
Redmond
Redmondnonstop$177
Medford
Medford1 stop$167
North Bend
North Bend1 stop$319
Boise
Boisenonstop$110
Booking Insights

KAYAK's insights & trends for San Diego to Oregon flights

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

How much is a round-trip flight from San Diego to Oregon?

Flight prices are below average for this route right now.

Flights to Oregon from San Diego usually cost between $180 and $328 in September.
The lowest price found in the past 5 days was $142 on Southwest (Sep 26-Sep 28).

What is the cheapest San Diego to Oregon flight route?

The cheapest ticket to Oregon from San Diego found in the last 5 days was to Portland, at $137 round-trip. The most popular route is from San Diego (SAN) to Portland (PDX), and the cheapest round-trip airline ticket found on this route in the last 5 days was $137.

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

The cheapest time of day to fly to Oregon is generally in the evening, when round-trip flights cost $280 on average. Morning departures are around 12% more expensive than evening flights, on average. The most expensive time of day to fly to Oregon is generally in the morning, which is peak travel time and where the average cost of a ticket is $315.

Can I save money by flying with a layover from San Diego to Oregon?

No, with an average price for the route of $297, prices are generally cheapest when you fly direct.

What is the cheapest month to fly from San Diego to Oregon?

The cheapest month for flights from San Diego to Oregon is January, when tickets cost $247 (return) on average. On the other hand, the most expensive months are June and July, when the average cost of round-trip tickets is $354 and $351 respectively.

What’s the cheapest day of the week to fly from San Diego to Oregon?

For San Diego to Oregon, Friday is the cheapest day to fly on average and Monday is the most expensive. Flying from Oregon back to San Diego, the best deals are generally found on Tuesday, with Sunday being the most expensive.

How far in advance should I book a flight from San Diego to Oregon?

To get a below average price on the flight from San Diego 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 23 weeks before departure.

Good to know

Low season

January

Cheapest flight

$55
Best time to beat the crowds with an average 10% drop in price.
Most popular time to fly with an average 10% increase in price.
Flight from San Diego to Boise

FAQs - booking Oregon flights

  • How does KAYAK find such low prices on flights from San Diego 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 San Diego to Oregon.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from San Diego to Oregon?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from San Diego 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 San Diego 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 San Diego 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 San Diego 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 San Diego to Oregon up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Top tips for finding cheap flights to Oregon

  • Looking for a cheap flight? 25% of our users found tickets from San Diego to the following destinations at these prices or less: Portland $125 one-way - $187 round-trip

Reviews of the top 5 airlines serving from San Diego to Oregon

 
Need help choosing which airline to fly with from San Diego 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
SouthwestOverall score based on 4199 reviews
7.0Food
7.5Entertainment
8.1Boarding
8.6Crew
8.0Comfort
Airline reviews

Red eye from San Diego. Temperature of the cabin was way too warm and the air duct flowed very little air.

6.0 GoodGordon, Jul 2026
Read more Southwest reviews

Red eye from San Diego. Temperature of the cabin was way too warm and the air duct flowed very little air.

Great job Southwest! My family doesn't fly often but we felt safe the whole time.

Comfortable. Easy. No problems. Just wish they had gf options for snacks.

The charges were ridiculous for an hour flight and the turbulence was very scary.

The seats are now more narrow. I paid for front row the seats in the front are even more narrow than before.

The boarding and seat assignment system no longer works for me, but I know it is being replaced. Otherwise, I am good with the overall experience.

San Diego airport is brand new, spacious, airy and very smooth checkin at SW baggage drop.

No trays in our seats, we sat in first row, purchased a business class fare. Had to hold our drinks and snack in our hands. No plugs for our cell phones. Had to pay for it a drink cocktail each. Seats so uncomfortable.

There was over a 9 hour delay for one thing after another. A toilet problem, they had to change the brakes, they had to refuel, three pilots times out, etc. We had to sit on the plane at the gate for over 5 hours with no air.

Unfortunately it was not a good experience. There was a rude stewardess.

Several gate changes and then the plane kept getting delayed. The delay is understandable but this constant gate change I think twice or three times is just ridiculous.

Short trip, was nice to have a drink on the short flight still.

Alaska is by far the best airline to fly with 😍

I was on flight #3022 departed from San Diego, California to Medford, Oregon. I had Denise & Damaris as my flight attendants. I didn’t have much interaction with Damaris, but I did with Denise who had, this calm, cool collective voice when she spoke about the emergency exit plans before takeoff. I travel often and I’ve never met a flight attendant that can put you at ease. I felt she respects and takes pride in her position and more airlines need to adopt the integrity and respect that she has for Alaska Airlines. Debbie

I had a problem with my reservation and no one could help me understand what happened. I booked my flight months ago and received a confirmation email. In the confirmation email, it said that the flight would depart at 3:15 p.m. A few hours before the flight, I tried to go online and check in, and suddenly it said that the flight was leaving an hour earlier. I had to rush to get to the airport and almost didn't make it. No one could help me understand why this happened, and I'm really concerned that it might happen in the future. I would appreciate some support in this matter.

I've never flied them before but liked them. Weather was bad so a little scarey but they did a great job landing.

I like the new adjustable headrest. Unfortunately 2 crying children were in front of us. But it was the first time and not holding Alaska accountable for that. Alaska always seems to have everything in order professional but comfortable.

Flight was great. Boarding was crazy because another flight was boarding late next to ours so everyone was standing and in the way.

Flight was cancelled while everyond was on the plane, ready for take off

Flight attendant in front portion of flight was surly. Aisle way too narrow, seats a bit narrow as well. If a large person had been seated next to me they would have been touching me and that’s not acceptable.

The internet on these planes stinks. Need to get starlink

Very good flight. Crew was great. No issues and we even arrived early.

Loved the crew! Sucks that we went from 1 hour and 8 minute layover to a 3 hour layover. But weather sucks like that.

Delayed flight (1hour) plus a long layover after an overnight flight with no backup plane available.

Crew was excellent. Comfort seats not as nice as other kinds of planes.

Most aspects were good however if they assign boarding zones they ought to enforce them or why bother? My luggage from SAN-JFK-MAD was lost in NY so I without my main bag for two days upon arrival in Spain. They were helpful in tracking it and eventually delivered it to my hotel. The flub was because of a delay upon arrival in NYC. I had booked 2 1/2 hours between flights but we had to hold on the taxiway for an hour after landing while waiting for a clear gate which likely caused the baggage error.

Delta flight was great from the check in all the way to arrival. However, I had a very bad experience. I requested a wheelchair and the wheelchair employee that went to pick me up from the plane in Boston to bring me to the baggage claims told me I have to pay him. I was under the impression that it was a free service and I usually give tips but the person forced me to pay and since I said no because I was upset with his demand when my daughter walked in to pick me up he demanded payment from my daughter who paid him thinking maybe now it is a charged service.

There was a loud squeaky sound the whole time we were flying.

The landing was bad and the hostess came two times and i was sleeping but when she served the person that nexts to me I woke up and she didn’t even asked me if I need any drink or snacks two times!!!!

Waited 3 hours on a plane to de-ice due to manpower issues. Waited another hour and a half once we landed because of a gate issue. Missed my connections. Created. A total of 13 hours of delay.

The Kayak confirmation number did not work for checking in the day before. I checked in at 8.30 using my ticket number. When I arrived at the airport, I was informed that the flight was overbooked, and since I had checked in late, I did not have a seat. The Next flight was not until ten PM. I called my wife, who had been taking care of our kids all weekend, and she was upset, calling me a liar and telling me to stay in SD. It turned my weekend getaway into a nightmare! I blame the Kayak website and will not book flights using your app in the future.

comfortable but the food is horrible. I have flown Hawaiian several times now and no matter what they say the food is its the same squashed bread with melted goop inside. Tastes fake and isnt what they represent, its quite nasty. What happend to real food? And there is NO entertainment!! so not sure why they are asking for a review on that.

3 hour wait on customer service after flight was cancelled. Was bumped to a flight where I wouldnt have gotten to my destination for another 2 days. Had to fully refund flight and book a new one the following morning. Paid twice the amount for the flight than I had originally booked. Very disappointed I was not offered any sort of discount or points for all of the frustration, in fact the airline profited twice as much off of me by cancelling my flight and and changing my entire trip.

I accidentally made this purchase and they wouldn’t refund me even though I called immediately to cancel it.

The flight was delayed and they didn’t have a pilot for the flight. Seemed very unorganized and took way longer than expected.

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.

I was unable to get a check im and get a boarding pass. I tried at the desk of the flight operator Alaska, was told to go to Hawaiian and almost had to go back to Alaskan. In the end inwas told to go thru security and directly to the gate without checking in. It would have been more helpful to have the details rather than walking all over the terminals trying to check in.

We were delayed at the SD gate for close to an hour before we were allowed to depart for SJ. Reason given was inadequate ground crew to move the plane from the gate.

Your crew shortage delayed departure by an hour resulting in us missing an event we had scheduled for that afternoon outside of Fresno.

Despite two calls as well as a chat on the website, Alaska would not add my TSA number to my reservation. The flight was switched from Hawaiian to Alaska which caused them to mess this up in the first place

The back to back mechanical delays from Denver to San Diego and then on my return flight from Denver to Great Falls it added extra time both ways

Service was professional and quick. Premium economy seat was comfortable given the class

The staff was extremely helpful and friendly at all times! They went above and beyond to get us into an earlier flight in San Diego to make our connection in SFO possible, because our original flight did actually not make it! I did so much appreciate the UA team and how they made this possible. We also didn’t have seats together on the long flight to Singapore, but they found us seats together last moment with no additional cost! Nobody sat next to us, so that we were able to sleep! Thanks to UA for improving their service and Underpricer for booking this trip! Please be careful: 1,5 hrs for transfer in San Francisco might not be enough time in the future

Over 2.5 hour maintenance delay on first morning flight with no acknowledgement, compensation or even gesture of good will. Aircraft had overnighted at airport so issue should have been addressed prior to boarding. Over 3.5 hours before first slow and deliberate beverage service.

Complimentary light meal would be appreciated. But great flight crew service on all legs

I was in first class. The outlets at my seat did not work. The plane was shabby and run down. I had prepurchsed a day subscription for internet that was not redeemable. I had to repurchase the internet for my flight and then it didn’t work anyway. Quite disappointed in what was supposed to be the launch of a great vacation.

As usual, United scheduling is completely misleading. A 54-minute layover at O’Hare is too short to make a lot of connections, especially since the flight landed “on time” but had to wait on the taxiway 15 minutes for a gate to open up. Then it takes another 10 minutes to exit the plane before one can run to another concourse to catch a connecting flight.

Flight was ok. Unfortunately it was a Boeing 737, which is a cramped / tight airplane. I prefer the Airbus as they are a more comfortable flight experience.

We were traveling as a family of 5 and they refused to seat us together. There were entire rows open, and my 13 year old daughter had to sit alone. Ridiculous!

Do not like the feeling of being in the basic economy. Everyone should feel good no matter what.

Everything you need to know for your flight from San Diego to Oregon

Information on your arrival and departure airports