$41 Find Cheap Flights from Oakland 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 Oakland to Oregon departing on 5/12. 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

KAYAK searches hundreds of travel sites at once for deals on flights to Oregon

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Oakland to Oregon, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Oakland to Oregon, as well as popular online travel agencies
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Flight Deals

Cheap Flights from Oakland to Oregon

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
Portland
Portlandnonstop$177
Eugene
Eugene1 stop$192
Redmond
Redmond1 stop$243
Medford
Medford1 stop$219
Boise
Boisenonstop$157
Portland
Portlandnonstop$177
Eugene
Eugene1 stop$192
Redmond
Redmond1 stop$243
Medford
Medford1 stop$219
Boise
Boisenonstop$157

Book Cheap Oakland 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 Oakland 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 Oakland to Oregon

Sun, Apr 12 - Sun, Apr 19
Southwest Logo
8:05 pm - 10:40 pm
OAK
-
BOI
1h 35mnonstop
Southwest Logo
7:15 am - 8:00 am
BOI
-
OAK
1h 45mnonstop
$157Southwest
Tue, Apr 7 - Sun, Apr 12
Southwest Logo
8:20 am - 4:40 pm
OAK
-
BOI
7h 20m
1 stop
Southwest Logo
7:15 am - 8:00 am
BOI
-
OAK
1h 45mnonstop
$162Southwest
Tue, Apr 7 - Wed, Apr 8
Southwest Logo
8:20 am - 4:40 pm
OAK
-
BOI
7h 20m
1 stop
Southwest Logo
1:05 pm - 5:15 pm
BOI
-
OAK
5h 10m
1 stop
$167Southwest
Tue, Apr 7 - Wed, Apr 8
Southwest Logo
5:45 pm - 11:30 pm
OAK
-
BOI
4h 45m
1 stop
Southwest Logo
11:35 am - 12:20 pm
BOI
-
OAK
1h 45mnonstop
$172Southwest
Tue, Apr 28 - Sat, May 2
Alaska Airlines Logo
6:20 am - 1:52 pm
OAK
-
BOI
6h 32m
1 stop
Alaska Airlines Logo
4:38 pm - 10:32 pm
BOI
-
OAK
6h 54m
1 stop
$177Alaska Airlines
Fri, Apr 3 - Fri, Apr 10
Southwest Logo
5:35 am - 7:20 am
OAK
-
PDX
1h 45mnonstop
Southwest Logo
6:00 am - 7:45 am
PDX
-
OAK
1h 45mnonstop
$177Southwest
Sat, May 16 - Wed, May 20
Southwest Logo
5:10 pm - 6:50 pm
OAK
-
PDX
1h 40mnonstop
Southwest Logo
7:40 am - 5:00 pm
PDX
-
OAK
9h 20m
2 stops
$178Southwest
Tue, Apr 14 - Tue, Apr 21
Alaska Airlines Logo
8:10 pm - 9:53 pm
OAK
-
PDX
1h 43mnonstop
Alaska Airlines Logo
9:30 pm - 6:39 pm
PDX
-
OAK
21h 09m
1 stop
$180Alaska Airlines
Wed, Apr 15 - Wed, Apr 22
Alaska Airlines Logo
7:00 am - 9:38 pm
OAK
-
PDX
14h 38m
1 stop
Alaska Airlines Logo
5:35 pm - 7:24 pm
PDX
-
OAK
1h 49mnonstop
$181Alaska Airlines
Tue, Apr 7 - Thu, Apr 9
Delta Logo
12:35 pm - 10:50 pm
OAK
-
MFR
10h 15m
2 stops
Delta Logo
6:00 am - 4:00 pm
MFR
-
OAK
10h 00m
2 stops
$304Delta
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.

What is the cheapest Oakland to Oregon flight route?

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

The cheapest ticket to Oregon from Oakland found in the last 72 hours was to Portland, at $157 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 72 hours was $157.

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

The average price for all round-trip flights from Oakland to Oregon depending on the time of departure, clicked by users on KAYAK in the last 2 weeks.

The cheapest time of day to fly to Oregon is generally at night, when round-trip flights cost $282 on average. Morning departures are around 7% more expensive 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 $324.

Can I save money by flying with a layover from Oakland 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 $309, prices are generally cheapest when you fly direct.

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

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Oakland 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 Oakland to Oregon is February, when tickets cost $223 (return) on average. On the other hand, the most expensive months are November and March, when the average cost of round-trip tickets is $373 and $348 respectively.

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

The average price of all round-trip flights from Oakland to Oregon clicked on KAYAK for each day over the last 12 months.

When flying from Oakland to Oregon, you should consider leaving on a Wednesday 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 calculate weekly average prices, KAYAK takes all prices for each week before departure over the last year for round-trip flights from Oakland 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 Oakland to Oregon, you should book around 4 weeks before departure, which saves you about 58% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 25 weeks before departure.

Good to know

Low seasonJanuary
Cheapest flight$41
Best time to beat the crowds but there is an average 17% 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 $158 one-way - $253 round-trip

Reviews of the top 4 airlines serving from Oakland to Oregon

 
See real verified KAYAK customer reviews for airlines flying from Oakland 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 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 4318 reviews
7.0Food
8.6Crew
7.5Entertainment
8.0Comfort
8.1Boarding
Airline reviews

The problem with the seat assignments is that there were a lot of rows in the front that were empty but my row at the back was full. Just not so pleasant.

8.0 ExcellentTobin, Mar 2026
SJC - BUR
Read more Southwest reviews

The problem with the seat assignments is that there were a lot of rows in the front that were empty but my row at the back was full. Just not so pleasant.

Good but I prefer choose your own seat. With the new assigned seats they should board from the back I see no advantage to this new boarding. Just like every other airline

Flight boarded late after announcing on time boarding. Flight arrived only a little late despite late departure. Had trouble connecting to WiFi

The Southwest experience has definitely taken a dive from its early days. You can no longer deferentiate from other airlines. Air travel is too expensive. Southwest is no longer budget friendly. They have lost me as a loyal customer.

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 wifi on the plane is great. The only issue that I have is that I prefer an aisle seat and on my trips this week, I was either in the middle or window. If we can work to secure aisle seating, I will be thrilled. Nice trip.

Great flight but super high price. Glad it was a business trip and not personal

3 hour delay. Had to change plans and was still delayed.

We got exit row seats both flights. Everything was running on time

My only complaint was how far it was from plane to baggage claim

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.

Not bad. Due to not buying a seat, on the way back, my seat was not assigned till 2 hrs before the flight left. Got me worried I wouldn’t have a seat.

had to be rerouted due to a medical emergency onboard. Alaska crew treated the patient with utmost respect and continued to keep the passengers updated the entire way through, which I appreciate. But it took 4 hours from landing until we were able to be airborne again, causing us to not get into SFO until ~2 am. I understand it was a tough situation for everyone, but that was an indecent wait.

SBP to PDX 2/17/2026. One person ahead of us at the counter. One ahead of is at TSA. First to board. First row, first class. First to be served. Food and service very good. First off the aircraft. Flight was nice other than some moderately hard bumps on climb out (please find a way to control that!). Air Force landing (none of that Navy slam you to the deck stuff). Wheel chair at the bottom of the ramp waiting for my wife. Luggage out quickly, walked right up to the parking shuttle bus. First stop on the bus. I like the EMB 175 aircraft. This was as close to a perfect flight as I will ever see. Bravo!

Santa Rosa Airport is the best! Glad to have experienced it.

Delay for switching planes. Then delay after delay (mechanical) after boarding so that we were almost 3 hrs late, getting in at 230am. Crew was good.

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

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

Alaska is a great airline. Unfortunately, our flight was canceled in a really late hour and it caused a lot of hardship in my travel process.

The crew were exceptionally nice and accommodating. My wife was tired after the flight from Haneda, Tokyo. They let her sleep and served her dinner later after she woke up, before we landed in PDX.

No charging outlets worked. Other than collecting trash attendants didn’t come around. No one could hear flight attendants announcements during the flight. Seat pads were horrible. Sitting on a board for 5 hours. What happened to Hawaiian airlines comfort, hospitality, and extras? Our pilots did an excellent job trying to minimize turbulence and incredible job in landing in windy conditions.

I like that if they asked you to checked in a bag at the gate they give you priority to board

I had to cancel the flight because with a 3 hour delay for 'unexpected maintenance' in getting to LAX, I couldn't connect to an overseas flight that I had booked on Scandinavian Air.

I received several emails about my 3:10 flight. When I showed up to the airport at 12:30 to check my bags I was told the flight was actually at 1 pm. They grudgingly rebooked me for a flight at 5:22 to Vegas to get a connecting to LAX. I did find the gate for my original 3:10 flight but they were booked. I proceeded to receive status updates and gate change information for the 3:10 flight, even though I was apparently never supposed to be on that flight

My flight was delayed three hours and then cancelled. The gate agent proceeded to rebook me in a middle seat without telling me and I was placed between two large individuals who did not fit in their own seats and instead took up most of mine. It was an awful experience.

The food options were limited and very specific. Some type of entertainment option for a 4.5 hour flight would have been nice.

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.

Good and friendly staff. Nicely enjoyed the complimentary drink and snack.

Seats are uncomfortable. This has been a trend in the industry for decades. Trying to fit more seats on each plane to increase profits at the expense of the passenger.

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.

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

Flight delayed for more than 16 hrs and no effort was spent to provide an alternate

Women boarding passengers at the gate was absolutely rude and disrespectful of passengers. The flight attendant was absolutely delightful! Smiling and connected with the passengers. So happy. The seats are cramped and uncomfortable but I guess that’s just the way it is Communication regarding flight was excellent

it was a very short flight so my expectations were low.

Very disappointing given gate agent behavior. Filed a formal complaint with United.

Crew was great (professional, attentive, prompt). Snacks for 4 hrs flight is deplorable.

Flight delayed. WiFi connectivity very poor if not existant. Last minute arrival forced me to run to catch my connection.

Terrible. No customer service, no food, no drinks on a 6 hour premier economy booking.

Everything you need to know for your flight from Oakland to Oregon

Information on your arrival and departure airports