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$392+ Cheap flights from Pensacola to Oakland, CA (PNS - OAK)

This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 4/8. Fares are subject to change and may not be available on all flights or dates of travel.
PNS — OAK
Dec 17 — Dec 241
Wed 12/17
Wed 12/24
1 adult, Economy
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Find flight deals from Pensacola to Oakland

Cheapest flights from Pensacola to Oakland
Explore the most affordable flight options available from Pensacola to Oakland. Find the lowest fares from popular airlines and budget airlines, with prices last updated on November 17, 2025.

This Southwest deal was found by Cheapflights users on 11/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/236:10 pmPNS - OAK
1 stop7h 25mSouthwest
Fri 12/265:00 amOAK - PNS
1 stop6h 20mSouthwest
Deal found 11/15$638
This Delta deal was found by Cheapflights users on 11/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/277:25 amPNS - OAK
2 stops12h 48mDelta
Sat 11/295:55 amOAK - PNS
2 stops14h 05mDelta
Deal found 11/15$792
This Southwest deal was found by Cheapflights users on 11/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/266:10 pmPNS - OAK
1 stop7h 25mSouthwest
Sat 11/295:00 amOAK - PNS
2 stops9h 35mSouthwest
Deal found 11/15$797
This Delta deal was found by Cheapflights users on 11/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/276:00 amPNS - OAK
2 stops14h 13mDelta
Sun 11/305:55 amOAK - PNS
2 stops24h 47mDelta
Deal found 11/15$1,077
This Delta deal was found by Cheapflights users on 11/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/266:00 amPNS - OAK
2 stops12h 11mDelta
Sun 11/305:55 amOAK - PNS
2 stops10h 09mDelta
Deal found 11/15$1,418
This Delta deal was found by Cheapflights users on 11/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/237:15 amPNS - OAK
2 stops10h 49mDelta
Sat 12/275:53 amOAK - PNS
2 stops11h 42mDelta
Deal found 11/15$1,979

Cheap flight deals from Pensacola to Oakland

Discover tips and strategies to find the most affordable flight options for your journey from Pensacola (PNS) to Oakland (OAK). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated November 17, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$392
(Southwest)

Popular in

February

Cheapest in

March

Average price

$381
Provider with most accurate pricing for Pensacola-Oakland flight deals.
Search Deals
Provider most trusted by Cheapflights users for Pensacola-Oakland flights.
Search Deals
From Pensacola to Oakland
Search Deals
Highest demand for flights based on searches. 2% potential increase in price ($11 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 5% potential price decrease ($23 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in November 2025
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Pensacola to Oakland that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated November 17, 2025.
Use the filters below to find and compare flights from Pensacola to Oakland that are best for you.

Fly from

Pensacola

Fly to

Oakland

Route

Depart

Return

Price

PensacolaOakland

PNS - OAK

PNSOAK

Pensacola

Wed 4/8

6:15 am-11:10 am

1 stop6h 55m

Oakland

Wed 4/22

9:20 pm-9:15 am

2 stops9h 55m

$392

PensacolaOakland

PNS - OAK

PNSOAK

Pensacola

Wed 2/18

10:25 am-6:45 pm

2 stops10h 20m

Oakland

Sun 2/22

5:25 am-4:00 pm

1 stop8h 35m

$488

PensacolaOakland

PNS - OAK

PNSOAK

Pensacola

Tue 3/10

7:00 am-4:34 pm

2 stops11h 34m

Oakland

Wed 3/11

5:55 am-8:47 am

2 stops24h 52m

$580

PensacolaOakland

PNS - OAK

PNSOAK

Pensacola

Tue 12/23

6:10 pm-11:35 pm

1 stop7h 25m

Oakland

Fri 12/26

5:00 am-1:20 pm

1 stop6h 20m

$638

PensacolaOakland

PNS - OAK

PNSOAK

Pensacola

Thu 11/27

7:25 am-6:13 pm

2 stops12h 48m

Oakland

Sat 11/29

5:55 am-10:00 pm

2 stops14h 05m

$792

PensacolaOakland

PNS - OAK

PNSOAK

Pensacola

Thu 11/27

6:00 am-6:13 pm

2 stops14h 13m

Oakland

Sun 11/30

5:55 am-8:42 am

2 stops24h 47m

$1,077

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/16

Compare providers for flights from Pensacola to Oakland

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Pensacola to Oakland in November.
ProviderPrice AccuracyTrust Score*
FlightHubPrice Accuracy3 starsTrust Score*1 star
ExpediaPrice Accuracy2 starsTrust Score*3 stars
eDreamsPrice Accuracy3 starsTrust Score*3 stars

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: When it comes to deals on Pensacola-Oakland, California flights, users find the pricing of eDreams to be most consistent on Cheapflights vs. eDreams Users can find the same prices on Pensacola-Oakland, California flight deals on Cheapflights vs. eDreams >95% of the time. Price accuracy is based on data collected from Pensacola-Oakland, California flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Pensacola-Oakland, California flights, Cheapflights users trust eDreams the most. eDreams has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Pensacola-Oakland, California flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

Best time to book a flight from Pensacola to Oakland

Have a flexible travel schedule? Discover the best time to fly to Oakland from Pensacola with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Pensacola to Oakland

What is the cheapest month to book a flight from Pensacola to Oakland, California?

Currently, December is the cheapest month in which you can book a flight from Pensacola to Oakland, California (average of $138). Flying from Pensacola to Oakland, California in November is currently the most expensive (average of $309). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

Reviews of airlines servicing Oakland

Get insights into the airlines that provide service to Oakland. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Oakland. Reviews last updated November 17, 2025.
Peruse reviews from past customers who have flown with Southwest from Pensacola to Oakland to help guide your decision. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,245 reviews

Crew

8.6

Entertainment

7.5

Overall

8.0

Boarding

8.1

Food

7.0

Comfort

8.0

Reviews

1 / 20
8.0
Excellent

Walter,Aug 2025

OAK - SAN

Dozens of flights and I've never seen a row's beverages forgotten. I even went back and asked the attendant to check on them and nothing. I really hope it didn't have something to do with the Black mother with her kid in the row. Otherwise it was a typical Southwest flight, rapid boarding, tolerable leg room.
Southwest
8.0
Very good
4,245 reviews
Southwest
8.0
Very good
4,245 reviews

Crew

8.6

Entertainment

7.5

Overall

8.0

Boarding

8.1

Food

7.0

Comfort

8.0

Reviews

1 / 20
8.0
Excellent

Walter,Aug 2025

OAK - SAN

Dozens of flights and I've never seen a row's beverages forgotten. I even went back and asked the attendant to check on them and nothing. I really hope it didn't have something to do with the Black mother with her kid in the row. Otherwise it was a typical Southwest flight, rapid boarding, tolerable leg room.

Related info for your journey

Find useful and relevant information for your journey from Pensacola to Oakland. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • How long is the flight from Pensacola to Oakland, California?

    Departing from Pensacola to Oakland, California will take you 6h 55m. The distance from Pensacola to Oakland, California is about 2052 mi.

  • What is the cheapest airline to fly from Pensacola to Oakland, California round-trip?

    Cheapflights users have booked flights from Pensacola to Oakland, California round-trip from $469.

  • Can I find deals for flights from Pensacola to Oakland that include hotel bookings?

    Yes. In addition to deals on Pensacola to Oakland flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Pensacola to Oakland?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Pensacola to Oakland.

  • Can I find deals for business class flights from Pensacola to Oakland?

    Yes. Cheapflights offers flight deals from Pensacola to Oakland by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Pensacola to Oakland, California?

    Currently, December is the cheapest month in which you can book a flight from Pensacola to Oakland, California (average of $138). Flying from Pensacola to Oakland, California in November is currently the most expensive (average of $309). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

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Top airline flying from Pensacola to Oakland

Discover the top airline that operate flights from Pensacola to Oakland. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated November 17, 2025.
AirlineCheapestAverageFlexibilityOn-time
SouthwestCheapest$469Average$746FlexibilityNo cancel feeOn-time63%

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