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$186+ 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 9/12. Fares are subject to change and may not be available on all flights or dates of travel.
OAK — PNS
Aug 23 — Aug 301
Sat 8/23
Sat 8/30
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 August 18, 2025.

Round-trip from

$431
(KAYAK)

One-way from

$186
(Mytrip)

Popular in

November

Cheapest in

April

Average price

$358
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 August 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 August 18, 2025.

This KAYAK deal was found by Cheapflights users on 8/18. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/98:44 amOAK - PNS
2 stops28h 47mSpirit Airlines
Sun 10/1210:28 amPNS - OAK
2 stops23h 21mSpirit Airlines
Deal found 8/18$431
This KAYAK deal was found by Cheapflights users on 8/18. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/108:44 amOAK - PNS
2 stops28h 47mSpirit Airlines
Sun 10/1210:28 amPNS - OAK
2 stops23h 21mSpirit Airlines
Deal found 8/18$485
This Delta deal was found by Cheapflights users on 8/18. 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 10/912:30 pmOAK - PNS
2 stops20h 09mDelta
Mon 10/137:00 amPNS - OAK
2 stops18h 53mDelta
Deal found 8/18$832
This Delta deal was found by Cheapflights users on 8/18. 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.
Fri 10/104:51 pmOAK - PNS
2 stops24h 06mDelta
Mon 10/137:00 amPNS - OAK
2 stops18h 53mDelta
Deal found 8/18$856
This Delta deal was found by Cheapflights users on 8/18. 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 11/65:55 amOAK - PNS
2 stops11h 02mDelta
Sun 11/91:59 pmPNS - OAK
2 stops11h 54mDelta
Deal found 8/18$879
This Delta deal was found by Cheapflights users on 8/16. 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 8/286:00 amOAK - PNS
2 stops10h 43mDelta
Wed 9/37:05 amPNS - OAK
2 stops11h 11mDelta
Deal found 8/16$3,071
This Delta deal was found by Cheapflights users on 8/18. 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 10/235:55 amOAK - PNS
2 stops9h 03mDelta
Mon 10/277:00 amPNS - OAK
2 stops11h 11mDelta
Deal found 8/18$3,121

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 August 18, 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

Thu 11/6

5:55 am-6:57 pm

2 stops11h 02m

Pensacola

Sun 11/9

1:59 pm-11:53 pm

2 stops11h 54m

$879

OaklandPensacola

OAK - PNS

OAKPNS

Oakland

Thu 8/28

6:00 am-6:43 pm

2 stops10h 43m

Pensacola

Wed 9/3

7:05 am-4:16 pm

2 stops11h 11m

$3,071

OaklandPensacola

OAK - PNS

OAKPNS

Oakland

Thu 10/23

5:55 am-4:58 pm

2 stops9h 03m

Pensacola

Mon 10/27

7:00 am-4:11 pm

2 stops11h 11m

$3,121

OaklandPensacola

OAK - PNS

OAKPNS

Oakland

Fri 9/12

2:39 pm-3:39 pm

3 stops23h 00m

$186

OaklandPensacola

OAK - PNS

OAKPNS

Oakland

Mon 11/24

11:20 am-9:55 pm

2 stops8h 35m

$205

OaklandPensacola

OAK - PNS

OAKPNS

Oakland

Sat 9/13

6:00 am-7:17 pm

2 stops11h 17m

$475

OaklandPensacola

OAK - PNS

OAKPNS

Oakland

Mon 11/24

5:26 pm-5:54 pm

3 stops22h 28m

$483

OaklandPensacola

OAK - PNS

OAKPNS

Oakland

Fri 9/12

6:00 am-4:43 pm

2 stops8h 43m

$745

OaklandPensacola

OAK - PNS

OAKPNS

Oakland

Mon 12/15

5:55 am-4:32 pm

2 stops8h 37m

$1,977

Flights are sorted by cheapest round-trip flights first.

Deals found on 8/15

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 $306). Flying from Oakland, California to Pensacola in March is currently the most expensive (average of $416). 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 August 18, 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
4,246 reviews

Entertainment

7.5

Comfort

8.0

Boarding

8.1

Food

7.0

Crew

8.6

Overall

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
4,246 reviews
Southwest
8.0
Very good
4,246 reviews

Entertainment

7.5

Comfort

8.0

Boarding

8.1

Food

7.0

Crew

8.6

Overall

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 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 11h 02m. Delta provides one of the quickest options available for as low as $879. The distance between Oakland, California and Pensacola is about 2052 mi.

  • 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.

  • What are the cheapest airlines to fly from Oakland, California to Pensacola one-way?

    To fly one-way, consider booking your trip with Spirit Airlines, which is currently one of the cheapest options available, starting at $186. Southwest flights start at $205 while deals on Delta start at $475 one-way.

  • 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 $306). Flying from Oakland, California to Pensacola in March is currently the most expensive (average of $416). 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
Milton
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 August 18, 2025.
AirlineCheapestAverageFlexibilityOn-time
SouthwestCheapest$361Average$466FlexibilityNo cancel feeOn-time63%

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