$59 Find Cheap Flights from Oakland to Oregon - Compare and Save

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Cheap Flights from Oakland to Oregon

Cheapest round-trip prices found by our users on KAYAK in the last 5 days
Portland
Portland1 stop$127
Eugene
Eugene1 stop$223
Redmond
Redmond1 stop$307
Medford
Medford1 stop$208
Boise
Boise1 stop$195
Portland
Portland1 stop$127
Eugene
Eugene1 stop$223
Redmond
Redmond1 stop$307
Medford
Medford1 stop$208
Boise
Boise1 stop$195
Booking Insights

KAYAK's insights & trends for Oakland to Oregon flights

Get data-powered insights and trends into flights from Oakland 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 Oakland, California to Oregon?

Flight prices are below average for this route right now.

Flights to Oregon from Oakland, California usually cost between $197 and $387 in October.
The lowest price found in the past 5 days was $127 on Southwest (Oct 12-Oct 19).

What is the cheapest Oakland to Oregon flight route?

The cheapest ticket to Oregon from Oakland found in the last 5 days was to Portland, at $117 round-trip. The most popular route is from Oakland (OAK) to Portland (PDX), and the cheapest round-trip airline ticket found on this route in the last 5 days was $117.

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 $285 on average. Morning departures are around 17% 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 $335.

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

No, with an average price for the route of $315, prices are generally cheapest when you fly direct.

What is the cheapest month to fly from Oakland to Oregon?

The cheapest month for flights from Oakland to Oregon is January, when tickets cost $237 (return) on average. On the other hand, the most expensive months are November and July, when the average cost of round-trip tickets is $367 and $358 respectively.

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

When flying from Oakland to Oregon, you should consider leaving on a Tuesday and avoid Sundays if you are looking for the best rates. For your return to Oakland, you’ll find the best rates on Thursdays and the most expensive ones on Sundays.

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

To get a below average price on the flight from Oakland to Oregon, you should book around 4 weeks before departure, which saves you about 56% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 24 weeks before departure.

Good to know

Low season

January

Cheapest flight

$59
Best time to beat the crowds but there is an average 2% increase in price.
Most popular time to fly with an average 13% increase in price.
Flight from Oakland to Portland

FAQs - booking Oregon flights

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

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from Oakland 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 Oakland 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 Oakland 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 Oakland 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 Oakland 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 Oakland to the following destinations at these prices or less: Portland $95 one-way - $201 round-trip

Reviews of the top 3 airlines serving from Oakland to Oregon

 
Need help choosing which airline to fly with from Oakland 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 4192 reviews
8.1Boarding
8.0Comfort
7.0Food
8.6Crew
7.5Entertainment
Airline reviews

Ever since Southwest starting charging for bags, passengers don't want to pay to check their bags, so the gate agents have to beg people to check their roller bags now because there's "not enough space". This was a terrible business move by Southwest.

8.0 ExcellentGreg, Oct 2025
Read more Southwest reviews

Ever since Southwest starting charging for bags, passengers don't want to pay to check their bags, so the gate agents have to beg people to check their roller bags now because there's "not enough space". This was a terrible business move by Southwest.

Delayed flight. Nicest crew member was a SW pilot flying seated next to me who kindly move to seat the final passenger. Flight extra delayed. My cup of refreshment of ginger ale was so packed with ice it was literally 2 sips.

We had a nice flight. Boarding was easy, our seats were comfortable and the on board service was pleasant.

Service was great, boarding and exiting went smoothly, and the flight was very pleasant.

Southwest Airlines is behind the times with a woefully inefficient service animal policy that leads to major inconsistency and stress for passengers and crew alike. Despite so many attempts to share feedback and request better support, they bungled it once again and provoked a panic attack in the process, with no apologies or acknowledgment that their crew was failing to adhere to their own inadequate policies. WiFi didn’t work, flight was delayed by an hour, it was about what I’ve come to expect from Southwest these days.

Flights were full but SWA still managed to get everyone loaded and depart on time. No snack or beverage service on the first leg due to turbulance. Seats were clean but very little cushioning. Reasonable amount of leg room.

Our flight to Oakland was great bc the plane was new but it was delayed by 15min not bad at all. Over all it was an 8/10

Our flight to Vegas was delayed by almost two hours - I appreciated the updates but it was a bummer of a start to a celebratory trip. The delays meant we missed our dinner reservations we made a month ago so that was disappointing. Once we got to the gate, though, the crew did all they could to make up for the lost time and to keep it efficient and enjoyable, so I appreciate their efforts!!

There was a problem that delayed boarding for more than 20 min. and once everyone was on board, the plane did not take off for another 30 min. which then made our arrival in Phoenix 1 hour late.

Our two flights from GRR to MDW and MDW to OAK were both delayed due to weather. Be sure to build in a sufficient buffer in the transfer time to account for this type of problem. SW recommends connections as short as 40 min. Don't do this. We had to change concourses in MDW, a pretty long walk, to make our connection. Rule of thumb I use when traveling on flights with multiple legs is for connections of 80 min or more, unless there is no plane change, in which case it doesn't matter.

I always have flown Alaska Airlines because I never had an issues. Their customers service is incredible and an amazing communication.

Flight was canceled in good weather due to mechanical issue. Rebooked to flight to different airport in area that landed 7 hours after initially planned arrival. We had to jump through hoops to get taxi reimbursement given flight landed in different airport at 12:45 am.

My travel mate needed wheel chair assistance getting on and off, and it was excellent. Thank you!

Affirmed my disability by allowing me to board when most accessible. Very parable, helpful and friendly staff. Smooth flight overall! I always fly Alaska when possible! Thank you!

In both halves of the trip (going and returning) there were problems. Not exactly Alaska's fault, but still really difficult. Outgoing flight was canceled and rebooked twice due to a total ground stop of all Alaska's flights. This required me to change airports with minimal notice and I almost missed my flight transferring to the other airport (which was roughly an hour and a half away). On the return, the first leg was delayed by an hour, and the second leg was delayed by nearly 3 hours. This was a rough set of flights and the communication about all of these changes was minimal. Crew did their best however, so no fault there. Other thing to remember is there is no food on Alaska flights unless you pre-order. Take that into account when you choose airlines.

The setting on the loudspeaker was painful and the crew member who did the talking spoke very quickly and repetitively, with extra little jokes that were distracting and mostly unfunny. I doubt that the main messages penetrated the noise.

The Alaska app and website were not fully operational. I had to spend about 15 minutes at the counter doing things that should have been completed online. The agent was very nice and helpful, however.

Good. They checked my bag FOR FREE so I didnt have to try to hoist it up into the overhead compartment. Also, they served free beverages, which I appreciated.

From my interactions with the Oakland airport staff through TSA through the gate agents to the flight crew on Hawaiian they were just so kind professional and helpful.. the only thing I would add would be the they need more help and TSA and on the Hawaiian airlines flight it would be so much nicer for them to play beautiful Hawaiian music on the way over there.. they didn't start playing it until right before we landed..

Staff was very friendly. Flight was on time and arrived early. Flight was comfortable.

Had a one hour delay due to mechanical issue. I didn’t think I’d be able to make my connecting flight, but they waited for me and greeted me when I arrived to help things run smooth.

Staff were good. My seat was in need of repair, but for a short flight was not problematic. Usual basic snack and drink setup that you'll find on any US carrier. Over, a decent, basic flight.

I will never book a flight through Cheap fare. They booked me from Portland Main . And would not give me a refund, so I bought 2 tickets one for 299. From Portland Main to ORD. Then I had to buy a ticket from Oregon PDX to ORD that was another 440. So Just so you know they even told me it was there fault but no refund. Bad bussniess. I did inform United but they said they couldn't help me due to the fact I booked through Cheap Tickets. Never again. And I'm spreding the word. I let everyone know at my 50th class reunion

Pilot Erika DeLong made us feel safe and at ease in a frankly scary time to be flying. Her warm smile and greeting and excellent command of the aircraft in foggy bumpy weather helped us all to calm our nerves and get us home safely.

Not enough room between rows and food was gross. $160 baggage charge?! Never again.

East Lounge in Denver was terrible. Turning away active military on orders? Really? Sad.

Clean and plenty of room for handbaggage. Leg room was cramped compared with the 777 from Frankfurt.

they made me check my carryon. There was space in the overhead bins.

Pretty turbulent, but not anyone’s fault. They got us there. Impressed that they carried on with a drink service.

Delays!!! Maintain your planes so your customers don’t have to sit on their assess for over an hour on the tarmac!! Also, United app is buggy. Videos did not load. Overall a miserable experience. Flight crew was awesome though.

More options for your flight from Oakland to Oregon

Complete your trip to Oregon with a hotel stay or car rental