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Pensacola

$229+ Cheap flights from Oakland, CA to Pensacola (OAK - PNS)

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 11/24. Fares are subject to change and may not be available on all flights or dates of travel.
OAK — PNS
Oct 11 — Oct 181
Sat 10/11
Sat 10/18
1 adult, Economy
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Cheap flight deals from Oakland to Pensacola

Discover tips and strategies to find the most affordable flight options for your journey from Oakland (OAK) to Pensacola (PNS). 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 September 11, 2025.

Round-trip from

$528
(Delta)

One-way from

$229
(Southwest)

Popular in

November

Cheapest in

April

Average price

$315
From Oakland to Pensacola
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One-way flight from Oakland to Pensacola
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Highest demand for flights based on searches. 34% potential increase in price ($235 potential increase over avg. RT price).
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Cheapest flight prices on average. 19% potential price decrease ($74 potential savings vs. average RT price).
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Average for round-trip flights in September 2025
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Find flight deals from Oakland to Pensacola

Cheapest flights from Oakland to Pensacola
Explore the most affordable flight options available from Oakland to Pensacola. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 11, 2025.

This Delta deal was found by Cheapflights users on 9/9. 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 12/245:53 amOAK - PNS
2 stops13h 44mDelta
Tue 12/305:40 pmPNS - OAK
2 stops20h 14mDelta
Deal found 9/9$528
This Delta deal was found by Cheapflights users on 9/9. 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 12/234:57 pmOAK - PNS
2 stops26h 40mDelta
Tue 12/305:40 pmPNS - OAK
2 stops20h 14mDelta
Deal found 9/9$567
This Delta deal was found by Cheapflights users on 9/9. 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 12/255:53 amOAK - PNS
2 stops13h 44mDelta
Tue 12/307:13 pmPNS - OAK
2 stops18h 41mDelta
Deal found 9/9$577
This Delta deal was found by Cheapflights users on 9/9. 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 12/2412:34 pmOAK - PNS
2 stops19h 46mDelta
Wed 12/3111:00 amPNS - OAK
2 stops26h 54mDelta
Deal found 9/9$578
This Southwest deal was found by Cheapflights users on 9/8. 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.
Mon 10/66:15 amOAK - PNS
2 stops9h 15mSouthwest
Mon 10/139:30 amPNS - OAK
1 stop12h 50mSouthwest
Deal found 9/8$653
This Delta deal was found by Cheapflights users on 9/9. 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 12/255:53 amOAK - PNS
2 stops11h 08mDelta
Wed 12/311:27 pmPNS - OAK
2 stops11h 20mDelta
Deal found 9/9$849
This Delta deal was found by Cheapflights users on 9/9. 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.
Mon 12/225:53 amOAK - PNS
2 stops8h 42mDelta
Wed 12/311:27 pmPNS - OAK
2 stops11h 20mDelta
Deal found 9/9$949
This Delta deal was found by Cheapflights users on 9/9. 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.
Sat 12/275:53 amOAK - PNS
2 stops8h 42mDelta
Wed 12/311:27 pmPNS - OAK
2 stops11h 20mDelta
Deal found 9/9$1,058
This Delta deal was found by Cheapflights users on 9/9. 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 12/245:53 amOAK - PNS
2 stops8h 42mDelta
Fri 1/28:30 amPNS - OAK
2 stops9h 47mDelta
Deal found 9/9$1,179
This Delta deal was found by Cheapflights users on 9/9. 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 12/245:53 amOAK - PNS
2 stops11h 08mDelta
Sat 1/38:00 amPNS - OAK
2 stops10h 17mDelta
Deal found 9/9$1,189

Cheapflights Fare Finder

 
Customize your flight search to find flights from Oakland to Pensacola 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 September 11, 2025.
Use the filters below to find and compare flights from Oakland to Pensacola that are best for you.

Fly from

Oakland

Fly to

Pensacola

Route

Depart

Return

Price

OaklandPensacola

OAK - PNS

OAKPNS

Oakland

Tue 12/23

4:57 pm-9:37 pm

2 stops26h 40m

Pensacola

Tue 12/30

5:40 pm-11:54 am

2 stops20h 14m

$567

OaklandPensacola

OAK - PNS

OAKPNS

Oakland

Thu 12/25

5:53 am-9:37 pm

2 stops13h 44m

Pensacola

Tue 12/30

7:13 pm-11:54 am

2 stops18h 41m

$577

OaklandPensacola

OAK - PNS

OAKPNS

Oakland

Wed 12/24

12:34 pm-10:20 am

2 stops19h 46m

Pensacola

Wed 12/31

11:00 am-11:54 am

2 stops26h 54m

$578

OaklandPensacola

OAK - PNS

OAKPNS

Oakland

Tue 3/3

5:05 pm-8:47 am

2 stops13h 42m

Pensacola

Wed 3/4

1:59 pm-11:53 pm

2 stops11h 54m

$629

OaklandPensacola

OAK - PNS

OAKPNS

Oakland

Mon 10/6

6:15 am-5:30 pm

2 stops9h 15m

Pensacola

Mon 10/13

9:30 am-8:20 pm

1 stop12h 50m

$653

OaklandPensacola

OAK - PNS

OAKPNS

Oakland

Tue 3/10

1:15 pm-8:47 am

2 stops17h 32m

Pensacola

Wed 3/11

1:59 pm-12:30 pm

2 stops24h 31m

$725

OaklandPensacola

OAK - PNS

OAKPNS

Oakland

Thu 12/25

5:53 am-7:01 pm

2 stops11h 08m

Pensacola

Wed 12/31

1:27 pm-10:47 pm

2 stops11h 20m

$849

OaklandPensacola

OAK - PNS

OAKPNS

Oakland

Mon 12/22

5:53 am-4:35 pm

2 stops8h 42m

Pensacola

Wed 12/31

1:27 pm-10:47 pm

2 stops11h 20m

$949

OaklandPensacola

OAK - PNS

OAKPNS

Oakland

Sat 12/27

5:53 am-4:35 pm

2 stops8h 42m

Pensacola

Wed 12/31

1:27 pm-10:47 pm

2 stops11h 20m

$1,058

OaklandPensacola

OAK - PNS

OAKPNS

Oakland

Mon 11/24

9:00 pm-9:10 am

2 stops10h 10m

$229

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/10

Showing 1-10 of 11 results
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Best time to book a flight from Oakland to Pensacola

Have a flexible travel schedule? Discover the best time to fly to Pensacola from Oakland 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 Oakland to Pensacola

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

Currently, September is the cheapest month in which you can book a flight from Oakland, California to Pensacola (average of $303). Flying from Oakland, California to Pensacola in March is currently the most expensive (average of $415). 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 Pensacola

Get insights into the airlines that provide service to Pensacola. 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 Pensacola. Reviews last updated September 11, 2025.
Get a feel of what it's like to fly with Southwest from Oakland to Pensacola by reading reviews from past customers. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,248 reviews

Entertainment

7.5

Boarding

8.1

Comfort

8.0

Crew

8.6

Overall

8.0

Food

7.0

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
4,248 reviews
Southwest
8.0
Very good
4,248 reviews

Entertainment

7.5

Boarding

8.1

Comfort

8.0

Crew

8.6

Overall

8.0

Food

7.0

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 Oakland to Pensacola. 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 Oakland, California to Pensacola?

    A quick flight from Oakland, California to Pensacola can take about 9h 15m. Delta provides one of the quickest options available for as low as $653. The distance between Oakland, California and Pensacola is about 2052 mi. This flight may include one or multiple stops.

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

    Southwest, at $361, was found to be the cheapest airline from Oakland, California to Pensacola.. Southwest is 21% cheaper than the average price of flights available within the next 90 days to this destination.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Oakland to Pensacola 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 Oakland, California to Pensacola?

    Currently, September is the cheapest month in which you can book a flight from Oakland, California to Pensacola (average of $303). Flying from Oakland, California to Pensacola in March is currently the most expensive (average of $415). 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

Traveling to a place near Pensacola?

Book flights to Pensacola if you plan to visit one of these locations
Gulf Breeze
Navarre
Foley
Perdido Key
Navarre Beach
Warrington

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Top airline flying from Oakland to Pensacola

Discover the top airline that operate flights from Oakland to Pensacola. 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 September 11, 2025.
AirlineCheapestAverageFlexibilityOn-time
SouthwestCheapest$361Average$466FlexibilityNo cancel feeOn-time63%

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